Works (4)

Updated: January 2nd, 2024 16:08

2023 journal article

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

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 8.

By: H. Gering n, X. Li n, H. Tang n, P. Swartz n, W. Chang n & T. Makris n

Sources: Web Of Science, ORCID
Added: September 11, 2023

2023 journal article

Mechanistic Analysis of Stereodivergent Nitroalkane Cyclopropanation Catalyzed by Nonheme Iron Enzymes

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 145(44), 24210–24217.

By: R. Ushimaru*, L. Cha n, S. Shimo*, X. Li n, J. Paris*, T. Mori*, K. Miyamoto*, L. Coffer n ...

TL;DR: The results suggest that the nitroalkane moiety of the substrate is first deprotonated to produce the nitronate form, and Sequence and structure comparisons of these cyclopropanases enable us to determine the amino acid residues critical for controlling the stereoselectivity of cycloprostanation. (via Semantic Scholar)
Sources: Web Of Science, ORCID
Added: December 11, 2023

2022 journal article

Mechanism of Methyldehydrofosmidomycin Maturation: Use Olefination to Enable Chain Elongation

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 144(18), 8257–8266.

By: X. Li n, S. Xue*, Y. Guo* & W. Chang n

MeSH headings : Alkenes / chemistry; Catalysis; Hydroxylation; Iron / chemistry; Ketoglutaric Acids / metabolism
TL;DR: This work characterized the reactive species, revealed the structure of the reaction intermediate, and used mechanistic probes to investigate the reaction pathway and mechanism, leading to the elucidation of a two-step process in which the first reaction employs a long-lived Fe(IV)-oxo species to trigger C═C bond installation. (via Semantic Scholar)
Sources: Web Of Science, ORCID
Added: June 6, 2022

2021 article

Identification of Cyclopropane Formation in the Biosyntheses of Hormaomycins and Belactosins: Sequential Nitration and Cyclopropanation by Metalloenzymes

Li, X., Shimaya, R., Dairi, T., Chang, W.-chen, & Ogasawara, Y. (2021, December 27). ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, Vol. 12.

By: X. Li n, R. Shimaya*, T. Dairi*, W. Chang n & Y. Ogasawara

author keywords: Biosynthesis; Cyclopropane; Metalloenzymes; Natural products; Peptides
MeSH headings : Catalysis; Cyclopropanes / chemistry; Cyclopropanes / metabolism; Depsipeptides / chemistry; Depsipeptides / metabolism; Intercellular Signaling Peptides and Proteins / chemistry; Intercellular Signaling Peptides and Proteins / metabolism; Metalloproteins / chemistry; Metalloproteins / metabolism; Molecular Structure
TL;DR: Observations disclose a novel pathway of cyclopropane ring construction and exemplify the new chemistry involving metalloenzymes in natural product biosynthesis. (via Semantic Scholar)
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Sources: Web Of Science, ORCID
Added: January 10, 2022

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