18880-51-8Relevant articles and documents
Substrate analog studies of the ω-regiospecificity of Mycobacterium tuberculosis cholesterol metabolizing cytochrome P450 enzymes CYP124A1, CYP125A1 and CYP142A1
Johnston, Jonathan B.,Singh, Arti A.,Clary, Anaelle A.,Chen, Chiung-Kuan,Hayes, Patricia Y.,Chow, Sharon,De Voss, James J.,Ortiz De Montellano, Paul R.
experimental part, p. 4064 - 4081 (2012/09/22)
We report the synthesis and evaluation of a series of cholesterol side-chain analogs as mechanistic probes of three important Mycobacterium tuberculosis cytochrome P450 enzymes that selectively oxidize the ω-position of the methyl-branched cholesterol side-chain. To probe the structural requirements for the thermodynamically disfavored ω-regiospecificity we compared the binding of these substrate analogs to each P450, determined the turnover rates, and characterized the enzymatic products. The results are discussed in the context of the structure-activity relationships of the enzymes and how their active sites enforce ω-oxidation.
SATURATED AND UNSATURATED STEROLS OF NITROGEN-FIXING BLUE-GREEN ALGAE (CYANOBACTERIA)
Kohlhase, Manfred,Pohl, Peter
, p. 1735 - 1740 (2007/10/02)
Five species of filamentous nitrogen-fixing blue-green algae (Cyanobacteria), (Anabaena cylindrica, Anabaena solitaria, Anabaena viguieri, Nostoc carneum, Nodularia harveyana) were grown in a freshwater medium containing 10percent seawater(DS medium).The sterols were analysed by means of a newly developed procedure involving precipitation with digitonine, GC and GC/MS but not TLC and CC.All species were found to synthesize a great variety of sterols (11-15 compounds).The digitonin precipitable sterols made up ca 0.005-0.03percent of the dried algal biomass.Remarkably, each species produced the saturated sterols, 5α-cholestan-3β-ol, 24-methyl-5α-cholestan-3β-ol and 24-ethyl-5α-cholestan-3β-ol.The latter was the main sterol in all organisms.Furthermore, the investigated microalgae were found to synthesize known C27, C28 and C29 sterols.Key Word Index-blue-green algae; nitrogen-fixing blue-green algae; sterols; cyanobacteria.