TLCK (Tosyl-L-lysyl-chloromethane hydrochloride), Trypsin inhibitor

Key facts

CAS number

4272-74-6

Purity

>95%

Form

Solid

form

Molecular weight

369.3 Da

Molecular formula

C₁₄H₂₂Cl₂N₂O₃S

PubChem

73093

Nature

Synthetic

Solubility

Soluble in methanol (50mg/mL)

Soluble in DMSO (5mM)

Soluble in water. Stock solutions up to 10mM can be prepared in aqueous buffers with pH 6.0 or lower.

Biochemical name

N-alpha-p-Tosyl-L-lysine chloromethyl ketone hydrochloride

Biological description

Irreversible inhibitor of trypsin and trypsin-like serine proteases. Blocks LPS- or cytokine-induced NF-κB activation. Inhibits caspase processing; blocks apoptosis. Active in vitro and in vivo.

Canonical smiles

CC1=CC=C(C=C1)S(=O)(=O)NC(CCCCN)C(=O)CCl.Cl

Isomeric smiles

CC1=CC=C(C=C1)S(=O)(=O)N[C@@H](CCCCN)C(=O)CCl.Cl

InChi

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

InChiKey

YFCUZWYIPBUQBD-ZOWNYOTGSA-N

IUPAC Name

N-[(3S)-7-amino-1-chloro-2-oxoheptan-3-yl]-4-methylbenzenesulfonamide;hydrochloride