Z-Leu-Arg-7-Amino-4-Methylcoumarin
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Z-Leu-Arg-7-Amino-4-Methylcoumarin

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Z-Leu-Arg-7-Amino-4-Methylcoumarin is a fluorescent substrate for cathepsin L, S, and V, human tissue kallikrein and the falcipains I-III. It is the preferred substrate for falcipain II, a hemoglobin-degrading cysteine protease from Plasmodium falciparum, one of the most promising targets for antimalarial drug design. It is used to detect cathepsin K, an enzyme involved in osteoclast bone resorption.

Category
Others
Catalog number
BAT-015242
CAS number
156192-32-4
Molecular Formula
C30H38N6O6
Molecular Weight
578.66
Z-Leu-Arg-7-Amino-4-Methylcoumarin
IUPAC Name
benzyl N-[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate
Synonyms
Z-LR-AMC; Cbz-Leu-Arg-AMC; Cathepsin K Substrate (fluorogenic); benzyloxycarbonyl-Leu-Arg-7-amino-4-methyl-coumarin; benzyl (S)-1-((S)-5-guanidino-1-(4-methyl-2-oxo-2H-chromen-7-ylamino)-1-oxopentan-2-ylamino)-4-methyl-1-oxopentan-2-ylcarbamate; L-Argininamide, N-[(phenylmethoxy)carbonyl]-L-leucyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-; Benzyloxycarbonyl-L-leucyl-L-arginine 4-methylcoumaryl-7-amide
Related CAS
210816-33-4 (monohydrochloride)
Appearance
White Solid
Purity
99%
Density
1.3±0.1 g/cm3
Sequence
Z-Leu-Arg-AMC
Storage
Store at -20°C
Solubility
Soluble in DMSO
InChI
InChI=1S/C30H38N6O6/c1-18(2)14-24(36-30(40)41-17-20-8-5-4-6-9-20)28(39)35-23(10-7-13-33-29(31)32)27(38)34-21-11-12-22-19(3)15-26(37)42-25(22)16-21/h4-6,8-9,11-12,15-16,18,23-24H,7,10,13-14,17H2,1-3H3,(H,34,38)(H,35,39)(H,36,40)(H4,31,32,33)/t23-,24-/m0/s1
InChI Key
XDHCDHWCFOQOCP-ZEQRLZLVSA-N
Canonical SMILES
CC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)C(CCCN=C(N)N)NC(=O)C(CC(C)C)NC(=O)OCC3=CC=CC=C3
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