دورية أكاديمية

Vinyl-pyrazole as a biomimetic acetaldehyde surrogate.

التفاصيل البيبلوغرافية
العنوان: Vinyl-pyrazole as a biomimetic acetaldehyde surrogate.
المؤلفون: Steiner, Lorenz, Ćorović, Miljan Z., Dupé, Antoine, Mösch-Zanetti, Nadia C.
المصدر: Chemical Communications; 7/11/2024, Vol. 60 Issue 54, p6873-6876, 4p
مصطلحات موضوعية: ACETALDEHYDE, ACETYLENE, VINYLATION, AMINO acids, PYRAZOLES
مستخلص: Inspired by the enzyme acetylene hydratase, we investigated the reactivity of acetylene with tungsten(II) pyrazole complexes. Our research revealed that the complex [WBr2(pz-NHCCH3)(CO)3] (pz = 3,5-dimethyl-pyrazolate) facilitates the stochiometric reaction between pzH and acetylene to give N-vinyl-pz. This vinyl compound readily hydrolyzes to acetaldehyde, mirroring the product of acetylene hydration in the enzymatic process. The formation of the vinyl compound likely involves a reactive intermediate complex where acetylene acts as a two-electron donor, in contrast to isolable acetylene complexes that are inert to nucleophilic attack by water. Results suggest an alternative mechanism for the enzyme, including vinylation of a neighboring amino acid by acetylene in the active site prior to hydration. [ABSTRACT FROM AUTHOR]
Copyright of Chemical Communications is the property of Royal Society of Chemistry and its content may not be copied or emailed to multiple sites or posted to a listserv without the copyright holder's express written permission. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
قاعدة البيانات: Complementary Index
الوصف
تدمد:13597345
DOI:10.1039/d4cc01305k