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Home > Encyclopedia > Nα-p-Tosyl-L-lysine chloromethyl ketone hydrochloride

Nα-p-Tosyl-L-lysine chloromethyl ketone hydrochloride

Nα-p-Tosyl-L-lysine chloromethyl ketone hydrochloride structure

Nα-p-Tosyl-L-lysine chloromethyl ketone hydrochloride 

structure
  • CAS No:

    4272-74-6

  • Formula:

    C14H21ClN2O3S.ClH

  • Chemical Name:

    Nα-p-Tosyl-L-lysine chloromethyl ketone hydrochloride

  • Synonyms:

    Benzenesulfonamide,N-[(1S)-5-amino-1-(2-chloroacetyl)pentyl]-4-methyl-,hydrochloride (1:1);p-Toluenesulfonamide,N-[5-amino-1-(chloroacetyl)pentyl]-,monohydrochloride,L-;Benzenesulfonamide,N-[5-amino-1-(chloroacetyl)pentyl]-4-methyl-,monohydrochloride,(S)-;Benzenesulfonamide,N-[(1S)-5-amino-1-(chloroacetyl)pentyl]-4-methyl-,monohydrochloride;Nα-p-Tosyl-L-lysine chloromethyl ketone hydrochloride;N-α-Tosyl-L-lysylchloromethane hydrochloride;(S)-N-(7-Amino-1-chloro-2-oxoheptan-3-yl)-4-methylbenzenesulfonamide hydrochloride

  • Categories:

    Biochemical Engineering  >  Protein Research

Description

N-alpha-Tosyl-L-lysine chloromethyl ketone (TLCK), a trypsin like protease inhibitor, sensitizes HeLa cells to Fas-mediated cell death.


An inhibitor of SERINE ENDOPEPTIDASES. Acts as an alkylating agent and is known to interfere with the translation process.

Nα-p-Tosyl-L-lysine chloromethyl ketone hydrochloride Basic Attributes

369.31

368.072815

224-266-4

DTXSID3045807

29350090

Characteristics

97.6

4.55280

white to pink powder

~165 °C (dec.)

509.8ºC at 760 mmHg

262.1ºC

H2O: 50 mg/mL

2-8°C

Safety Information

UN 3335

3

36/37/38

26-36

XT5160000

Xi

P261-P305 + P351 + P338

H315-H319-H335

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins. (See all compounds classified as Protein Synthesis Inhibitors.)|Highly reactive chemicals that introduce alkyl radicals into biologically active molecules and thereby prevent their proper functioning. Many are used as antineoplastic agents, but most are very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. They have also been used as components in poison gases. (See all compounds classified as Alkylating Agents.)|Exogenous or endogenous compounds which inhibit SERINE ENDOPEPTIDASES. (See all compounds classified as Serine Proteinase Inhibitors.)

Chloromethane, Tosyllysyl

Nα-p-Tosyl-L-lysine chloromethyl ketone hydrochloride Use and Manufacturing

Tosyllysine chloromethylketone (TLCK) is an active site-directed agent that inhibits serine proteinases with trypsin-like activity. TLCK may also act non-selectively with thiol groups and thereby inhibit cysteine proteinases and other enzymes. To prevent proteolytic degradation, TLCK may be used in protein purification protocols. TLCK selectively inactiviates clostripain obtained from C. histolyticum.

Computed Properties

Molecular Weight:369.3
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:9
Exact Mass:368.0728191
Monoisotopic Mass:368.0728191
Topological Polar Surface Area:97.6
Heavy Atom Count:22
Complexity:414
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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