402-71-1

402-71-1 structure

Name: Tosyl phenylalanyl chloromethyl ketone
Chemical Name: N-tosyl-L-phenylalanyl chloromethyl ketone
CAS Number: 402-71-1
Molecular Formula: C₁₇H₁₈ClNO₃S
Molecular Weight: 351.848
Catalog: Biochemical Protein research
Create Date: 2018-07-24 18:53:41
Modify Date: 2025-08-23 18:02:31
TPCK (L-1-Tosylamido-2-phenylethyl chloromethyl ketone; L-TPCK) is a potent serine protease inhibitor that reacts with the retinoblastoma protein (RB)-binding core of HPV-18 E7 protein and abolish its RB-binding capability. TPCK is able to modify E7 protein in live keratinocytes following its addition to the culture medium[1].

Name	N-tosyl-L-phenylalanyl chloromethyl ketone
Synonyms	(S)-N-(4-Chloro-3-oxo-1-phenyl-2-butyl)-p-toluenesulfonamide MFCD00000935 TPCK Benzenesulfonamide, N-[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-4-methyl- N-[(2S)-4-Chloro-3-oxo-1-phenylbutan-2-yl]-4-methylbenzenesulfonamide Benzenesulfonamide, N-(3-chloro-2-oxo-1-(phenylmethyl)propyl)-4-methyl-, (S)- N-(p-Toluenesulfonyl)-L-phenylalanyl Chloromethyl Ketone L-1-4‘-Tosylamino-2-phenylethyl chloromethyl ketone Tosyl phenylalanyl chloromethyl ketone EINECS 206-954-6 N-[(2S)-4-Chloro-3-oxo-1-phenyl-2-butanyl]-4-methylbenzenesulfonamide Tosyl-L-phenylalanyl-chloromethane N-p-Tosyl-L-phenylalanine chloromethyl ketone Benzenesulfonamide, N-((1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl)-4-methyl- N-Tosyl-L-phenylalanyl Chloromethyl Ketone L-1-4′-Tosylamino-2-phenylethyl chloromethyl ketone N-p-Tosyl-L-phenylalanine chloromethyl ketone (TPCK)

Description	TPCK (L-1-Tosylamido-2-phenylethyl chloromethyl ketone; L-TPCK) is a potent serine protease inhibitor that reacts with the retinoblastoma protein (RB)-binding core of HPV-18 E7 protein and abolish its RB-binding capability. TPCK is able to modify E7 protein in live keratinocytes following its addition to the culture medium[1].
Related Catalog	Signaling Pathways >> Metabolic Enzyme/Protease >> Ser/Thr Protease Research Areas >> Cancer Research Areas >> Inflammation/Immunology
References	[1]. H Stöppler, et al. The serine protease inhibitors TLCK and TPCK react with the RB-binding core of HPV-18 E7 protein and abolish its RB-binding capability. Virology. 1996 Mar 15;217(2):542-53.

Density	1.3±0.1 g/cm3
Boiling Point	509.9±60.0 °C at 760 mmHg
Melting Point	106-108ºC(lit.)
Molecular Formula	C₁₇H₁₈ClNO₃S
Molecular Weight	351.848
Flash Point	262.2±32.9 °C
Exact Mass	351.069580
PSA	71.62000
LogP	3.98
Vapour Pressure	0.0±1.3 mmHg at 25°C
Index of Refraction	1.583
Storage condition	−20°C
Water Solubility	DMSO: >10 mg/mL stable for several months at 4°C.

CHEMICAL NAME :: p-Toluenesulfonamide, N-(alpha-(chloroacetyl)phenethyl)-, (-)-

TOXIC EFFECTS :: Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)

REFERENCE :: FESTAS Fertility and Sterility. (American Fertility Soc., 608 13th Ave. S, Birmingham, AL 35282) V.1- 1950- Volume(issue)/page/year: 25,954,1974

Symbol	GHS05, GHS07
Signal Word	Danger
Hazard Statements	H315-H318-H335
Precautionary Statements	P261-P280-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xi: Irritant;
Risk Phrases	R37/38
Safety Phrases	26-36
RIDADR	UN 3335
WGK Germany	3
RTECS	XT5613500