Abstract

Synthesis of the two isomers 2 , 3 of the mono coenzyme A ester of o-succinylbenzoic acid ( 1 , OSB, i.e. 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 phlei.

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