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Stereoselective antibodies to free α‐hydroxy acids
Author(s) -
Zeleke Tigabu K.,
Zeleke Jessica M.,
Hofstetter Heike,
Hofstetter Oliver
Publication year - 2005
Publication title -
journal of molecular recognition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.401
H-Index - 79
eISSN - 1099-1352
pISSN - 0952-3499
DOI - 10.1002/jmr.741
Subject(s) - chemistry , enantiomer , stereocenter , stereoselectivity , amino acid , antibody , stereochemistry , biochemistry , enantioselective synthesis , biology , catalysis , immunology
This work describes antibodies exhibiting high stereoselectivity and class‐specificity towards the enantiomers of free α‐hydroxy acids. Since the antibodies interact primarily with the carboxyl–hydroxyl–hydrogen triad about the stereogenic center, they are useful for enantiomer analysis of a variety of structurally different α‐hydroxy acids including aromatic and aliphatic compounds, e.g. lactic acid. The utility of such antibodies for enantiomer separation in chromatography was demonstrated. Comparative studies of these and previously described anti‐α‐amino acid antibodies revealed that both types of antibodies bind only to analytes that possess both the corresponding target structure and the correct configuration. Thus, substitution of an amino group for the α‐hydroxyl group results in a complete loss of binding activity with the anti‐α‐hydroxy acid antibodies, while an α‐amino group is essential for the interaction between analytes and anti‐α‐amino acid antibodies. Copyright © 2005 John Wiley & Sons, Ltd.