IDENTIFICATION OF C-24 ALKYL EPIMERS OF MARINE STEROLS BY C-13 NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY
IDENTIFICATION OF C-24 ALKYL EPIMERS OF MARINE STEROLS BY C-13 NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY
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DOI：
10.1139/v78-308
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发表时间：
1978-01-01
影响因子：
1.1
通讯作者：
KHALIL, W
中科院分区：
文献类型：
--
作者：
WRIGHT, JLC;MCINNES, AG;KHALIL, W
对非对映体C-24烷基甾醇的13 C NMR谱进行了归属。侧链碳的化学位移的差异允许在C-24在几个甾醇的绝对配置的测定，因为这些化学位移是不敏感的结构变化远离不对称中心。来自Tetraselmis suecica的未知甾醇被鉴定为（24 R）-24-甲基胆甾-5-烯-3 β-酮。醇的结构，并通过1H NMR数据确定了三角褐指藻甾醇的构型。讨论了这种方法在表征新甾醇及其生物前体方面的实用性和潜力。
13C NMR spectra of diastereomeric C-24 alkyl sterols were assigned. Differences in the chemical shifts of side-chain carbons permitted the determination of the absolute configuration at C-24 in several sterols since these chemical shifts are insensitive to structural changes remote from the asymmetric center. An unknown sterol from Tetraselmis suecica was identified as (24R)-24-methylcholest-5-en-3.beta.-ol and the configuration assigned from 1H NMR data to the sterol from Phaeodactylum tricornutum was confirmed. The utility and potential of this method in characterizing new sterols and their biological precursors is discussed.