For each citation that was shared on social media (LinkedIn, Facebook, or Twitter) with the “@GenScript” tag, the author will be rewarded with a $10 Amazon gift card or 2,000 GS points.

A Ferric-Superoxide Intermediate Initiates P450-Catalyzed Cyclic Dipeptide Dimerization

J Am Chem Soc . . 2023-09; 
Hannah E Gering , Xiaojun Li , Haoyu Tang , Paul D Swartz , Wei-Chen Chang , Thomas M Makris
Products/Services Used Details Operation
Gene Synthesis The aspB gene from Streptomyces sp. NRRL S-1868 was codon optimized, synthesized and cloned by GenScript into a pET-28a(+) expression vector with a C-terminal hexahistidine tag./The nzeB gene from Streptomyces sp. NRRL F-5053 was synthesized and cloned by Genscript into a pET-28a(+) expression vector using the restriction sites NdeI and HindIII with an Nterminal hexahistidine tag. Get A Quote

Abstract

The cytochrome P450 (CYP) AspB is involved in the biosynthesis of the diketopiperazine (DKP) aspergilazine A. Tryptophan-linked dimeric DKP alkaloids are a large family of natural products that are found in numerous species and exhibit broad and often potent bioactivity. The proposed mechanisms for C-N bond formation by AspB, and similar C-C bond formations by related CYPs, have invoked the use of a ferryl-intermediate as an oxidant to promote substrate dimerization. Here, the parallel application of steady-state and transient kinetic approaches reveals a very different mechanism that involves a ferric-superoxide species as a primary oxidant to initiate DKP-assembly. Single turnover kinetic isotope effects and ... More

Keywords