Zobrazeno 1 - 10
of 74
pro vyhledávání: '"Peter H. Buist"'
Publikováno v:
SynOpen, Vol 02, Iss 02, Pp 0168-0175 (2018)
Abstract The total synthesis of isotopically labelled (9R,10S)-dihydrosterculic acid, a usual cyclopropane fatty acid with biologically relevant toxicity upon desaturation in vivo, is reported. A diastereoselective Corey–Chaykovsky reaction was
Externí odkaz:
https://doaj.org/article/2d3c7bfe259b46c889a94febc691f7ac
Publikováno v:
Plant Physiology. 182:730-738
In previous work, we identified a triple mutant of the castor (Ricinus communis) stearoyl-Acyl Carrier Protein desaturase (T117R/G188L/D280K) that, in addition to introducing a double bond into stearate to produce oleate, performed an additional roun
Publikováno v:
Tetrahedron: Asymmetry. 24:165-168
(9 R ,10 S )-Dihydrosterculic acid has been prepared from ( S S , S S )-1,1-bis( p -tolylsulfinyl)methane in a sequence involving an asymmetric Corey–Chaykovsky cyclopropanation and two sulfoxide/lithium exchange reactions. In most steps, the react
Publikováno v:
Bioorganic & Medicinal Chemistry Letters. 19:5146-5150
Chiral fluorine-tagged sulfoxides of known absolute configuration have been synthesized. These compounds are required as reference standards to validate a 19 F NMR-based micromethod for the stereochemical analysis of biosynthetic fatty acyl sulfoxide
Publikováno v:
Proceedings of the National Academy of Sciences. 105:14738-14743
It is estimated that plants contain thousands of fatty acid structures, many of which arise by the action of membrane-bound desaturases and desaturase-like enzymes. The details of “unusual” e.g., hydroxyl or conjugated, fatty acid formation remai
Publikováno v:
Bioorganic & Medicinal Chemistry Letters. 15:2799-2802
The stereochemistry of fatty acid desaturase-mediated sulfoxidation can be evaluated at micromolar concentrations of analyte using 19 F NMR in combination with a chiral shift reagent: ( S )-(+)-MPAA.
Publikováno v:
Helvetica Chimica Acta. 86:3688-3697
A series of 18-fluoro thiastearates were prepared and incubated with a yeast Δ9-desaturating system. The relative efficiency of desaturase-mediated sulfoxidation was monitored via19F-NMR analysis of the sulfoxide products, and a strong preference fo
Autor:
Patrick S. Covello, Stephen J. Ambrose, and Andrew R. S. Ross, Peter H. Buist, Darwin W. Reed, Robert J. Sasata, Christopher K. Savile, Devin R. Polichuk
Publikováno v:
Journal of the American Chemical Society. 125:10635-10640
The mechanism by which the fatty acid acetylenase of Crepis alpina catalyzes crepenynic acid ((9Z)-octadeca-9-en-12-ynoic acid) production from linoleic acid has been probed through the use of kinetic isotope effect (KIE) measurements. This was accom
Autor:
Derek J. Hodgson, Peter H. Buist
Publikováno v:
Tetrahedron: Asymmetry. 14:641-644
The chain-length dependence of yeast Δ 9 desaturase-mediated sulfoxidation was examined. Methyl ( R )-9-thiahexadecanoate S- oxide (95% ee) and the corresponding phosphatidylcholine diester was synthesized.
Autor:
Peter H. Buist, B. Behrouzian
Publikováno v:
Phytochemistry Reviews. 2:103-111
The desaturation of long-chain fatty acids is a ubiquitous biotransformation which plays a critical role in the biosynthesis of plant lipids. Species-specific variations lead to unusual fatty acid signatures. Of particular interest is the unique abil