Characterization of Typical Potent Odorants in Cola-Flavored

The potent odorants in the top three U.S. brands of regular colas were .... 2, 1073, 941, NB, camphene, camphorous, 3, 3, RI, O, MS, S ..... Kaczanows...
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Characterization of Typical Potent Odorants in Cola-Flavored Carbonated Beverages by Aroma Extract Dilution Analysis Yaowapa Lorjaroenphon, and Keith R. Cadwallader J. Agric. Food Chem., Just Accepted Manuscript • DOI: 10.1021/jf504953s • Publication Date (Web): 21 Dec 2014 Downloaded from http://pubs.acs.org on January 5, 2015

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Journal of Agricultural and Food Chemistry is published by the American Chemical Society. 1155 Sixteenth Street N.W., Washington, DC 20036 Published by American Chemical Society. Copyright © American Chemical Society. However, no copyright claim is made to original U.S. Government works, or works produced by employees of any Commonwealth realm Crown government in the course of their duties.

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TITLE: Characterization of Typical Potent Odorants in Cola-Flavored Carbonated Beverages by Aroma Extract Dilution Analysis

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AUTHORS:

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Yaowapa Lorjaroenphon† and Keith R. Cadwallader‡*

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Department of Food Science and Technology, Faculty of Agro-Industry, Kasetsart

University, 50 Ngamwongwan Road, Bangkok, 10900, Thailand ‡

Department of Food Science and Human Nutrition, University of Illinois at Urbana-

Champaign, 1302 West Pennsylvania Avenue, Urbana, Illinois, 61801 *Corresponding author. Phone: 217-333-5803. Fax: 217-333-1875. E-mail: [email protected].

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ABSTRACT:

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The aroma-active compounds in typical cola-flavored carbonated beverages were

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characterized using gas chromatography-olfactometry (GCO) and GC-mass spectrometry (GC-

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MS). The potent odorants in the top three US brands of regular colas were identified by aroma

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extract dilution analysis (AEDA). Among the numerous odorants identified, eugenol (spicy,

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clove-like, sweet) and coumarin (sweet, herbaceous) were predominant in all colas. Other

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predominant odorants in at least one brand included guaiacol (smoky) and linalool (floral,

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sweet), while 1,8-cineol (minty, eucalyptus-like) was a moderately potent odorant in all colas.

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Determination of the enantiomeric compositions indicated that (R)-(-)-linalool (34.5%) was a

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more potent odorant than the (S)-(+)-enantiomer (65.6%) due to its much lower odor detection

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threshold. In addition, lemon-lime and cooling attributes determined by sensory descriptive

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analysis had the highest odor intensities among the eight sensory descriptors. The aroma profiles

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of the three colas were in good agreement with the potent odorants identified by AEDA.

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KEYWORDS: cola-flavored carbonated beverage; potent odorant; aroma extract dilution analysis; enantiomer; sensory descriptive analysis

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INTRODUCTION: Carbonated beverages are the largest segment of soft drink industry, and cola is the

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predominant flavor accounting for 54.0% of the global revenues generated by the soft drink and

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bottled water industry.1 The sales of cola-flavored carbonated beverages in 2010 were about $14

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billion of the soft drink market in the United States.2,3 According to product labels and published

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literature, the uniqueness and complexity of cola is a result of the mixture of natural flavors

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derived from vanilla extract and essential oils of citrus, cassia or cinnamon, coriander, nutmeg,

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and neroli. 4,5

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Despite its popularity, there are only a few studies about the flavor chemistry of cola.

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Cola aroma has been studied by both sensory6 and instrumental7-9 techniques. Headspace

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volatiles of de-carbonated colas were evaluated by solid phase microextraction (SPME) and

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dynamic headspace analysis.8 These researchers reported that terpenes and aldehydes were the

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major volatiles and those in highest abundance were limonene and a mixture of α- and γ-

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terpineol. Limonene along with γ-terpinene and p-cymene were identified as the three most

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abundant headspace volatiles in off-flavored cola.7 Another study asserted that (Z)-terpin

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hydrate could be used as a volatile marker to differentiate cola stains from the dark color stains

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caused by other beverages including beer, coffee, black tea, Oolong tea, and green tea.9

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However, the potent odorants of cola have not been reported. Gas chromatography-

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olfactometry (GCO), which uses the human nose as a detector of GC, was developed and applied

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to indicate the odorants from the complex mixture of both aroma volatiles and odorless volatiles.

