TPCK (CAS 402-71-1)

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Application:	A serine/cysteine protease inhibitor
CAS Number:	402-71-1
Purity:	>98%
Molecular Weight:	351.5
Molecular Formula:	C₁₇H₁₈ClNO₃S

This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.

Description

TPCK, N-p-Tosyl-L-phenylalanine chloromethyl ketone, is a serine protease and cysteine protease inhibitor capable of alkylating nucleophilic residues at the α-chloro ketone, irreversibly disabling the protease. Alkylation of IκB kinase beta with TPCK inhibits NF-κB activation, which has been reported to block association of NF-κB to the promoter region for COX-2 transcription, attenuating COX-2 activity. TPCK has also been reported to suppress p53-mediated apoptosis. TPCK is an inhibitor of CTRL. TPCK is an inhibitor of Granzyme.

Technical Information

Appearance:	White powder
Physical State:	Solid
Solubility:	Soluble in ethanol (50 mg/ml), methanol and DMSO
Storage:	Store at -20° C
Melting Point:	106-108 °C
Boiling Point:	509.90 °C at 760 mmHg
Density:	1.28 g/cm³
Refractive Index:	n²⁰_D 1.58
Optical Activity:	α20/D -90º, c = 1 in ethanol
IC50:	protein kinase C: IC₅₀ = 8 mM; mitogeninduced activation of pp70s6k: IC₅₀ = 5 µM

Safety and Reference Information

Transport:	UN 3335, Class 9, Packing group n/a
WGK Germany:	3
RTECS:	XT5613500
PubChem CID:	9824
MDL Number:	MFCD00000935
EC Number:	206-954-6
Beilstein Registry:	2895215
SMILES:	CC1=CC=C(C=C1)S(=O)(=O)NC(CC2=CC=CC=C2)C(=O)CCl

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

References

1. Lotem, J., et al. 1996. Proc. Natl. Acad. Sci. U.S.A. 93: 12507-12512. PMID: 8901612
2. Abate, A., et al. 1998. Prostaglandins Other Lipid Mediat. 56: 277-290. PMID: 9990673
3. Ha, K.H., et al. 2009. Biochemistry. 48: 7271-7278. PMID: 19591457

SDS

Datasheet/SDS