Key Documents

N_α-Tosyl-L-lysine chloromethyl ketone hydrochloride

Name: <I>N</I><SUB>&#945;</SUB>-Tosyl-<SC>L</SC>-lysine chloromethyl ketone hydrochloride
Brand: SIGMA
Price: 4090 CZK

powder, ≥96% (TLC)

Synonym(s):

(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

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Size/SKU	Availability	Price
100 mg	Please contact Customer Service for Availability	CZK 4,090.00
500 mg	Please contact Customer Service for Availability	CZK 16,000.00
1 g	Please contact Customer Service for Availability	CZK 24,100.00 CZK 20,485.00

About This Item

Empirical Formula (Hill Notation):

C₁₄H₂₁ClN₂O₃S · HCl

CAS Number:

4272-74-6

Molecular Weight:

369.31

NACRES:

NA.77

PubChem Substance ID:

24278752

UNSPSC Code:

12352202

EC Number:

224-266-4

MDL number:

MFCD00065395

Beilstein/REAXYS Number:

7106867

eCl@ss:

32160406

CZK 4,090.00

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Properties

Product Name

N_α-Tosyl-L-lysine chloromethyl ketone hydrochloride, ≥96% (TLC), powder

biological source

synthetic (organic)

Quality Segment

200

assay

≥96% (TLC)

form

powder

potency

10-100 μM effective concentration

solubility

H₂O: 50 mg/mL

storage temp.

−20°C

SMILES string

Cl[H].Cc1ccc(cc1)S(=O)(=O)N[C@@H](CCCCN)C(=O)CCl

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

Gene Information

human ... NFKB1(4790), NFKB2(4791)

Description

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[1]
as a trypsin inhibitor to determine the specific protease activity levels[2]

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Disclaimer

Stable at least two years when stored desiccated at −20°C.

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This Item	90182	T4376	C9033
Sigma-Aldrich T7254 N_α-Tosyl-L-lysine chloromethyl ketone hydrochloride	Sigma-Aldrich 90182 N_α-Tosyl-L-lysine chloromethyl ketone hydrochloride	Sigma-Aldrich T4376 N-p-Tosyl-L-phenylalanine chloromethyl ketone	Sigma-Aldrich C9033 β-Chloro-L-alanine hydrochloride
assay ≥96% (TLC)	assay ≥99.0% (AT)	assay ≥97% (TLC)	assay ≥98% (TLC)
biological source synthetic (organic)	biological source synthetic	biological source synthetic	biological source synthetic
Gene Information human ... NFKB1(4790), NFKB2(4791)	Gene Information -	Gene Information human ... NFKB1(4790), NKAP(79576), NKRF(55922), NOS2(4843), PTGS2(5743)	Gene Information -
Quality Level 200	Quality Level 100	Quality Level 200	Quality Level 200
form powder	form powder or crystals	form powder	form powder
solubility H₂O: 50 mg/mL	solubility -	solubility DMSO: >10 mg/mL (stable for several months at 4°C.), ethanol: 20 mg/mL	solubility water: 50 mg/mL, clear, colorless

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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

pictograms

GHS05,GHS07

signalword

Danger

hcodes

H302,H315,H317,H318

pcodes

P261 - P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1B

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