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Stereochemistry of the active site of α-chymotrypsin:The effect of some tricyclic bromomethyl ketones on α-chymotrypsin

Authors
Journal
Biochimica et Biophysica Acta (BBA) - Enzymology
0005-2744
Publisher
Elsevier
Publication Date
Volume
258
Issue
2
Identifiers
DOI: 10.1016/0005-2744(72)90246-x
Disciplines
  • Biology

Abstract

Abstract 4:5-Benzindanyl-1-bromomethyl ketone, 4:5-benzindanyl-2-bromomethyl ketone (II), 4:5-benzindanyl-3-bromomethyl ketone, 5:6-benzindanyl-2-bromomethyl ketone, 1,2-dihydronaphtho[2,1- b]-furanyl-2-bromomethyl ketone (V), and 2,3-dihydronaphtho[1,2- b]-furanyl-2-bromomethyl ketone were tested as inhibitors for α-chymotrypsin (EC 3.4.4.5). Compounds II and V inactivated the enzyme rapidly and their actions were stereospecific, confirming that the binding site of α-chymotrypsin is planar, elongated, and curved. While Compound V alkylated a histidine residue Compound II did not.

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