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Studies on the biosynthesis of the oogoniols
Author(s) -
Barrow Susan E.,
McMorris Trevor C.
Publication year - 1982
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02535198
Subject(s) - biosynthesis , side chain , double bond , mycelium , chemistry , lipidology , stereochemistry , clinical chemistry , biochemistry , organic chemistry , enzyme , biology , botany , polymer
In feeding experiments with Achlya heterosexualis , [3‐ 3 H] fucosterol was efficiently incorporated into oogoniols possessing an unsaturated side chain as well as those with a saturated side chain (clionasterol skeleton). [23,25‐ 3 H]‐29‐Hydroxyfucosterol was also efficiently incorporated into the oogoniols and its role as an intermediate in the biosynthesis was confirmed by a trapping experiment. This indicated the presence of a small pool of endogenous 29‐hydroxyfucosterol in the mycelium. [23, 25‐ 3 H]‐29‐Oxofucosterol was also well incorporated into the oogoniols and it is probably an intermediate in the biosynthesis. It was found to be converted to 29‐hydroxyfucosterol in a trapping experiment. Reduction of the C‐24(28) double bond make take place after all the functional groups have been introduced, at C7, C‐11 and C‐15, in the tetracyclic structure.