Nα-p-Tosyl-L-lysine chloromethyl ketone hydrochloride
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Nα-p-Tosyl-L-lysine chloromethyl ketone hydrochloride
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CAS No:
4272-74-6
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Formula:
C14H21ClN2O3S.ClH
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Chemical Name:
Nα-p-Tosyl-L-lysine chloromethyl ketone hydrochloride
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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
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CAS No:
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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Nα-p-Tosyl-L-lysine chloromethyl ketone hydrochloride
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