Total synthesis of the novel bacterial fatty acid 16-methyl-8(Z)-heptadecenoic acid

被引:2
|
作者
Carballeira, NM [1 ]
Pagán, M [1 ]
机构
[1] Univ Puerto Rico, Dept Chem, San Juan, PR 00931 USA
关键词
bacteria; fatty acids; 16-methyl-8-heptadecenoic acid; synthesis;
D O I
10.1016/S0009-3084(01)00137-2
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The recently discovered bacterial fatty acid 16-methyl-8(Z)-heptadecenoic acid was synthesized for the first time in four steps (22%, overall yield) starting from commercially available 8-methylnonanoic acid. The synthetic approach provided enough material to corroborate the structure and stereochemistry of the acid, which was recently identified in a Micrococcus bacterium from Lake Pomorie in Bulgaria. Reference equivalent-chain length values in nonpolar capillary gas chromatography for methyl 16-methyl-8(Z)-heptadecenoate and methyl 16-methyl-8(E)-heptadecenoate are also reported. This information will be helpful in subsequent characterizations of these fatty acids. as well as in the total identification of the fatty acid profile of bacteria producing these compounds. (C) 2001 Elsevier Science Ireland Ltd. All rights reserved.
引用
收藏
页码:23 / 27
页数:5
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