PMID: 7527015Aug 1, 1994Paper

BPTI backbone variants and implications for inhibitory activity

International Journal of Peptide and Protein Research
C GroegerH Tschesche

Abstract

Structural variants of BPTI were synthesized en route an enzymatic-chemical semisynthesis. The P1-P2 amide bond of the inhibitor molecule, which, as donor, contributes a hydrogen bond towards trypsin in the enzyme-inhibitor complex, was replaced by either a ketomethylene function or an ester bond yielding molecules with inhibitory activity. The two backbone-mutated BPTI derivatives showed increased dissociation constants of their respective trypsin complexes, obviously due to the lack of a single hydrogen-bond interaction in the enzyme-inhibitor complex.

References

Jan 1, 1992·Advances in Protein Chemistry·K P Murphy, E Freire
Jan 1, 1992·Annual Review of Biochemistry·J Rizo, L M Gierasch
Apr 1, 1991·Journal of Protein Chemistry·C GroegerH Tschesche
Oct 1, 1990·Biopolymers·O Arad, M Goodman
Oct 1, 1987·Biological Chemistry Hoppe-Seyler·E A AuerswaldM Kotick
May 1, 1953·The Biochemical Journal·N M GREEN, E WORK

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Citations

May 26, 2007·Chembiochem : a European Journal of Chemical Biology·Panumart ThongyooRobin J Leatherbarrow
Apr 4, 2008·Organic & Biomolecular Chemistry·Panumart ThongyooEdward W Tate
Aug 4, 2018·Chembiochem : a European Journal of Chemical Biology·Vita SereikaitėKristian Strømgaard
May 11, 2004·The Journal of Organic Chemistry·Andrzej Stanisław Cieplak, Nur Başak Sürmeli

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