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Title: Peptide affinity labels for thrombin and other trypsin-like proteases

Abstract

A peptide affinity label of the formula (I): ##STR1## wherein X is a radical capable of acting as a leaving group in a nucleophilic substitution reaction; A is an aromatic amino acid residue; B is H, or a C.sub.1 -C.sub.4 alkyl group, or aryl; Y is selected from the group consisting of hydrogen, aroyl, C.sub.1 -C.sub.6 acyl, and Q--(A)--.sub.n, wherein Q=hydrogen, aroyl, or C.sub.1 -C.sub.6 acyl, n=1-10, A is an amino acid residue selected from the aliphatic, hydroxy-containing, carboxylic acid group, and amide-thereof-containing, aromatic, sulfur-containing and imino-containing amino acids; and wherein J is selected from the group consisting of --CH.sub.2 --, --CH.sub.2 --CH.sub.2 --,--CH.sub.2 --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH-- and --CH(OH)--CH.sub.2. The affinity label is useful for irreversibly inactivating thrombin and trypsin-like enzymes and may be used as a potential anticlotting agent.

Inventors:
 [1];  [2]
  1. (Shoreham, NY)
  2. (Yaphank, NY)
Issue Date:
Research Org.:
ASSOC UNIVERSITIES INC
OSTI Identifier:
864150
Patent Number(s):
4318904
Application Number:
06/143,897
Assignee:
Research Corporation (New York, NY) BNL
DOE Contract Number:  
AC02-76CH00016
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
peptide; affinity; labels; thrombin; trypsin-like; proteases; label; formula; str1; radical; capable; acting; leaving; nucleophilic; substitution; reaction; aromatic; amino; acid; residue; -c; alkyl; aryl; selected; consisting; hydrogen; aroyl; acyl; q-; 1-10; aliphatic; hydroxy-containing; carboxylic; amide-thereof-containing; sulfur-containing; imino-containing; acids; -ch; dbd; ch-; oh; useful; irreversibly; inactivating; enzymes; potential; anticlotting; agent; amino acid; carboxylic acid; amino acids; nucleophilic substitution; acid residue; peptide affinity; containing amino; substitution reaction; affinity label; /514/530/999/930/

Citation Formats

Shaw, Elliott N., and Kettner, Charles A. Peptide affinity labels for thrombin and other trypsin-like proteases. United States: N. p., 1982. Web.
Shaw, Elliott N., & Kettner, Charles A. Peptide affinity labels for thrombin and other trypsin-like proteases. United States.
Shaw, Elliott N., and Kettner, Charles A. Tue . "Peptide affinity labels for thrombin and other trypsin-like proteases". United States. https://www.osti.gov/servlets/purl/864150.
@article{osti_864150,
title = {Peptide affinity labels for thrombin and other trypsin-like proteases},
author = {Shaw, Elliott N. and Kettner, Charles A.},
abstractNote = {A peptide affinity label of the formula (I): ##STR1## wherein X is a radical capable of acting as a leaving group in a nucleophilic substitution reaction; A is an aromatic amino acid residue; B is H, or a C.sub.1 -C.sub.4 alkyl group, or aryl; Y is selected from the group consisting of hydrogen, aroyl, C.sub.1 -C.sub.6 acyl, and Q--(A)--.sub.n, wherein Q=hydrogen, aroyl, or C.sub.1 -C.sub.6 acyl, n=1-10, A is an amino acid residue selected from the aliphatic, hydroxy-containing, carboxylic acid group, and amide-thereof-containing, aromatic, sulfur-containing and imino-containing amino acids; and wherein J is selected from the group consisting of --CH.sub.2 --, --CH.sub.2 --CH.sub.2 --,--CH.sub.2 --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH-- and --CH(OH)--CH.sub.2. The affinity label is useful for irreversibly inactivating thrombin and trypsin-like enzymes and may be used as a potential anticlotting agent.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {1982},
month = {3}
}

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