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Aroma extract dilution analysis (AEDA), which is frequently used, is a screening method used to

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rank the relative potency of aroma-active compounds found in foods.10,11 It has been used to

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identify the potent odorants in foods, beverages, and non-foods, including pomegranate juice12

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and scented candle.13

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The present study aimed to determine the potent odorants in the top three U.S. brands of

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regular cola-flavored carbonated beverages on the basis of AEDA. The aroma-active

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compounds in typical cola were characterized using GCO and GC-mass spectrometry (GC-MS).

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The most impact aroma-active compounds were then identified by AEDA. These results of this

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study can provide a foundation for further studies leading to the identification of key aroma

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components and improvements in the flavor and shelf-life stability of cola-flavored carbonated

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beverages.

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MATERIALS AND METHODS:

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Materials

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The top three US brands of regular cola-flavored carbonated beverages (Coca-Cola®,

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Pepsi® and RC®; designated as cola A, cola B and cola C, respectively) and the references used

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in sensory evaluation (Table 1) were purchased from local markets (Urbana, IL) during 2010-

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2011. Odor-free water used in this experiment was prepared by boiling deionized-distilled water

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to two thirds of its initial volume.

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Chemicals

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General reagent or HPLC grade chemicals, such as anhydrous diethyl ether, anhydrous

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sodium sulfate, dichloromethane, hydrochloric acid, sodium bicarbonate, and sodium chloride,

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were obtained from Fisher Scientific (Fair Lawn, NJ). Ultra high purity (UHP) nitrogen and

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UHP helium were purchased from S.J. Smith (Davenport, IA).

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Reference standard compounds. The standard compounds used to confirm the structures

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of the aroma compounds listed in Table 2 were supplied by the companies given in parentheses:

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compounds nos. 1-6, 8b, 9-11, 13, 14, 16, 19-22 (22a and 22b), 24, 25 (25a and 25b), 26-29,

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mixture of 30 and 34, 31 (31a and 31b), 32, 37, 38, 41, 43, 45-49, 51, 52, 56, and 57 (Sigma-

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Aldrich, St. Louis, MO); 12 (TCI, Portland, OR); 33, 36, and 39 (Bedoukian, Danbury, CT); 40

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(Firmenich, Princeton, NJ); mixture of 53 and 54 (Alfa Aesar, Lancashire, United Kingdom); 8a,

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22a, 58 (Fluka, Buchs, Switzerland). 2,3-Dehydro-1,8-cineol (compound no. 7) was synthesized

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according to the published literature.14

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Isolation of Volatile Compounds Odor-free deionized-distilled water (200 mL) and diethyl ether (150 mL) were added to

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the extraction chamber of a continuous liquid-liquid extraction (CLLE) apparatus (part no.

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Z562440; Sigma-Aldrich) equipped with 5 °C condenser, 48 °C water bath (250-mL distillation

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flask), and magnetic stirrer. One can of cola sample (355 mL) was poured through the cooled

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condenser to avoid loss of aroma compounds, and rinsed with 50 mL of water. After extraction

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for 18 h at a condensation rate of 2 drops/s, the solvent layer was concentrated to 50 mL by

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Vigreux column distillation at 43 °C. The volatile compounds were isolated from any non-

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volatile compounds by solvent assisted flavor evaporation (SAFE) according to the litelature.13,15

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The aroma extract was fractionated with aqueous 0.5 M NaHCO3 (3 × 20 mL) into acidic

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(aqueous phase) and neutral-basic (organic phase) fractions. The aqueous layer was acidified to

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pH 2 with aqueous 4 N HCl, and extracted with diethyl ether (3 × 20 mL). Each fraction was

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washed with saturated aqueous NaCl (2 × 15 mL), concentrated to 10 mL by Vigreux column

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distillation, and dried over 2 g of anhydrous Na2SO4. The ether extract was further concentrated by Vigreux column distillation to 350 µL, and kept at -70 °C until analysis.

