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Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride

SIGMA/T7254 - ≥96% (TLC), powder

Synonym: (3S)-1-Chloro-3-tosylamido-7-amino-2-heptanone hydrochloride; (3S)-7-Amino-1-chloro-3-tosylamino-2-heptanone hydrochloride; TLCK; Tosyl-L-lysyl-chloromethane hydrochloride

CAS Number: 4272-74-6
Empirical Formula (Hill Notation): C14H21ClN2O3S · HCl
Molecular Weight: 369.31
EC Number: 224-266-4
MDL Number: MFCD00065395
Linear Formula: C14H21ClN2O3S · HCl
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-T7254-100MG 100 mg
$160.00
1/EA
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45-T7254-500MG 500 mg
$630.00
1/EA
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45-T7254-1G 1 g
$957.00
1/EA
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assay ≥96% (TLC)
biological source synthetic (organic)
form powder
InChI 1S/C14H21ClN2O3S.ClH/c1-11-5-7-12(8-6-11)21(19,20)17-13(14(18)10-15)4-2-3-9-16;/h5-8,13,17H,2-4,9-10,16H2,1H3;1H/t13-;/m0./s1
InChI key YFCUZWYIPBUQBD-ZOWNYOTGSA-N
potency 10-100 μM effective concentration
Quality Level 200 
SMILES string Cl[H].Cc1ccc(cc1)S(=O)(=O)N[C@@H](CCCCN)C(=O)CCl
solubility H2O: 50 mg/mL
storage temp. −20°C
Application: Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride has been used:
• in chymotrypsin purification to prevent binding of trypsins to the affinity support by inhibiting them in the crude extract
• as a protease inhibitor in tissue and cell homogenization
• as a trypsin inhibitor to determine the specific protease activity levels

Biochem/physiol Actions: Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride (TLCK) blocks the lipopolysaccharide (LPS)- or cytokine-induced activation of nuclear factor κB (NF-κB), which, in turn, blocks the induction of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) transcription. Blocks activation of pp70s6k by all mitogens. Blocks apoptosis in cell lines by inhibiting the processing of caspases in some cell lines and to some stimuli.
Caution: Stable at least two years when stored desiccated at −20°C.
Packaging: Bottomless glass bottle. Contents are inside inserted fused cone.
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
RIDADR UN 3335
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥96% (TLC)
Storage Temp. −20°C
UNSPSC 12352202

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