Variation of pKa in the N-terminal tyrosine side chain in octapeptide analogs of tendamistat influences alpha-amylase inhibition |
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Authors: | Heyl D L Sethi B Rogalski A Bowen C E Lawrence M Beitler L Harning E Hancer A Sreekumar S Fernandes S |
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Institution: | Department of Chemistry, Eastern Michigan University, Ypsilanti, MI 48197, USA. dheylcle@emich.edu |
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Abstract: | Peptide analogs of tendamistat were synthesized and analyzed for alpha-amylase inhibitory activity. The pK(a) of the N-terminal tyrosine was modified by incorporation of ring-substituted analogs, which alters hydrogen bonding capacity. K(i) values ranging from 70 to 524 microM generally increased with increasing pK(a), indicating a necessity for H-bond donor ability. |
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