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Identification of Aroma-Active Compounds The aroma extracts were analyzed by gas chromatography-olfactometry (GCO) and GCmass spectrometry (GC-MS). GCO. GCO was conducted using a 6890 GC (Agilent Technologies, Inc., Santa Clara,

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CA) equipped with a flame ionization detector (FID) and olfactory detection port (DATU

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Technology Transfer, Geneva, NY). The aroma extract (2 µL) was injected in the cool on-

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column mode (+3 °C oven tracking mode) to avoid injection bias and reduce the chance for

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thermal degradation of any labile compounds. Separations were performed on RTX®-Wax and

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RTX®-5 SILMS capillary columns (both 15 m × 0.32 mm i.d. × 0.5 µm df; Restek, Bellefonte,

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PA). The column effluent was split 1:5 between the FID (250 °C) and olfactory detection port,

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respectively. The oven temperature was programed from 40 °C to 225 °C at a ramp rate of

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10 °C/min for the RTX®-Wax column or a ramp rate of 6 °C/min for the RTX®-5 SILMS

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column, with initial and final hold times of 5 and 20 min, respectively. The flow rate of the

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helium carrier gas was 2 mL/min.

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GC-MS. The GC-MS system consisted of a 6890 GC/5973 mass selective detector

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(Agilent Technologies, Inc.). One microliter of extract was injected into either the Stabilwax®

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(30 m × 0.25 mm i.d. × 0.25 µm df; Restek) or SACTM-5 (30 m × 0.25 mm i.d. × 0.25 µm df;

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Supelco, Bellefonte, PA) capillary columns in the cool on-column mode (+3 °C oven tracking

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mode). The initial oven temperature was 35 °C. After 5 min, the oven temperature was

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increased at 4 °C/min to the final temperature (225 °C for Stabilwax® or 240 °C for SACTM-5),

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and held for 20 min. The flow rate of helium carrier gas was 1 mL/min. The mass spectra were

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recorded in full scan mode (35-300 a.m.u., scan rate 5.27 scans/s, interface temperature 280 °C,

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and ionization energy 70 eV).

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The retention index (RI) of each compound was calculated using the retention time (RT)

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of that compound compared against the RTs of a series of standard n-alkanes.16 The aroma-

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active compounds were positively identified based on comparison of their RI values (on two

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different polarity stationary phases), odor properties, and mass spectra against those of authentic

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standard compounds to avoid erroneous identifications. A compound was considered to be

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tentatively identified if no authentic standard was available for comparison. In this case mass

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spectra were compared against those in the NIST2008 mass spectral database, and retention

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indices were compared to literature values.

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Aroma Extract Dilution Analysis The aroma extract was diluted stepwise (1:3 (v/v)) using diethyl ether as described

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previous.13,17 Each dilution was performed by GCO on RTX®-Wax column. The sniffing time

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for each panelist was about 30 min per run. The flavor dilution (FD) factor for a specific

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odorant, which is the highest dilution at which panelists can smell that compound, was reported

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based on averaging the log3FD factors of three panelists (1 female and 2 males; 20-47 years)

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after rounding off to the nearest whole number.

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Determination of Enantiomer Composition

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The enantiomeric compositions of selected aroma-active compounds were investigated

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by GC-FID using an InertCapTM CHIRAMIX column (30 m × 0.32 mm i.d. × 0.25 µm df; GL

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Sciences Inc., Tokyo, Japan). Two microliters of the aroma extract or standard solution (~1 ppm

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in dichloromethane) was injected in the hot split (5:1) mode at 250 °C. The oven temperature

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program started from 100 °C for 1 min, then was ramped at 1 °C/min to 180 °C, and held for 10

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min. Helium was used as a carrier gas at a flow rate of 2.5 mL/min. The configuration of each

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chiral compound was determined based on comparison of its retention time against that of an

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authentic standard compound. The relative composition of each enantiomer pair in cola A was

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based on the average from four aroma extracts.

