CAS 402-71-1: Nα-Tosyl-L-phenylalanine chloromethyl ketone

Description:Nα-Tosyl-L-phenylalanine chloromethyl ketone, commonly referred to as TPCK, is a synthetic organic compound primarily used as a protease inhibitor in biochemical research. It features a tosyl group, which enhances its reactivity and solubility, and a chloromethyl ketone moiety that is crucial for its mechanism of action. TPCK is known for its ability to selectively inhibit serine proteases, making it valuable in studies involving enzyme kinetics and protein interactions. The compound is typically a white to off-white solid and is soluble in organic solvents such as dimethyl sulfoxide (DMSO) and ethanol, but less soluble in water. Its structure allows it to form covalent bonds with the active site of target proteases, thereby blocking their activity. TPCK is often utilized in the purification and characterization of various enzymes, particularly in the context of studying viral proteases and other related applications in molecular biology and biochemistry. Proper handling and storage conditions are essential due to its reactive nature and potential hazards associated with its chloromethyl group.

Formula:C₁₇H₁₈ClNO₃S

InChI:InChI=1S/C17H18ClNO3S/c1-13-7-9-15(10-8-13)23(21,22)19-16(17(20)12-18)11-14-5-3-2-4-6-14/h2-10,16,19H,11-12H2,1H3/t16-/m0/s1

InChI key:InChIKey=MQUQNUAYKLCRME-INIZCTEOSA-N

SMILES:O=C(CCl)C(NS(=O)(=O)C1=CC=C(C=C1)C)CC=2C=CC=CC2

Synonyms:
(S)-N-(4-Chloro-3-oxo-1-phenylbutan-2-yl)-4-methylbenzenesulfonamide
L-1-Chloro-3-tosylamidyl-4-phenyl-2-butanone
L-1-Chloro-4-phenyl-3-p-tolylsulfonamidobutan-2-one
L-1-Chloro-4-phenyl-3-toluene-p-sulfonamido-2-butanone
L-1-Tosylamide-2-phenylethylchloromethyl ketone
L-1-Tosylamido-2-phenylethyl chloromethyl ketone
L-Tolylsulfonylphenylalanyl chloromethyl ketone
Benzenesulfonamide, N-((1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl)-4-methyl-
Benzenesulfonamide, N-(3-chloro-2-oxo-1-(phenylmethyl)propyl)-4-methyl-, (S)-
Brn 2895215
See more synonyms
L-1-Tosylamido-2-phenylethyl chloromethyl ketone
N-(4-chloro-3-oxo-1-phenylbutan-2-yl)-4-methylbenzenesulfonamide
N-(p-Toluenesulfonyl)-L-phenylalanylchloromethane
N-Tosyl-L-phenylalaninechloromethane
N-Tosyl-L-phenylalanyl chloromethyl ketone
N-Tosyl-L-phenylalanylchloromethane
N-Tosyl-L-phenylalanine chloromethyl ketone
N-Tosyl-L-phenylalanyl Chloromethyl Ketone
N-Tosylphenylalanine chloromethyl ketone
N-[(1S)-3-Chloro-2-oxo-1-(phenylmethyl)propyl]-4-methylbenzenesulfonamide
N-[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]-4-methylbenzenesulfonamide
N-α-Tosyl-L-phenylalanylchloromethane
Nα-Tosyl-L-phenylalanine chloromethyl ketone
Tosylphenylalanine chloromethyl ketone
Tosylphenylalanyl chloromethyl ketone
Tosylphenylalanylchloromethane
Tpck
l-N-(alpha-(Chloroacetyl)phenethyl)-p-toluenesulfonamide
p-Toluenesulfonamide, N-(alpha-(chloroacetyl)phenethyl)-, (-)-
p-Toluenesulfonamide, N-[α-(chloroacetyl)phenethyl]-, L-
α-N-Tosyl-L-phenylalanine chloromethyl ketone
p-Toluenesulfonamide, N-[α-(chloroacetyl)phenethyl]-, L-
N-Tosyl-L-phenylalanylchloromethane

Found 8 products.

Product data	Purity	Price range	Estimated delivery
Tos-Phe-chloromethylketone REF: 01-4000836CAS: 402-71-1	> 98%	104.00 €~401.00 €	Tue 08 Apr 25
Benzenesulfonamide,N-[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-4-methyl- REF: IN-DA00I7W7CAS: 402-71-1	97%	To inquire	Mon 14 Apr 25
N-p-Tosyl-L-phenylalanine chloromethyl ketone REF: 7W-GL8823CAS: 402-71-1	(TLC) ≥ 98.0%	243.00 €	Tue 15 Apr 25
L-1-4'-Tosylamino-2-phenylethyl chloromethyl ketone, 99+% REF: AC-22780CAS: 402-71-1	99+%	162.00 €~615.00 €	Tue 15 Apr 25
TPCK REF: TM-T8350CAS: 402-71-1	97.33%	32.00 €~113.00 €	Mon 21 Apr 25
N-α-Tosyl-L-phenylalanylchloromethane REF: TR-T686000CAS: 402-71-1	- - -	1,167.00 €~2,167.00 €	Fri 23 May 25
Tosyl-L-Phenylalanine chloromethylketone REF: 10-F493163CAS: 402-71-1	95.0%	- - -	Discontinued product
N-Tosyl-L-phenylalanine chloromethyl ketone REF: 3D-FT11663CAS: 402-71-1	Min. 95%	- - -	Discontinued product