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Inhibitor Report for: Tosyl-L-lysine-chloromethyl-ketone

An inhibitor of serine endopeptidases. Acts as an alkylating agent and is known to interfere with the translation process. also inhibits Trypsine


General
Type Ketone, Peptide, Sulfur Compound, Sulfonamide, Benzenesulfonamide
Chemical_Nomenclature N-[(3S)-7-amino-1-chloro-2-oxoheptan-3-yl]-4-methylbenzenesulfonamide
Canonical SMILES CC1=CC=C(C=C1)S(=O)(=O)NC(CCCCN)C(=O)CCl
InChI InChI=1S/C14H21ClN2O3S/c1-11-5-7-12(8-6-11)21(19,20)17-13(14(18)10-15)4-2-3-9-16/h5-8,13,17H,2-4,9-10,16H2,1H3/t13-/m0/s1
InChIKey RDFCSSHDJSZMTQ-ZDUSSCGKSA-N
Other name(s) Tos-Lys-CH2Cl ; Tosyl-L-lysine chloromethyl ketone ; TLCK ; TCK ; Tosyllysyl chloromethyl ketone ; N-alpha-p-Tosyl-L-lysine chloromethyl ketone ; TCK/PRD_000459 ; N-[(1S)-5-amino-1-(chloroacetyl)pentyl]-4-methylbenzenesulfonamide ; CHEMBL466465 ; CHEBI:9640 ; SCHEMBL200247 ; ZINC1532775
________________________________________________________________________________________________
MW|332.8
Formula|C14H21ClN2O3S
CAS_number|2364-87-6
PubChem|73094
UniChem|RDFCSSHDJSZMTQ-ZDUSSCGKSA-N
IUPHAR|
Wikipedia|

Target
Families | Tosyl-L-lysine-chloromethyl-ketone ligand of proteins in family: Carb_B_Bacteria, BCHE, S9N_PREPL_Peptidase_S9
Stucture | 2 structures: 7YWP, 7NE7
Protein | entcl-PRBA, human-BCHE, 9gamm-b3vi58

References:
Search PubMed for references concerning: Tosyl-L-lysine-chloromethyl-ketone

4 more
    Title: Purification and subcellular localization of a secreted 75 kDa Trypanosoma cruzi serine oligopeptidase
    da Silva-Lopez RE, Morgado-Diaz JA, dos Santos PT, Giovanni-De-Simone S
    Ref: Acta Trop, 107:159, 2008 : PubMed

            

    Title: Do alkylating agents modify the histidine residue of the desensitized butyrylcholinesterase?
    Cokugras AN, Cengiz D, Tezcan EF
    Ref: Protein J, 23:495, 2004 : PubMed

            

    Title: Histidine modification of human serum butyrylcholinesterase
    Cengiz D, Cokugras AN, Kilinc K, Tezcan EF
    Ref: Biochemical & Molecular Medicine, 61:52, 1997 : PubMed