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Sensory Descriptive Analysis The human subject protocol number 11249 was approved by The University of Illinois at

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Urbana-Champaign Institutional Review Board (IRB). Ten panelists (students and staff; 7

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females and 3 males; 22-38 years) were selected based on the participants’ abilities to detect and

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describe differences in aroma characteristics. They were trained for approximately 15 h to

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evaluate the aroma (by nose) of authentic cola samples consisting of different brands, lots,

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packages, and colas stored under various conditions. Terminologies with definitions and

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commercially available references were developed, and are listed in Table 1. Cola-flavored

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carbonated beverage (50 mL) was prepared in 125-mL Teflon sniff bottle (Nalgene PTFE wash

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bottle without siphon tube; Nalge Nunc International, Rochester, NY). The bottles were covered

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with aluminum foil, and labeled with randomly generated 3-digit codes. In order to minimize

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nasal irritation caused by high levels of carbon dioxide, the sample bottles were kept open at

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room temperature for 30 min before evaluation which allowed most the of carbon dioxide to

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passively escape. The serving orders of test samples were randomized, and the colas were

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presented one at a time to panelist. In individual booths, panelists evaluated the samples by

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gently squeezing the bottle and sniffing the expressed air. They were asked to rate the intensity

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of each attribute on 15-cm line scale with two end anchors from none to strong.

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Statistical analysis. The mean score of each attribute/term was calculated, and then

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plotted to establish the aroma profile as spider web plots. Analysis of variance (ANOVA) was

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performed by SAS® program (SAS institute Inc., Cary, NC) to detect significant differences

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among cola samples. If there was significant difference (p-value < 0.05), the least significant

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difference (LSD) was used to check which samples differed.

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RESULTS AND DISCUSSION: The top three US brands of regular cola-flavored carbonated beverages were chosen for

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comprehensive aroma analysis. Continuous liquid-liquid extraction (CLLE) method was used to

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isolate the aroma compounds from colas because de-carbonation and extraction could be

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performed at the same time. The odor representativeness of extract was checked by using strip

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paper, and the aroma extract obtained from each cola by CLLE had a characteristic cola-like

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odor. This confirmed that the extract contained the typical aroma-active compounds of the colas.

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Volatile Components Total ion chromatograms were similar for all three cola-flavored carbonated beverages.

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Monoterpenes and sesquiterpenes were the major compounds in all colas. Among these, the

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most abundant were limonene (8), α-terpineol (31), and γ-terpinene (10). However, not all

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volatile compounds found in foods significantly contribute to food aroma. In the past, flavor

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scientists were not successful in creating aroma models from the most abundance volatiles. For

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this reason, gas chromatography-olfactometry (GCO) has been applied to help identify trace-

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level potent odorants and to distinguish aroma-active compounds (odorants) from volatiles that

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contribute essentially no odor.

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Aroma-Active Components A combined total of 58 odorants were detected in the colas (Table 2), of which two were

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unidentified. Most of the odorants found in colas originate from the flavoring ingredients

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including vanilla extract and essential oils of citrus, cassia or cinnamon, coriander, nutmeg, and

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neroli.4,5 However, some may have been derived from non-volatile components, for example,

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furfural (20) which was reported as acid hydrolysis product of d-fructose.18 Moreover, some of

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these compounds can be derived from other odorants such as formation of α-terpineol (31) from

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limonene (8) due to acid-catalyzed reaction.19

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It should also be noted that the highly volatile aroma compounds with RI values on polar

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column (RTX®-Wax) less than 1000 were not identified in the present study. They might be lost

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during extraction and concentration the extract or might not be present in the colas considering

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the list of ingredients used in cola flavorings. Essential oils are generally obtained by distillation

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methods which cause loss of highly volatile compounds.

