Mechanistic Analysis of Stereodivergent Nitroalkane Cyclopropanation Catalyzed by Nonheme Iron Enzymes.

Stereoisomerism Aminocaproates Oxidation-Reduction

Journal

Journal of the American Chemical Society
ISSN: 1520-5126
Titre abrégé: J Am Chem Soc
Pays: United States
ID NLM: 7503056

Informations de publication

Date de publication:
08 11 2023
Historique:
medline: 9 11 2023
pubmed: 24 10 2023
entrez: 24 10 2023
Statut: ppublish

Résumé

BelL and HrmJ are α-ketoglutarate-dependent nonheme iron enzymes that catalyze the oxidative cyclization of 6-nitronorleucine, resulting in the formation of two diastereomeric 3-(2-nitrocyclopropyl)alanine (Ncpa) products containing

Identifiants

DOI: 10.1021/jacs.3c08413 PMID: 37874539
pubmed: 37874539
doi: 10.1021/jacs.3c08413
doi:

Substances chimiques

(S)-2-amino-6-nitrohexanoic acid 0
Aminocaproates 0

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

24210-24217

Subventions

Organisme : NIGMS NIH HHS
ID : R01 GM127588
Pays : United States

Auteurs

Richiro Ushimaru (R)

Graduate School of Pharmaceutical Sciences, The University of Tokyo, Tokyo 113-0033, Japan.
Collaborative Research Institute for Innovative Microbiology, The University of Tokyo, Tokyo 113-8657, Japan.
ORCID: 0000-0002-4071-3326

Lide Cha (L)

Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695, United States.

Shotaro Shimo (S)

Graduate School of Pharmaceutical Sciences, The University of Tokyo, Tokyo 113-0033, Japan.

Xiaojun Li (X)

Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695, United States.

Jared C Paris (JC)

Department of Chemistry, Carnegie Mellon University, Pittsburgh, Pennsylvania 15213, United States.
ORCID: 0000-0001-9932-5208

Takahiro Mori (T)

Graduate School of Pharmaceutical Sciences, The University of Tokyo, Tokyo 113-0033, Japan.
Collaborative Research Institute for Innovative Microbiology, The University of Tokyo, Tokyo 113-8657, Japan.
PRESTO, Japan Science and Technology Agency, Kawaguchi, Saitama 332-0012, Japan.
ORCID: 0000-0002-2754-5858

Kazunori Miyamoto (K)

Graduate School of Pharmaceutical Sciences, The University of Tokyo, Tokyo 113-0033, Japan.
ORCID: 0000-0003-1423-6287

Lindsay Coffer (L)

Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695, United States.

Masanobu Uchiyama (M)

Graduate School of Pharmaceutical Sciences, The University of Tokyo, Tokyo 113-0033, Japan.
Research Initiative for Supra-Materials, Shinshu University, Nagano 380-8553, Japan.
ORCID: 0000-0001-6385-5944

Yisong Guo (Y)

Department of Chemistry, Carnegie Mellon University, Pittsburgh, Pennsylvania 15213, United States.
ORCID: 0000-0002-4132-3565

Wei-Chen Chang (WC)

Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695, United States.
ORCID: 0000-0002-2341-9846

Ikuro Abe (I)

Graduate School of Pharmaceutical Sciences, The University of Tokyo, Tokyo 113-0033, Japan.
Collaborative Research Institute for Innovative Microbiology, The University of Tokyo, Tokyo 113-8657, Japan.
ORCID: 0000-0002-3640-888X

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Classifications MeSH

questionsmedicales.fr › Phénomènes chimiques › Phénomènes de chimie organique › Isomérie › Stéréoisomérie › Mechanistic Analysis of Stereodivergent...
questionsmedicales.fr › Acides aminés, peptides et protéines › Acides aminés › Aminocaproates › Mechanistic Analysis of Stereodivergent...
questionsmedicales.fr › Métabolisme › Métabolisme énergétique › Oxydoréduction › Mechanistic Analysis of Stereodivergent...