Tosyl phenylalanyl chloromethyl ketone

Chembox new
ImageFile = Tosyl phenylalanyl chloromethyl ketone.png ImageSize =
IUPACName =
OtherNames =
Section1 = Chembox Identifiers
CASNo = 402-71-1
PubChem = 439647
SMILES =
MeSHName = Tosylphenylalanyl+Chloromethyl+Ketone
Section2 = Chembox Properties
Formula = C₁₇H₁₈ClNO₃S
MolarMass = 351.848 g/mol
Appearance =
Density =
MeltingPt =
BoilingPt =
Section3 = Chembox Hazards
Solubility =
MainHazards =
FlashPt =
Autoignition =

Tosyl phenylalanyl chloromethyl ketone (TPCK) is a protease inhibitor. Its structural formula is 1-chloro-3-tosylamido-4-phenyl-2-butanone.

Uses

TPCK is the irreversible inhibitor of chymotrypsin. Also inhibits some cysteine proteases such as papain, bromelain or ficin. It does not inhibit trypsin nor zymogens.

TPCK is chosen for the chemical labelling of active histidine in enzyme analysis. The phenylalanine moiety is bound to the enzyme because of specificity for aromatic amino acid residues at the active site (as chymotrypsin).cite book |author=Farrell, Shawn O.; Campbell, Mary K. |title=Biochemistry |publisher=Thomson Brooks/Cole |location=Australia |year=2006 |pages=160 |isbn=0-534-39499-x |oclc= |doi=]

References