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The odor activity value (OAV) concept has been used to estimate the degree for which a

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particular volatile contributes to the overall aroma of food. It defined as the ratio of the

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concentration of an aroma compound in the food to its odor detection threshold in the food

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matrix. The accuracy of an OAV depends on accurate quantification and determination of odor

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threshold. However, the odor detection thresholds of some compounds, especially unknowns,

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cannot be measured. For this reason, aroma extract dilution analysis (AEDA) was used to

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indicate the impact of aroma compound in colas in the present study. This technique can rank

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the odorants by their relative potency on the basis of OAVs in air.

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Potent Odorants The flavor dilution (FD) factors of all odorants found in the colas are shown in Table 2.

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Eugenol (51) (spicy, clove-like, sweet) and coumarin (56) (sweet, herbaceous) were predominant

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odorants in all colas. These odorants have been reported in cinnamon and cassia (Chinese

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cinnamon) oils.20,21 Eugenol is also a common volatile compound of nutmeg oil.22

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Guaiacol (41) (smoky note) was a potent odorant in colas A and B, while linalool (22)

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(floral, sweet) had high odor potency in cola C. Linalool also had relatively high potency in cola

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A. This odorant is reported as one of the most aroma-active compounds contributing to the

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overall flavor of lemon oil23 and orange peel oil.24 It is also a major component of the essential

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oils of coriander25 and neroli.26 In addition, linalool is reported as a dominant alcohol in orange

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oil27, and it was perceived in highest aroma intensity after octanal and wine lactone.28

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The compound 1,8-cineol (9) (minty, eucalyptus-like) was a moderately potent odorant in

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all colas. It was reported as one of the most impact aroma compounds in orange peel oil.24 This

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compound was also the second most abundant volatile found in cinnamon oil distillated from

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root bark.20 1,8-Cineol is not only present naturally in essential oils, but also reported as a

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secondary degradation product of limonene and α-terpineol by acid-catalyzed reactions.19

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However, the most abundant volatiles, including limonene, α-terpineol, and γ-terpinene,

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had low odor potencies in the colas. The FD factors of highly potent odorants found in citrus oil,

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such as neral (30) and geranial (34), were also low in all colas because of their possible

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degradation by acid-catalyzed reactions. It is well known that citral (a mixture of neral and

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geranial) is extremely unstable under acidic conditions resulting in the formation of various

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products.29 The half-life of citral in carbonated soft drinks is about six days.30 Oxidation of

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citral can occur under certain conditions31, but this is unlikely to occur in carbonated beverages

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due to the very low level of oxygen. The degradation mechanism for citral has already been

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proposed.30-33 Neral (cis-isomer) and geranial (trans-isomer) can rearrange by isomerization

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reactions. Then, p-menthadien-8-ols can be converted directly from neral by the series of acid-

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catalyzed reactions starting from cyclization. These intermediates are further degraded by

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disproportionation, redox, and dehydration reactions to form α,p-dimethylstyrene (17) and p-

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cymene (11) which are more stable. The compound 2,3-dehydro-1,8-cineol (7) is also formed as

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a result of the deterioration of citral by acid-catalyzed reactions. It is very unstable in acid

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conditions, but it is found at low levels in colas due to the steady-state reached among various

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precursor compounds via reversible acid-catalyzed reactions.33 It should be also noted that this

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compound was as a predominant odorant in lemon-lime carbonated beverages.14

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Among the three brands, the aroma profile of cola A was the most complex. Additional

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moderately potent odorants in cola A included methyleugenol (46) (hay-like, dried grass), 4-

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terpineol (25) (earthy, soapy, woody), (E)-cinnamaldehyde (48) (cinnamon-like, sweet), (Z)- and

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(E)-isoeugenols (53 and 54) (clove-like, sweet), and an unknown with an RI of 2399 on the

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RTX®-wax column (55) (clove-like, sweet). It is interesting to note that 4-terpineol, which is a

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major volatile in nutmeg oil34, may be a degradation product of some terpenes via acid-catalyzed

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reactions.19 It was also reported to be a potent odorant in a stored emulsion of lemon oil in an

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aqueous citric acid solution.23

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β-Damascenone (40) (apple sauce, sweet) was another moderately potent odorant in cola C. Vanillin (58), however, was not detected by GCO in this beverage. This finding suggests that

