Polyketide Ring Expansion Mediated by a Thioesterase, Chain Elongation and Cyclization Domain, in Azinomycin Biosynthesis: Characterization of AziB and AziG. Academic Article uri icon


  • The azinomycins are a family of potent antitumor agents with the ability to form interstrand cross-links with DNA. This study reports on the unusual biosynthetic formation of the 5-methyl naphthoate moiety, which is essential for effective DNA association. While sequence analysis predicts that the polyketide synthase (AziB) catalyzes the formation of this naphthoate, 2-methylbenzoic acid, a truncated single-ring product, is formed instead. We demonstrate that the thioesterase (AziG) acts as a chain elongation and cyclization (CEC) domain and is required for the additional two rounds of chain extension to form the expected product.

published proceedings

  • Biochemistry

altmetric score

  • 1.1

author list (cited authors)

  • Mori, S., Simkhada, D., Zhang, H., Erb, M. S., Zhang, Y., Williams, H., ... Watanabe, C.

citation count

  • 8

complete list of authors

  • Mori, Shogo||Simkhada, Dinesh||Zhang, Huitu||Erb, Megan S||Zhang, Yang||Williams, Howard||Fedoseyenko, Dmytro||Russell, William K||Kim, Doyong||Fleer, Nathan||Ealick, Steven E||Watanabe, Coran MH

publication date

  • February 2016