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70375-22-3 , N-alpha-CBZ-L-Arginine 7-amido-4-methylcoumarin hydrochloride

70375-22-3 , N-alpha-CBZ-L-Arginine 7-amido-4-methylcoumarin hydrochloride
C24H28ClN5O5 / 501.96

N-alpha-CBZ-L-Arginine 7-amido-4-methylcoumarin hydrochloride

Z-(L-Arg)-AMC is a fluorogenic substrate for trypsin, cathepsin B, and cathepsin H. Upon enzymatic cleavage by trypsin, cathepsin B, or cathepsin H, 7-amino-4-methylcoumarin (AMC) is released and its fluorescence can be used to quantify trypsin, cathepsin B, and cathepsin H activity. AMC displays excitation/emission maxima of 340-360/440-460 nm, respectively.


N-alpha-CBZ-L-Arginine 7-amido-4-methylcoumarin hydrochloride is a fluorogenic substrate that is used as a ligand in enzyme assays, as well as an enzyme substrate in food and environmental testing. It has been shown to be useful in the detection of bacterial colonies on agar plates, with a sensitivity of 5 x 10 CFU/mL. N-alpha-CBZ-L-Arginine 7-amido-4-methylcoumarin hydrochloride can also be used for chemiluminescence detection of bacteria or for staining or bioluminescence detection of fungi.

CAS Number70375-22-3
Product NameBenzyl (S)-(4-(amidinoamino)-1-(((4-methyl-2-oxo-2H-1-benzopyran-7-yl)amino)carbonyl)butyl)carbamate monohydrochloride
IUPAC Namebenzyl N-[(2S)-5-(diaminomethylideneamino)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopentan-2-yl]carbamate;hydrochloride
Molecular FormulaC24H28ClN5O5
Molecular Weight465,50*36,45 g/mole
InChIInChI=1S/C24H27N5O5.ClH/c1-15-12-21(30)34-20-13-17(9-10-18(15)20)28-22(31)19(8-5-11-27-23(25)26)29-24(32)33-14-16-6-3-2-4-7-16;/h2-4,6-7,9-10,12-13,19H,5,8,11,14H2,1H3,(H,28,31)(H,29,32)(H4,25,26,27);1H/t19-;/m0./s1
InChI KeyJYWCRDUTYUBXOL-FYZYNONXSA-N
SMILESCC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)C(CCCN=C(N)N)NC(=O)OCC3=CC=CC=C3.Cl
SynonymsZ-Arg-MCA;70375-22-3;Z-L-Arg7-amido-4-methylcoumarinhydrochloride;Z-L-Arginine-4-methyl-7-coumarinylamidehydrochloride;Carbobenzoxy-L-arginine-7-amino-4-methylcoumarinhydrochloride;N-alpha-CBZ-L-Arginine7-amido-4-methylcoumarinhydrochloride;Z-Arg-AmcHCl;Z-ARG-AMCHCL;C8022_SIGMA;SCHEMBL380911;EINECS274-586-3;FT-0629951;Nalpha-Cbz-L-arginine7-amido-4-methylcoumarinhydrochloride;Benzyl(S)-(4-(amidinoamino)-1-(((4-methyl-2-oxo-2H-1-benzopyran-7-yl)amino)carbonyl)butyl)carbamatemonohydrochloride;Carbamicacid,[(1S)-4-[(aminoiminomethyl)amino]-1-[[(4-methyl-2-oxo-2H-1-benzopyran-7-yl)amino]carbonyl]butyl]-,phenylmethylester,monohydrochloride(9CI)
Canonical SMILESCC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)C(CCCN=C(N)N)NC(=O)OCC3=CC=CC=C3.Cl
Isomeric SMILESCC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)[C@H](CCCN=C(N)N)NC(=O)OCC3=CC=CC=C3.Cl


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