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Tytuł pozycji:

Racemisation in Chemistry and Biology.

Tytuł :
Racemisation in Chemistry and Biology.
Autorzy :
Ballard A; School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, UK.
Narduolo S; School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, UK.
Ahmed HO; School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, UK.; Pharmaceutical Chemistry Department, Hawler Medical University, Erbil, Kurdistan Region, Iraq.
Keymer NI; School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, UK.
Asaad N; AstraZeneca, Mereside, Alderley Park, Macclesfield, SK10 4TG, UK.
Cosgrove DA; CozChemix Limited, 2 April Rise, Macclesfield, SK10 3PJ, UK.
Buurma NJ; School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, UK.
Leach AG; Division of Pharmacy and Optometry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK.
Pokaż więcej
Źródło :
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2020 Mar 23; Vol. 26 (17), pp. 3661-3687. Date of Electronic Publication: 2020 Jan 20.
Typ publikacji :
Journal Article; Review
Język :
English
Imprint Name(s) :
Original Publication: Weinheim, Germany : Wiley-VCH
MeSH Terms :
Racemases and Epimerases/*chemistry
Serum Albumin/*chemistry
Kinetics ; Stereoisomerism
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Contributed Indexing :
Keywords: aqueous stability; drug discovery; kinetics; reaction mechanisms; stereochemistry
Substance Nomenclature :
0 (Serum Albumin)
EC 5.1.- (Racemases and Epimerases)
Entry Date(s) :
Date Created: 20191112 Date Completed: 20200414 Latest Revision: 20200414
Update Code :
20210210
DOI :
10.1002/chem.201903917
PMID :
31709642
Czasopismo naukowe
The two enantiomers of a compound often have profoundly different biological properties and thus their liability to racemisation in aqueous solutions is an important piece of information. The authors reviewed the available data concerning the process of racemisation in vivo, in the presence of biological molecules (e.g., racemase enzymes, serum albumin, cofactors and derivatives) and under purely chemical but aqueous conditions (acid, base and other aqueous systems). Mechanistic studies are described critically in light of reported kinetic data. The types of experimental measurement that can be used to effectively determine rate constants of racemisation in various conditions are discussed and the data they provide is summarised. The proposed origins of enzymatic racemisation are presented and suggest ways to promote the process that are different from processes taking place in bulk water. Experimental and computational studies that provide understanding and quantitative predictions of racemisation risk are also presented.
(© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
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