Document Detail


Accurate proton affinity and gas-phase basicity values for molecules important in biocatalysis.
MedLine Citation:
PMID:  20942500     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Benchmark quantum calculations of proton affinities and gas-phase basicities of molecules relevant to biochemical processes, particularly acid/base catalysis, are presented and compared for a variety of multilevel and density functional quantum models. Included are nucleic acid bases in both keto and enol tautomeric forms, ribose in B-form and A-form sugar pucker conformations, amino acid side chains and backbone molecules, and various phosphates and phosphoranes, including thio substitutions. This work presents a high-level thermodynamic characterization of biologically relevant protonation states and provides a benchmark database for development of next-generation semiempirical and approximate density functional quantum models and parametrization of methods to predict pK(a) values and relative solvation energies.
Authors:
Adam Moser; Kevin Range; Darrin M York
Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, U.S. Gov't, Non-P.H.S.    
Journal Detail:
Title:  The journal of physical chemistry. B     Volume:  114     ISSN:  1520-5207     ISO Abbreviation:  J Phys Chem B     Publication Date:  2010 Nov 
Date Detail:
Created Date:  2010-10-29     Completed Date:  2011-02-24     Revised Date:  2011-11-04    
Medline Journal Info:
Nlm Unique ID:  101157530     Medline TA:  J Phys Chem B     Country:  United States    
Other Details:
Languages:  eng     Pagination:  13911-21     Citation Subset:  IM    
Affiliation:
Department of Chemistry, University of Minnesota, 207 Pleasant Street SE, Minneapolis, Minnesota 55455-0431, USA.
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MeSH Terms
Descriptor/Qualifier:
Amino Acids / chemistry,  metabolism
Biocatalysis*
Gases / chemistry*
Phosphates / chemistry,  metabolism
Protons*
Quantum Theory
RNA / chemistry,  metabolism
Ribose / chemistry,  metabolism
Thermodynamics
Grant Support
ID/Acronym/Agency:
GM62248/GM/NIGMS NIH HHS; R01 GM062248-11/GM/NIGMS NIH HHS; R01 GM062248-12/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
0/Amino Acids; 0/Gases; 0/Phosphates; 0/Protons; 50-69-1/Ribose; 63231-63-0/RNA

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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