Probing the Role of N-Acetyl-glutamyl 5-Phosphate, an Acyl Phosphate, in the Construction of the Azabicycle Moiety of the Azinomycins. Academic Article uri icon

abstract

  • The azinomycins are potent antitumor agents produced by the soil bacterium Streptomyces sahachiroi and contain a novel aziridino[1,2-a]pyrrolidine core; its synthesis involves at least 14 steps. This study reports the first reconstitution of N-acetylglutamine semialdehyde formation by two enzymes encoded in the azinomycin biosynthetic gene cluster. The reaction proceeds through the formation of an acylphosphate and establishes N-acetyl-glutamyl 5-phosphate and N-acetylglutamine semialdehyde as intermediates in the complex biosynthesis of the aziridino[1,2-a]pyrrolidine moiety.

author list (cited authors)

  • Nepal, K. K., Lee, R. P., Rezenom, Y. H., & Watanabe, C

complete list of authors

  • Nepal, Keshav K||Lee, Rachel P||Rezenom, Yohannes H||Watanabe, Coran MH

publication date

  • January 1, 2015 11:11 AM