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vanilla extract may be used at only a low concentration in cola C. The low level of vanillin is

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also supported by low potency of guaiacol (41) in the cola since both compounds are important

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aroma components of vanilla extract.35 Furthermore, it was indicated that the main component

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influencing the sweet note of cola C was coumarin, not vanillin. Coumarin mixed with vanillin

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is reportedly used in cream soda because it is not highly volatile and its aroma intensity is three

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times higher than vanillin.36 Tonga bean extract which contains coumarin has also been used as

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a vanilla substitute.36 However, coumarin, tonga bean and tonga extract are not permitted for use

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in human foods in the U.S.37 because of toxicity concerns.38 Although coumarin is prohibited for

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use as a flavoring compound, it occurs naturally in cinnamon oil20 and vanilla extract,39 which

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are natural flavors used in cola-flavored carbonated beverages.

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While AEDA is the useful screening technique to rank the aroma compounds in order of

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potency, the method is, however, based on the odor-activity of the aroma compound in air. The

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effect of the food matrix on cola odor was not taken into account in the present study. These

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potent odorants identified in colas were further analyzed by OAVs to correct for the limitations

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of AEDA. Additional sensory studies on an aroma reconstitution and omission models should be

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also conducted to verify the OAVs calculation.

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Enantiomeric Composition Cola A was chosen to investigate the enantiomeric composition of selected aroma-active

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compounds since some of them had high FD factors. Furthermore, different enantiomers may

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have different odor detection thresholds and odor characteristics. The chemical structures and

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enantiomeric distributions of chiral compounds identified in cola A are shown in Table 3. d-

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Limonene or the (R)-(+)-isomer (8b) was present in greatest abundance (97.2%). This is to be

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expected because it is well known that d-limonene is commonly present in citrus oils. The

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majority of d-limonene results in more odor characteristics of fresh citrus-like in the essential

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oils, while l-limonene has harsh, turpentine note.40

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Linalool found in natural flavor is usually present as a mixture of (R)-(-)-isomer (22a)

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and (S)-(+)-isomer (22b) at different ratios. The odor description of 22a is floral, woody

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lavender note, while 22b is perceived as sweet and floral.40 The enantiomeric composition of

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linalool in cola A was 34.5% of the (R)-(-)- and 65.5% of the (S)-(+)-enantiomer. (R)-(-)-

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Linalool is predominant in neroli oil, while (S)-(+)-linalool comprises 60-70% of coriander oil.41

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Although the amount of (S)-(+)-linalool in cola was almost two fold higher than (R)-(-)-linalool,

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the odor threshold in water of the latter enantiomer is about nine times lower than that of former

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stereoisomer (0.8 and 7.4 ppb, respectively42). Thus, at similar concentrations (R)-(-)-linalool

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should make a greater aroma contribution than (S)-(+)-linalool in cola-flavored carbonated

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beverage.

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In addition, the enantiomeric compositions of the 4-terpineols (51.0% of the (S)-(+)-

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isomer (25a) and 49.0% of the (R)-(-)-isomer (25b)) and α-terpineols (55.1% of the (S)-(-)-

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enantiomer (31a) and 44.9% of the (R)-(+)-enantiomer (31b)) in cola occurred as approximately

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racemic mixtures. The enantiomeric pairs of 2,3-dehydro-1,8-cineol (7), isoborneol (29) and

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borneol (32) were, however, not determined on the chiral GC capillary column because of their

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low concentrations in cola extracts.

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Sensory Analysis Aroma (by nose) of de-carbonated colas was described by eight attributes including lemon-lime, orange, brown spice, herbal, vanilla, caramel, cooling, and pine (Table 1). Citrus,

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caramel and vanilla have been reported as aromas and aromatics (aroma-by-mouth) of regular

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and diet colas by descriptive analysis.6 In the present study, all colas (A, B, and C) had similar

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aroma profiles, except the lemon-lime intensity in cola B was significantly lower than in colas A

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and C (p-value < 0.05) (Figure 1). Lemon-lime and cooling attributes were dominant attributes

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in all colas. Brown spice, herbal, and pine attributes were moderate intensities in all colas. The

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results of sensory analysis agreed well with potent odorants identified by AEDA (Table 2) when

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the odor characteristic of high FD factor compounds was considered. The low intensity of the

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lemon-lime note in cola B was probably due to the low potency of linalool (22) in that product.

