Tosyl phenylalanyl chloromethyl ketone

From Wikipedia, the free encyclopedia

Tosyl phenylalanyl chloromethyl ketone
Identifiers
CAS number [402-71-1]
PubChem 439647
MeSH Tosylphenylalanyl+Chloromethyl+Ketone
Properties
Molecular formula C17H18ClNO3S
Molar mass 351.848 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

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

[edit] 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).[1]

[edit] References

  1. ^ Farrell, Shawn O.; Campbell, Mary K. (2006). Biochemistry. Australia: Thomson Brooks/Cole, 160. ISBN 0-534-39499-x.