SYNTHESIS AND REVISED STRUCTURE OF THE O-SUCCINYLBENZOIC ACID COENZYME A ESTER, AN INTERMEDIATE IN MENAQUINONE BIOSYNTHESIS

Article abstract of DOI:10.1016/S0040-4039(00)98315-1

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-naphtoic 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 K2 biosynthesis in Escherichia coli and Myobacterium phlei.