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CAS 4272-74-6

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

Description:
Nα-p-Tosyl-L-lysine chloromethyl ketone hydrochloride, commonly referred to as TLCK, is a synthetic compound primarily used as a protease inhibitor in biochemical research. It is characterized by its structure, which includes a lysine residue modified with a tosyl group and a chloromethyl ketone moiety, making it a potent inhibitor of serine proteases. TLCK is typically presented as a white to off-white crystalline powder and is soluble in organic solvents such as dimethyl sulfoxide (DMSO) and methanol, but has limited solubility in water. The compound is known for its ability to irreversibly inhibit enzymes by forming covalent bonds with the active site serine residue, thus blocking substrate access. TLCK is often utilized in studies involving protein function, enzyme kinetics, and cellular signaling pathways. Safety precautions should be observed when handling TLCK, as it may pose health risks if ingested or inhaled, and appropriate personal protective equipment should be used.
Formula:C14H21ClN2O3S·ClH
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
InChI key:InChIKey=YFCUZWYIPBUQBD-ZOWNYOTGSA-N
SMILES:[C@H](NS(=O)(=O)C1=CC=C(C)C=C1)(CCCCN)C(CCl)=O.Cl
Synonyms:
  • (5S)-7-chloro-5-{[(4-methylphenyl)sulfonyl]amino}-6-oxoheptan-1-aminium
  • (S)-N-(7-Amino-1-chloro-2-oxoheptan-3-yl)-4-methylbenzenesulfonamide hydrochloride
  • Benzenesulfonamide, N-[(1S)-5-amino-1-(2-chloroacetyl)pentyl]-4-methyl-, hydrochloride (1:1)
  • Benzenesulfonamide, N-[(1S)-5-amino-1-(chloroacetyl)pentyl]-4-methyl-, monohydrochloride
  • Benzenesulfonamide, N-[5-amino-1-(chloroacetyl)pentyl]-4-methyl-, monohydrochloride, (S)-
  • N-Tosyl-L-lysine chloromethyl ketone hydrochloride (TLCK)
  • N-α-Tosyl-<span class="text-smallcaps">L</span>-lysylchloromethane hydrochloride
  • N<sup>α</sup>-p-Tosyl-<span class="text-smallcaps">L</span>-lysine chloromethyl ketone hydrochloride
  • Nalpha-p-Tosyl-L-lysine chloromethyl ketone hydrochloride
  • Tlck
  • See more synonyms
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