N-p-Tosyl-L-phenylalanine chloromethyl ketone , 97% , 402-71-1

Synonym(s):
(S)-1-Chloro-3-tosylamido-4-phenyl-2-butanone;(S)-1-Chloro-4-phenyl-3-tosylamido-2-butanone;N^α-Tosyl-Phe Chloromethyl Ketone;Tosyl-L-phenylalanyl-chloromethane;TPCK

CAS NO.：402-71-1

Empirical Formula: C17H18ClNO3S

Molecular Weight: 351.85

MDL number: MFCD00000935

EINECS: 206-954-6

PRODUCT Properties

• Melting point: 106-108 °C(lit.)
• Boiling point: 509.9±60.0 °C(Predicted)
• Density: 1.1350 (rough estimate)
• refractive index: 1.6100 (estimate)
• storage temp.: -20°C
• solubility: DMSO: >10 mg/mL stable for several months at 4°C.
• form: powder
• pka: 8.71±0.50(Predicted)
• color: white
• BRN: 2895215
• Stability: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
• CAS DataBase Reference: 402-71-1
• EPA Substance Registry System: Benzenesulfonamide, N-[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-4-methyl- (402-71-1)

Description and Uses

TPCK (402-71-1) is an irreversible inhibitor of the serine protease chymotrypsin.1 It also inhibits certain cysteine proteases (bromelain, ficin, papain).1 TPCK inhibited (IC50 = 5 μM) the mitogen-induced activation of pp70s6k, a mitogen-regulated serine/threonine kinase involved in the G1 to S phase transition of the cell cycle.2

N-α-Tosyl-L-phenylalanylchloromethane is a proteinase inhibitors with apoptotic function. Studies have shown that it induces caspase-dependent apoptosis in Epstein-Barr virus (EBV)-transformed human B cell lines with release of pro-apoptotic proteins from mitochondria. It also results in down-regulation of the anti-apoptotic proteins and caspase-dependent cleavage of two anti-apoptotic proteins. It promotes dephosphorylation of p53 on serine residues.

Safety

• Symbol(GHS): GHS05,GHS07
• Signal word: Danger
• Hazard statements: H315-H318-H335
• Precautionary statements: P280-P302+P352-P305+P351+P338+P310
• Hazard Codes: Xi
• Risk Statements: 37/38-41
• Safety Statements: 26-36
• RIDADR: UN 3335
• WGK Germany: 3
• RTECS: XT5613500
• F: 10-19-21
• TSCA: Yes
• HS Code: 29350090