60368-18-5Relevant academic research and scientific papers
STRUCTURE OF DICHROSIDE D, A FATTY ACID GLYCOSIDE FROM IPOMOEA DICHROA
Harrison, Darwin, A.,Madhusudan, Kunnath P.,Kulshreshtha, Dinesh K.
, p. 207 - 220 (1985)
Four fatty acid glycosides, designated A, B, C, and D, have been isolated from Ipomoea dichroa (family, Convolvulaceae).On chemical investigation, dichroside D was found to be a pentaglycoside of 11-hydroxyhexadecanoic acid, and the sugar chain is highly esterified with other fatty acids.The structure of the pentaglycoside has been established as 11-4)-O-(β-D-fucopyranosyl-(1->3))-O-α-L-rhamnopyranosyl-(1->4)-O-α-L-rhamnopyranosyl(1->2)-α-L-rhamnopyranosyl)oxy>hexadecanoic acid.
Resin glycosides. XVIII. Determination by Mosher's method of the absolute configurations of mono- and dihydroxyfatty acids originated from resin glycosides
Ono,Yamada,Noda,Kawasaki,Miyahara
, p. 1023 - 1026 (1993)
The absolute configurations of four hydroxyfatty acids, jalapinolic acid, convolvulinolic acid, ipurolic acid and 3,11-dihydroxyhexadecanoic acid, obtained by acid hydrolysis of various resin glycosides, have been determined to be 11S,11S,3S,11S, and 3S,11S, respectively, by Mosher's method. The R- configuration of jalapinolic acid previously defined by Horeau's method was therefore revised to S.
Two pentasaccharide resin glycosides from Argyreia acuta
Yin, Yong-Qin,Pan, Jie-Tao,Yu, Bang-Wei,Cui, Hong-Hua,Yan, You-Shao,Chen, Yan-Fen
, p. 20 - 24 (2016/07/06)
Two new compounds of acutacosides 1 and 2, pentasaccharide resin glycosides were isolated from the aerial parts of Argyreia acuta. The core of the two compounds was operculinic acid A, and they were esterfied at the same position, just one substituent group was linked at C-2 of Rha. The absolute configuration of the aglycone in the two compounds was established by Mosher's method, which was (11S)-hydroxyhexadecanoic acid (jalapinolic acid). Their structures were established by a combination of spectroscopic and chemical methods.
The CYPome of sorangium cellulosum so ce56 and identification of CYP109D1 as a new fatty acid hydroxylase
Khatri, Yogan,Hannemann, Frank,Ewen, Kerstin M.,Pistorius, Dominik,Perlova, Olena,Kagawa, Norio,Brachmann, Alexander O.,Mueller, Rolf,Bernhardt, Rita
experimental part, p. 1295 - 1305 (2011/09/20)
The first systematic study of the complete cytochrome P450 complement (CYPome) of Sorangium cellulosum So ce56, which is a producer of important secondary metabolites and has the largest bacterial genome sequenced to date, is presented. We describe the bioinformatic analysis of the So ce56 cytochrome P450 complement consisting of 21 putative P450 genes. Because fatty acids play a pivotal role during the complex life cycle of myxobacteria, we focused our studies on the characterization of fatty acid hydroxylases. Three novel potential fatty acid hydroxylases (CYP109D1, CYP264A1, and CYP266A1) were used for detailed characterization. One of them, CYP109D1 was able to perform subterminal hydroxylation of saturated fatty acids with the support of two autologous and one heterologous electron transfer system(s). The kinetic parameters for the product hydroxylation were derived.
Products of cytochrome P450Biol (CYP107H1)-catalyzed oxidation of fatty acids
Cryle, Max J.,Matovic, Nick J.,de Voss, James J.
, p. 3341 - 3344 (2007/10/03)
(Matrix presented) Oxidation of tetradecanoic and hexadecanoic acids by cytochrome P450Biol (CYP107H1) produces mainly the 11-, 12-, and 13-hydroxy C14 fatty acids and the 11- to 15-hydroxy C16 fatty acids, respectively. In contrast to previous reports, terminal hydroxylation is not observed. The enantiospecificity of fatty acid hydroxylation by P450Biol was also determined, and the enzyme was shown to be moderately selective for production of the (R)-alcohols.
Total synthesis of tricolorin A
Larson, Daniel P.,Heathcock, Clayton H.
, p. 8406 - 8418 (2007/10/03)
Tricolorin A (1) is a novel tetrasaccharide macrolactone that is a natural herbicide. In this paper is reported a total synthesis of 1. Coupling of hydroxy ester 18 with D-fucosyl trichloroacetimidate 23 gave fucoside 24. Removal of he C-2 pivaloyl group