313

This finding was supported by the previous research which revealed that linalool has the highest

314

FD factor in lemon-lime carbonated beverages.14 Furthermore, the cooling note of cola could be

315

associated with a higher level of 1,8-cineol (9). The high potency aroma compounds were also

316

responsible for the other aroma attributes, such as brown spice aroma from eugenol (51) or

317

vanilla note from coumarin (56). Additionally, the moderately spicy note of cola A compared to

318

the other colas was possibly the result of the impact of methyleugenol (46) and the isoeugenols

319

(53 and 54).

320 321 322

ABBREVIATIONS USED: AEDA, aroma extract dilution analysis; ANOVA, analysis of variance; CLLE,

323

continuous liquid-liquid extraction; FD, flavor dilution; FID, flame ionization detector; GC-MS,

324

gas chromatography-mass spectrometry; GCO, gas chromatography-olfactometry; LSD, least

325

significant difference; OAV, odor activity value; RI, retention index; RT, retention time; SAFE,

326

solvent assisted flavor evaporation; SPME, solid phase microextraction; UHP, ultra high purity.

327 328

15 ACS Paragon Plus Environment

Journal of Agricultural and Food Chemistry

329 330

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189.130 coumarin.

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FIGURE CAPTION:

445

Figure 1. Aroma (by nose) profiles of cola-flavored carbonated beverages from sensory

446

descriptive analysis. Attributes followed by different italic superscript letters are significantly

447

different (p-value < 0.05) (n = 10; 7 females and 3 males; 22-38 years). Odor intensity was rated

448

on a 15-cm line scale.

449

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Table 1. Attributes, definitions, and references used for sensory descriptive analysis of cola-flavored carbonated beverages reference attribute

definition

product (Mfg.)

lemon-lime

aromatic reminiscent of lemon or lime

Sprite® (lemon-lime soda) (Coca-Cola

preparationa

intensityb

50 mL

7

50 mL

9

0.2 g

10

3g

9

10 mL

8

Co., Atlanta, GA) orange

Sunkist® (orange soda) (Sunkist

aromatic reminiscent of orange

Growers, Inc., Sherman Oaks, CA) brown spice

aromatic associate with allspice,

whole cloves (McCormick & Co., Inc.,

cinnamon, clove, mace, nutmeg (spicy) herbal

aromatic associate with dried herbs, hay

Hunt Valley, MD) dried long grass (cut into 2 cm.)

or grass vanilla

vanilla-like aroma

vanillin (compound no. 58; Fluka, Buchs, Switzerland)

caramel

sweet aromatic

Werther’s Original® (chewy caramels) (made in Germany for Storck USA L.P., Chicago, IL)

22 ACS Paragon Plus Environment

(50 ppm in water) 1 piece (~6 g)

6

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Journal of Agricultural and Food Chemistry

cooling

cooling aroma, but not identical to mint

Halls® (Mentho-Lyptus) (made in Canada; dist: Cadbury Adams USA

10 mL

7

(3.5 mg/mL water)

LLC, Parsippany, NJ) pine

a

aromatic reminiscent of pine needles

Pine-Sol® (original) (Fabricado Para

10 mL

the Clorox Co., Oakland, CA)

(100 ppm in water)

Prepared in 125-mL Teflon sniff bottle. bRelative intensity on 15-cm line with two anchor scales from none to strong.

23 ACS Paragon Plus Environment

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Table 2. Aroma-active compounds in three commercial brands of regular cola-flavored carbonated beverages determined by aroma extract dilution analysis RIb

FD factore

no.a

wax

RTX®-5

1

1019

939

2

1073

3

odord

A

B

NB α-pinene

camphorous, cool

27