Synthesis and revised structure of the o-succinylbenzoic acid coenzyme A ester, an intermediate in menaquinone biosynthesis

R Kolkmann, E Leistner

Index: Kolkmann, R.; Leistner, E. Tetrahedron Letters, 1985 , vol. 26, # 14 p. 1703 - 1704

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Citation Number: 17

Abstract

Abstract Synthesis of the two isomers 2, 3 of the mono coenzyme A ester of o- succinylbenzoic acid (1, OSB, ie 4-(2-carboxyphenyl)-4-oxobutanoic acid) and enzymic conversion of 3, to 1, 4-dihydroxy-2-naphthoic acid 7 shows that as opposed to previous assumptions the “aliphatic” rather than the “aromatic” carboxyl group in o-succinylbenzoic acid 1 is activated during vitamin K 2 biosynthesis in Escherichia coli and Mycobacterium ...