Stereoselective antibodies to free alpha-hydroxy acids.
This work describes antibodies exhibiting high stereoselectivity and class-specificity towards the enantiomers of free alpha-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 alpha-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-alpha-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 alpha-hydroxyl group results in a complete loss of binding activity with the anti-alpha-hydroxy acid antibodies, while an alpha-amino group is essential for the interaction between analytes and anti-alpha-amino acid antibodies.
Zeleke
Tigabu K
TK
Department of Chemistry and Biochemistry, Northern Illinois University, DeKalb, IL 60115-2862, USA.
Zeleke
Jessica M
JM
Hofstetter
Heike
H
Hofstetter
Oliver
O
D000818:Animals; D000906:Antibodies / Q000737:chemistry* / Q000276:immunology*; D006880:Hydroxy Acids / Q000276:immunology*; D011817:Rabbits; D013237:Stereoisomerism
D000906:Antibodies; D006880:Hydroxy Acids