Isosteres of natural phosphates. 4. The synthesis of phosphonic acid analogues of phosphatidic acid and acyldihydroxy acetone phosphate.
作者信息
Tang J C, Tropp B E, Engel R, Rosenthal A F
出版信息
Chem Phys Lipids. 1976 Oct;17(2-3 SPEC NO):169-74. doi: 10.1016/0009-3084(76)90060-8.
PMID:991377
Abstract
The chemical synthesis of 3,4-diacyloxybutyl-1-phosphonic acids having palmitoyl and oleoyl groups is described. These were prepared by reaction of the appropriate 3,4-diacyloxybutyl-1-bromide with tris(trimethylsilyl) phosphite followed by mild hydrolysis of the trimethyl-silyl groups from the phosphonic acid. Also reported is the preparation of 4-palmitoyl-3-oxobutyl-1-phosphonic acid by the acylation of 4-hydroxy-3-oxobutyl-1-phosphonic acid. This latter compound is an isosteric analogue of acyldihydroxyacetone phosphate.
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