Subscriber access provided by UNIV OF CALIFORNIA SAN DIEGO LIBRARIES
Article
Rapidly responsive and highly selective fluorescent probe for bisulfite detection in food jialin Wang, yanfeng Hao, hao Wang, shaoxiang yang, Hong-Yu Tian, Baoguo Sun, and yongguo Liu J. Agric. Food Chem., Just Accepted Manuscript • DOI: 10.1021/acs.jafc.7b00353 • Publication Date (Web): 16 Mar 2017 Downloaded from http://pubs.acs.org on March 17, 2017
Just Accepted “Just Accepted” manuscripts have been peer-reviewed and accepted for publication. They are posted online prior to technical editing, formatting for publication and author proofing. The American Chemical Society provides “Just Accepted” as a free service to the research community to expedite the dissemination of scientific material as soon as possible after acceptance. “Just Accepted” manuscripts appear in full in PDF format accompanied by an HTML abstract. “Just Accepted” manuscripts have been fully peer reviewed, but should not be considered the official version of record. They are accessible to all readers and citable by the Digital Object Identifier (DOI®). “Just Accepted” is an optional service offered to authors. Therefore, the “Just Accepted” Web site may not include all articles that will be published in the journal. After a manuscript is technically edited and formatted, it will be removed from the “Just Accepted” Web site and published as an ASAP article. Note that technical editing may introduce minor changes to the manuscript text and/or graphics which could affect content, and all legal disclaimers and ethical guidelines that apply to the journal pertain. ACS cannot be held responsible for errors or consequences arising from the use of information contained in these “Just Accepted” manuscripts.
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.
Page 1 of 23
Journal of Agricultural and Food Chemistry
1
Rapidly responsive and highly selective fluorescent probe for bisulfite
2
detection in food
3
Jialin Wang, Yanfeng Hao, Hao Wang, Shaoxiang Yang*, Hongyu Tian, Baoguo
4
Sun, and Yongguo Liu
5
Beijing Innovation Centre of Food Nutrition and Human Health, Beijing Key
6
laboratory of Flavour Chemistry, Beijing Technology and Business University, No.11
7
Fucheng Road, Haidian District, Beijing 100048, P.R. China
8
*
9
86-10-68985382. E-mail:
[email protected] To whom correspondence should be addressed. Telephone: +86-10-68985382. Fax:
10 11 12 13 14 15 16 17 18 19 20 21 22 23 24
ACS Paragon Plus Environment
Journal of Agricultural and Food Chemistry
25
ABSTRACT: The new fluorescent probe 4-hydroxy-3-((2E, 4E) -5-phenylpenta-2,
26
4-dienoyl)-2H-chromen-2-one (probe 1) was designed and synthesized for selective
27
detection of sulfite. The fluorescence intensity of the probe was only decreased in the
28
presence of HSO3−, all other anions assessed resulted in an increased fluorescence
29
response. Hence, probe 1 acts as a highly selective sensor for HSO3−. This sulfite
30
sensitivity can also be readily monitored visually, as once treated with sulfite the
31
solution shows a marked color change from yellow to colorless. Moreover, probe 1
32
can be conveniently used as signal tool to determine the HSO3− levels in various sugar
33
samples.
34 35
KEYWORDS: fluorescent probe; bisulfite; Michael-type addition
36 37 38 39 40 41 42 43 44 45 46 47
ACS Paragon Plus Environment
Page 2 of 23
Page 3 of 23
Journal of Agricultural and Food Chemistry
48
INTRODUCTION
49
Bisulfite (HSO3−) is widely used as an antioxidant, antimicrobial agent and an
50
enzyme inhibitor for foods, pharmaceutical products and beverages.1, 2 For example,
51
the addition of bisulfite to beer and wine has been a worldwide practice for centuries.3
52
However, it has been shown that bisulfite may be toxic in high doses, alongside
53
potentially triggering asthma attacks and allergic reactions.4 Given the reported
54
harmful effects on people’s health, the threshold levels of HSO3− in food and
55
medicine are rigorously controlled. In particular, the United States Food and Drug
56
Administration require labeling of products that contain more than 10 µg/mL of
57
sulfite.5 Furthermore, in China, the total concentration of sulfur (calculated by SO2
58
content) in white granulated sugar is strictly regulated to be
