<i>In vitro</i> characterization of nonribosomal peptide synthetase-dependent <i>O</i>-(2-hydrazineylideneacetyl)serine synthesis indicates a stepwise oxidation strategy to generate the α-diazo ester moiety of azaserine-Reference-Cited by-同舟云学术

In vitro characterization of nonribosomal peptide synthetase-dependent O-(2-hydrazineylideneacetyl)serine synthesis indicates a stepwise oxidation strategy to generate the α-diazo ester moiety of azaserine

Published:2023 Issue:33 Volume:14 Page:8766-8776
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Shikai Yusuke¹^ORCID,Kawai Seiji¹^ORCID,Katsuyama Yohei¹²^ORCID,Ohnishi Yasuo¹²^ORCID

Affiliation:

1. Department of Biotechnology, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-8657, Japan

2. Collaborative Research Institute for Innovative Microbiology, The University of Tokyo, Bunkyo-ku, Tokyo 113-8657, Japan

Abstract

Identification of azaserine biosynthetic gene cluster and in vitro reconstitution of O-(2-hydrazineylideneacetyl)serine synthesis showed that the diazo group of azaserine is synthesized by the stepwise oxidation of a hydrazinoacetic acid moiety.

Funder

Japan Society for the Promotion of Science

University of Tokyo

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/SC/D3SC01906C

Reference72 articles.

1. Natural hydrazine-containing compounds: Biosynthesis, isolation, biological activities and synthesis

2. Synthetic and biosynthetic routes to nitrogen–nitrogen bonds