Tosyl phenylalanyl chloromethyl ketone
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Tosyl phenylalanyl chloromethyl ketone | |
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Identifiers | |
CAS number | [402-71-1] |
PubChem | |
MeSH | |
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 |
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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
- ^ Farrell, Shawn O.; Campbell, Mary K. (2006). Biochemistry. Australia: Thomson Brooks/Cole, 160. ISBN 0-534-39499-x.