Document Detail


Determination of the absolute configuration of alpha-hydroxyglycine derivatives by enzymatic conversion and chiral high-performance liquid chromatography.
MedLine Citation:
PMID:  9916305     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
We describe an approach for facile determination of the absolute configuration of enantiomerically chromatographed racemates by combining enzymatic conversion and chiral chromatography. The method involves initial rapid development of chiral HPLC methods using polar organic eluents with polysaccharide chiral phases. We present here evidence for using the stereospecific peptidylamidoglycolate lyase (PGL, E.C. 4.3.2.5) to determine the absolute configuration of alpha-hydroxyglycine derivatives. The racemic solute was incubated with PGL, lyophilized and then enantiomerically chromatographed using the CHIRALPAK AD column. Based on the specificity of the enzyme reaction, the unreacted enantiomer was assigned the absolute configuration R.
Authors:
J K McIninch; F Geiser; K B Prickett; S W May
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Journal of chromatography. A     Volume:  828     ISSN:  0021-9673     ISO Abbreviation:  J Chromatogr A     Publication Date:  1998 Dec 
Date Detail:
Created Date:  1999-02-18     Completed Date:  1999-02-18     Revised Date:  2009-01-15    
Medline Journal Info:
Nlm Unique ID:  9318488     Medline TA:  J Chromatogr A     Country:  NETHERLANDS    
Other Details:
Languages:  eng     Pagination:  191-8     Citation Subset:  IM    
Affiliation:
School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta 30332-0400, USA.
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MeSH Terms
Descriptor/Qualifier:
Amidine-Lyases / metabolism*
Chromatography, High Pressure Liquid / methods*
Glycine / analogs & derivatives*,  chemistry
Glycolates / chemistry*
Stereoisomerism
Grant Support
ID/Acronym/Agency:
GM40540/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
0/Glycolates; 56-40-6/Glycine; EC 4.3.2.-/Amidine-Lyases; EC 4.3.2.5/peptidylamidoglycolate lyase

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


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