CAS 402-71-1

Nα-Tosil-L-fenilalanina clorometil cetona

Descrição:

Nα-Tosil-L-fenilalanina clorometil cetona, comumente referido como TPCK, é um composto orgânico sintético usado principalmente como um inibidor de proteases na pesquisa bioquímica. Apresenta um grupo tosila, que aumenta sua reatividade e solubilidade, e um moiety de cetona clorometílica que é crucial para seu mecanismo de ação. O TPCK é conhecido por sua capacidade de inibir seletivamente proteases de serina, tornando-o valioso em estudos envolvendo cinética enzimática e interações proteicas. O composto é tipicamente um sólido branco a off-white e é solúvel em solventes orgânicos como dimetilsulfóxido (DMSO) e etanol, mas menos solúvel em água. Sua estrutura permite que ele forme ligações covalentes com o sítio ativo das proteases-alvo, bloqueando assim sua atividade. O TPCK é frequentemente utilizado na purificação e caracterização de várias enzimas, particularmente no contexto do estudo de proteases virais e outras aplicações relacionadas em biologia molecular e bioquímica. As condições adequadas de manuseio e armazenamento são essenciais devido à sua natureza reativa e aos perigos potenciais associados ao seu grupo clorometílico.

Fórmula: 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

Chave InChI: InChIKey=MQUQNUAYKLCRME-INIZCTEOSA-N

SMILES: [C@H](NS(=O)(=O)C1=CC=C(C)C=C1)(CC2=CC=CC=C2)C(CCl)=O

Sinónimos:

• (S)-N-(4-Chloro-3-oxo-1-phenylbutan-2-yl)-4-methylbenzenesulfonamide
• <span class="text-smallcaps">L</span>-1-Chloro-3-tosylamidyl-4-phenyl-2-butanone
• <span class="text-smallcaps">L</span>-1-Chloro-4-phenyl-3-p-tolylsulfonamidobutan-2-one
• <span class="text-smallcaps">L</span>-1-Chloro-4-phenyl-3-toluene-p-sulfonamido-2-butanone
• <span class="text-smallcaps">L</span>-1-Tosylamide-2-phenylethylchloromethyl ketone
• <span class="text-smallcaps">L</span>-1-Tosylamido-2-phenylethyl chloromethyl ketone
• <span class="text-smallcaps">L</span>-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
• L-1-Tosylamido-2-phenylethyl chloromethyl ketone
• N-(4-chloro-3-oxo-1-phenylbutan-2-yl)-4-methylbenzenesulfonamide
• N-(p-Toluenesulfonyl)-<span class="text-smallcaps">L</span>-phenylalanylchloromethane
• N-Tosyl-<span class="text-smallcaps">L</span>-phenylalaninechloromethane
• N-Tosyl-<span class="text-smallcaps">L</span>-phenylalanyl chloromethyl ketone
• N-Tosyl-<span class="text-smallcaps">L</span>-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-<span class="text-smallcaps">L</span>-phenylalanylchloromethane
• N^α-Tosyl-<span class="text-smallcaps">L</span>-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]-, <span class="text-smallcaps">L</span>-
• α-N-Tosyl-<span class="text-smallcaps">L</span>-phenylalanine chloromethyl ketone
• p-Toluenesulfonamide, N-[α-(chloroacetyl)phenethyl]-, L-

Tos-Phe-chloromethylketone

CAS: 402-71-1

TPCK irreversibly inhibits α-chymotrypsin, chymotrypsin-like serine proteases, and several cysteine proteases. Additionally, TPCK was shown to affect physiological events as proliferation and apoptosis in certain systems.

Fórmula: C₁₇H₁₈ClNO₃S

Pureza: > 98%

Cor e Forma: White Powder

Peso molecular: 351.85

Ref: 01-4000836

N-Tosyl-L-phenylalanine chloromethyl ketone

CAS: 402-71-1

Fórmula: C₁₇H₁₈ClNO₃S

Pureza: 97%

Cor e Forma: Solid

Peso molecular: 351.8477

Ref: IN-DA00I7W7

TPCK

CAS: 402-71-1

TPCK

Pureza: ≥95%

Peso molecular: 351.85g/mol

Ref: 54-BUP11871

N-p-Tosyl-L-phenylalanine chloromethyl ketone

CAS: 402-71-1

Fórmula: C₁₇H₁₈ClNO₃S

Pureza: (TLC) ≥ 98.0%

Cor e Forma: White to off-white powder

Peso molecular: 351.85

Ref: 7W-GL8823

TPCK

CAS: 402-71-1

TPCK is an irreversible inhibitor of chymotrypsin-like proteases that affect cell proliferation, apoptosis, and tumorigenesis

Fórmula: C₁₇H₁₈ClNO₃S

Pureza: 97.33%

Cor e Forma: Powder

Peso molecular: 351.85

Ref: TM-T8350

Tosyl-L-Phenylalanine chloromethylketone

CAS: 402-71-1

Fórmula: C₁₇H₁₈ClNO₃S

Pureza: 97%

Cor e Forma: Solid

Peso molecular: 351.85

Ref: 10-F493163

N-α-Tosyl-L-phenylalanylchloromethane

Produto Controlado

CAS: 402-71-1

Applications 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.
References Jitkaew, S. et al.: J. Bio. Chem., 284, 27827 (2009); Kim, K. et al.: Biochem. Biophys. Res. Comm., 306, 954 (2003); Griscavage, J. et al.: Biochem. Biophys. Res. Comm., 215, 721 (1995)

Fórmula: C₁₇H₁₈ClNO₃S

Cor e Forma: Neat

Peso molecular: 351.848

Ref: TR-T686000