benzyl N-[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamate:hydrochloride
- Product Name
- benzyl N-[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamate:hydrochloride
- CAS No.
- 70382-26-2
- Chemical Name
- benzyl N-[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamate:hydrochloride
- Synonyms
- N-CBZ-Phe-Arg-AMC hydrochloride;Z-Phe-Arg-7-amido-4-methylcoumarin, Hydrochloride - CAS 70382-26-2 - Calbiochem;benzyl N-[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamate:hydrochloride
- CBNumber
- CB53604365
- Molecular Formula
- C33H37ClN6O6
- Formula Weight
- 649.15
- MOL File
- 70382-26-2.mol
benzyl N-[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamate:hydrochloride Property
- storage temp.
- -20°C
- solubility
- Soluble in DMSO (50 mg/ml)
- form
- White to off-white solid
- color
- White
- Stability:
- Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. Protect from light!
N-Bromosuccinimide Price
- Product number
- C9521
- Product name
- Z-Phe-Arg-7-amido-4-methylcoumarin, Hydrochloride
- Purity
- kallikreinsubstrate
- Packaging
- 25mg
- Price
- $539
- Updated
- 2024/03/01
- Product number
- C9521
- Product name
- Z-Phe-Arg-7-amido-4-methylcoumarin, Hydrochloride
- Purity
- kallikreinsubstrate
- Packaging
- 100mg
- Price
- $1820
- Updated
- 2024/03/01
- Product number
- 03-32-1501
- Product name
- Z-Phe-Arg-7-amido-4-methylcoumarin, Hydrochloride - CAS 70382-26-2 - Calbiochem
- Purity
- Substrate for fluorogenic assay of plasma and glandular kallikreins.
- Packaging
- 25mg
- Price
- $167
- Updated
- 2024/03/01
benzyl N-[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamate:hydrochloride Chemical Properties,Usage,Production
Description
Z-Phe-Arg-AMC (70382-26-2) is a fluorogenic substrate1 for the following cathepsins (kcat/Km in M-1s-1): B (105)2, C/DPP-I (104)3, F (106)4, K/O2 (105)3, L (106)3, L2/V (105)5, O6, S (104)7, X/Z (104)8. The peptide is also cleaved by plasma kallikrein and kallikrein 89, and papain (kcat/Km=105 M-1s-1).3?Excitation: 365nm, Emission: 440nm.5
Uses
Z-Phe-Arg 7-amido-4-methylcoumarin hydrochloride has been used:
- as a fluorogenic substrate in actinidin inhibition assay
- as a kallikrein substrate
- as a trypsin substrate for fluorometric assay
- as a cathepsin-L substrate
General Description
Substrate for fluorogenic assay of plasma and glandular kallikreins. Also serves as a substrate for cathepsin B, cathepsin L, and papain.
Biochem/physiol Actions
Z-Phe-Arg 7-amido-4-methylcoumarin (Z-FR-AMC) proteolytic lysis by proteases leads to the liberation of AMC resulting in increased fluorescence in the enzymatic reaction.
References
Tavares et al. (2004), Design of potent, selective, and orally bioavailable inhibitors of cysteine protease cathepsin k; J. Med. Chem., 47 588 Therrien et al. (2001), Cathepsins X and B can be differentiated through their respective mono- and dipeptidyl carboxypeptidase activities; Biochemistry, 40 2702 N?gler et al. (1999), Interdependency of sequence and positional specificities for cysteine proteases of the papain family; Biochemistry, 38 4868 Wang et al. (1998), Human cathepsin F. Molecular cloning, functional expression, tissue localization, and enzymatic characterization; J. Biol. Chem., 273 32000 Br?mme et al. (1999), Human cathepsin V functional expression, tissue distribution, electrostatic surface potential, enzymatic characterization and chromosomal localization; Biochemistry, 38 2377 Velasco et al. (1994), Human cathepsin O. Molecular cloning from a breast carcinoma, production of the active enzyme in Escherichia coli, and expression analysis in in human tissues; J. Biol. Chem., 269 27136 Kopitar et al. (1996), Folding and activation of human procathepsin S from inclusion bodies produced in Escherichia coli; Eur. J. Biochem., 236 558 Klemen?i? et al. (2000), Biochemical characterization of human cathepsin X revealed that the enzyme is an exopeptidase, acting as carboxymonopeptidase or carboxydipeptidase; Eur. J. Biochem., 267 5404 Kishi et al. (2006), Activation and enzymatic characterization of recombinant human kallikrein 8; Biol. Chem., 387 723
benzyl N-[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamate:hydrochloride Preparation Products And Raw materials
Raw materials
Preparation Products
benzyl N-[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamate:hydrochloride Suppliers
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