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Application of biosynthetic 13 C enrichment using [1,2‐ 13 C 2 ] acetate as precursor for 13 C NMR spectral assignment of the isopropyl methyls of (24β)‐ethylsterols
Author(s) -
Nicotra Francesco,
Ronchetti Fiamma,
Russo Giovanni,
Toma Lucio,
Ranzi Bianca M.
Publication year - 1985
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260230218
Subject(s) - chemistry , isopropyl , nmr spectra database , carbon 13 nmr , hydride , stereochemistry , nuclear magnetic resonance spectroscopy , biosynthesis , spectral line , medicinal chemistry , organic chemistry , enzyme , physics , hydrogen , astronomy
The resonances of C‐26 and C‐27 in the 13 C NMR spectra of two (24β)‐ethylsterols, poriferasterol and clionasterol, were unambiguously assigned through a biosynthetic experiment from [1,2‐ 13 C 2 ]acetate in the chrysophyte Ochromonas malhamensis; the conclusion that the hydride migration from C‐24 to C‐25 during the biosynthesis of phytosterols occurs in most cases on the si ‐face of the 24‐double bond precursor is experimentally established.