Study of the Specificity of Thrombin with Tripeptidyl‐p‐nitroanilide Substrates
The kinetic behaviour of human thrombin has been studied with 26 tripeptidyl‐p‐nitroanilide substrates protected at the N terminus and with 9 unprotected ones. By the regression analysis of experimcntally determined 1/Km, kcat, and kcat/Km values the individual contribution of each side chain of the...
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Published in | European journal of biochemistry Vol. 115; no. 3; pp. 491 - 495 |
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Main Authors | , , , , , |
Format | Journal Article |
Language | English |
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Oxford, UK
Blackwell Publishing Ltd
01.04.1981
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Abstract | The kinetic behaviour of human thrombin has been studied with 26 tripeptidyl‐p‐nitroanilide substrates protected at the N terminus and with 9 unprotected ones. By the regression analysis of experimcntally determined 1/Km, kcat, and kcat/Km values the individual contribution of each side chain of the various substrates to the kinetic parameters was calculated.
The contributions to the kinetic parameters of the best substrates provide information about the structure of the binding site. The interaction of subsites Sl and PI, which determines primary specificity, proved to be marginal on the basis of contribution values, though it depends upon this contact whether the substrate is hydrolyzed at all. At subsite Sz proline appeared to be favourable. Subsite S3 plays an important role in efficiency. The best parameters were obtained here with the D configurations of bulky amino acid residues. The aromatic protecting groups applied did not improve the properties of substrates. BZDPhe‐Pro‐Arg‐Nan was predicted by calculation to be better than the protected substrates assayed. The compound was synthesized and tested. Its experimentally determined i/Km, 55.1 mM−1, was in good agreement with 50.9 mM−1 found by calculation. |
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AbstractList | The kinetic behaviour of human thrombin has been studied with 26 tripeptidyl-p-nitroanilide substrates protected at the N terminus and with 9 unprotected ones. By the regression analysis of experimentally determined 1/Km, kcat and kcat/Km values the individual contribution of each side chain of the various substrates to the kinetic parameters was calculated. The contributions to the kinetic parameters of the best substrates provide information about the structure of the binding site. The interaction of subsites S1 and P1, which determines primary specificity, proved to be marginal on the basis of contribution values, though it depends upon this contact whether the substrate is hydrolyzed at all. At subsite S2 proline appeared to be favourable. Subsite S3 plays an important role in efficiency. The best parameters were obtained here with the D configurations of bulky amino acid residues. The aromatic protecting groups applied did not improve the properties of substrates. BZDPhe-Pro-Arg-Nan was predicted by calculation to be better than the protected substrates assayed. The compound was synthesized and tested. Its experimentally determined 1/Km, 55.1 mM-1, was in good agreement with 50.9 mM-1 found by calculation. The kinetic behaviour of human thrombin has been studied with 26 tripeptidyl‐p‐nitroanilide substrates protected at the N terminus and with 9 unprotected ones. By the regression analysis of experimcntally determined 1/Km, kcat, and kcat/Km values the individual contribution of each side chain of the various substrates to the kinetic parameters was calculated. The contributions to the kinetic parameters of the best substrates provide information about the structure of the binding site. The interaction of subsites Sl and PI, which determines primary specificity, proved to be marginal on the basis of contribution values, though it depends upon this contact whether the substrate is hydrolyzed at all. At subsite Sz proline appeared to be favourable. Subsite S3 plays an important role in efficiency. The best parameters were obtained here with the D configurations of bulky amino acid residues. The aromatic protecting groups applied did not improve the properties of substrates. BZDPhe‐Pro‐Arg‐Nan was predicted by calculation to be better than the protected substrates assayed. The compound was synthesized and tested. Its experimentally determined i/Km, 55.1 mM−1, was in good agreement with 50.9 mM−1 found by calculation. |
Author | POZSGAY, Marianne GÁSPÁR, Rezsö SIMONSSON, Roger CS. SZABÓ, Gabriella ELÖDI, Pál BAJUSZ, Sandor |
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Snippet | The kinetic behaviour of human thrombin has been studied with 26 tripeptidyl‐p‐nitroanilide substrates protected at the N terminus and with 9 unprotected ones.... The kinetic behaviour of human thrombin has been studied with 26 tripeptidyl-p-nitroanilide substrates protected at the N terminus and with 9 unprotected ones.... |
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SubjectTerms | Anilides Humans Kinetics Peptides Structure-Activity Relationship Substrate Specificity Thrombin - metabolism |
Title | Study of the Specificity of Thrombin with Tripeptidyl‐p‐nitroanilide Substrates |
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