STEREOCHEMISTRY OF DIELS-ALDER ADDUCTS. I. THE

COMMUNICATIONS. TO THE EDITOR. Vol. 80. The molecule may be considered as built of four main planar or approximately planar groups, p-...
3 downloads 3 Views 289KB Size
4740

COMMUNICATIONS TO THE EDITOR

Vol. 80

The molecule may be considered as built of four thentic samples generously provided by Professor main planar or approximately planar groups, p - 13. E. Carter. The glyceryl galactotrioside was methyl-thiophenyl, prolyl, peptide pyrrolidine found in a chromatographic position (Rf= 0.50 and carboxyl, all of which tend t o lie a t approxi- in phenol-water and Rf= 0.14 in butanol-propionic mately right angles to one another. I n the case acid-water2) characteristic of L: third member of of the proly! ring i t would appear that the carbon the homologous series of galactosyl glycerides. atom opposite the N-C, bond does not show any Hydrolysis by thirty minutes in 3 AT hydrochloric tendency to occupy alternate sites as noted by acid a t 100’ of ihe uniformly labeled unknown Leung and Marsh in the analysis of leucylprolyl- formed during eight days of photosynthesis gave glycine monohydrate.l% Neither does it maintain galactose and glycerol in an activity ratio of 6.1 to the position observed in prolinelo or hydroxypro- 1, thus indicating that there are three galactose line,” Le., trans with respect to the carboxyl group. units bound tn J. monoglyceride in the original I n this compound i t appears to have swung to the lipid. same side as the peptide C=O, providing further The only precursor a\ ailable in appreciab!e cvidence of the flexibility of the pyrrolidine ring concentration in Chlorella for biosynthesis of these system in the prolyl group. $ycolipids is uridine diphosphate galactose.‘a8 CHENXCAL PIiYsres SECTION A . F.EEECHAM Biosynthesis of galxtosyl glycerides IS probably analogous to that of the uridine diphosphate galac~ I V I S I O h ’OF INDUSTRIAL CHEhlISl R\’ C. S. I R. 0. J. 1‘RIDRICIISONS tose-mediated saccbaride syntheses. XELBOUKNE, AUSTRALIA A. IvlcL. MATXIESON We are indebted to N r . M. S. Brown for valuable RECEIVED h 3 A Y 5 , 1958 assistance. This work was supported by the Atomic Energy Commission and the Pennsylvania Agricultural Experinient Station. PHOTOSYNTHESIS OF GALACTOLIPIDS (7) J G Du‘hanan, V €3. Lynch, A. A. Beuson, U. 1’. Bradley nnd Sir: RI. Calvin, J . B i d Chsm., 203, 935 (1055). An appreciable portion of the products of brief ( 8 ) V. Ginsburg. F. K. ftumpf and W. 2. Hassid, rbrd., 223, 977 photosynthesis in Cl4OS is lipid in nature.I Chro- (1966). (9) E. 1’. Neufeld, V. Ginsburg, E. W Putrnan, D. Fanshier and matograms of these products exhibit several separable lipids2 which had been assumed t o be fatty W. 2 Hassid, Arch. Brochem. Riophys., 69, GO2 (1957). or AGRICULTURAL Air) A PA BENSON acid-labeled phosphatides. Eowever, me wish to UEPARTM~~:;T CHEMI5TRY R. WISER report that the phosphatides constitute but a frac- BIOLOGICAL PENXSYLVASIA STATE U N I V ~ R S I T Y R. A. FERRARI tion of these labeled products. We have examined UNIVEKSITY PARK, PENMYLVANIA J. -4 MILLER the lipids of Chlorellar and find that the glycolipid f