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Enzyme- substrate complex Short-lived intermediate* (acylation) Chymotrypsin (free enzyme) Asp 1 2 YHis" YHis" Active site Oxyanion hole Substrate (a polypeptide) AA HH -N-C-C-N-C-C-AA HH HN AA- -HN -AA OHN Ser HN Ser Ser Hydrophobic H N N pocket Gly Gly Product 1 3 Product 2 HH AA.-C-C-N-C-C-OH HN-CH-C-AA R'O 7 Acyl-enzyme intermediate R' YHis AA,-CH -C HN Enzyme-product 2 complex H OHN Ser R His AA-CH -C N Gly HN -c Short-lived intermediate* OHN Sers (deacylation) Gly 7 His " Acyl-enzyme intermediate YHis" HN AA,-CH- HN HN Ser R HN Sers Gly

Enzyme- substrate complex Short-lived intermediate* (acylation) Chymotrypsin (free enzyme) Asp 1 2 YHis" YHis" Active site Oxyanion hole Substrate (a polypeptide) AA HH -N-C-C-N-C-C-AA HH HN AA- -HN -AA OHN Ser HN Ser Ser Hydrophobic H N N pocket Gly Gly Product 1 3 Product 2 HH AA.-C-C-N-C-C-OH HN-CH-C-AA R'O 7 Acyl-enzyme intermediate R' YHis AA,-CH -C HN Enzyme-product 2 complex H OHN Ser R His AA-CH -C N Gly HN -c Short-lived intermediate* OHN Sers (deacylation) Gly 7 His " Acyl-enzyme intermediate YHis" HN AA,-CH- HN HN Ser R HN Sers Gly

Biochemistry
Biochemistry
9th Edition
ISBN:9781319114671
Author:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Publisher:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Chapter1: Biochemistry: An Evolving Science
Section: Chapter Questions
Problem 1P
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The steps of the chymotrypsin mechanisms are listed below (1-7). Put the steps of chymotrypsin mechanism in the correct order. Figure representing chymotrypsin mechanism is given for reference.

a.The portion (N-terminal end) of original substrate with the new C terminus diffuses away

b. Substrate binding
 
                                                                                                               
 
c. His 57 catalyzes removal of H from Ser 195 hydroxyl; Ser 195’s nucleophilic O attacks carbonyl C of substrate; tetrahedral intermediate is formed
 
                                                                                                               
 
d. Water binding; water is deprotonated by His 57; resulting OH nucleophilically attacks carbonyl of remaining substrate; tetrahedral intermediate is formed
 
                                                                                                               
 
e. His 57 donates H to N of peptide bond and tetrahedral intermediate decomposes; the portion of original substrate (the C-terminal end) with the new amino terminus diffuses away
 
                                                                                                               
 
f. The portion (N-terminal end) of original substrate with the new C terminus is formed
 
                                                                                                               
 
g. His 57 protonates O from Ser 195, leading to collapse of tetrahedral intermediate

 

Enzyme- substrate complex Short-lived intermediate (acylation) Chymotrypsin (free enzyme) Asp 1 2 H YHis" His Active site R' AA Охуanion hole Substrate (a polypeptide) AA-CH -C HN H H -N-C-C-N-C-C-AA HH HN AA HN oHN Ser HN Ser HN Ser Hydrophobic H pocket Gly Gly Product 1 3 Product 2 H H -C-C-N-C-C-OH AA HN-CH-C-AA Acyl-enzyme intermediate R R' AA-CH HN Enzyme-product 2 complex R H. R' YHis Ser H. AA-CH -C Gly HN R' Short-lived intermediate* OHN Ser19 (deacylation) H N- Gly YHis " Acyl-enzyme intermediate R' AA-CH YHis" HN HN HN Sers 5 R Gly OHN Seras Gly
Transcribed Image Text:Enzyme- substrate complex Short-lived intermediate (acylation) Chymotrypsin (free enzyme) Asp 1 2 H YHis" His Active site R' AA Охуanion hole Substrate (a polypeptide) AA-CH -C HN H H -N-C-C-N-C-C-AA HH HN AA HN oHN Ser HN Ser HN Ser Hydrophobic H pocket Gly Gly Product 1 3 Product 2 H H -C-C-N-C-C-OH AA HN-CH-C-AA Acyl-enzyme intermediate R R' AA-CH HN Enzyme-product 2 complex R H. R' YHis Ser H. AA-CH -C Gly HN R' Short-lived intermediate* OHN Ser19 (deacylation) H N- Gly YHis " Acyl-enzyme intermediate R' AA-CH YHis" HN HN HN Sers 5 R Gly OHN Seras Gly
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