CAS 65147-22-0

Z-Phe-Arg-AMC

Description:

Z-Phe-Arg-AMC, also known as Z-Phenylalanine-Arginine-7-amido-4-methylcoumarin, is a synthetic peptide substrate commonly used in biochemical research, particularly in the study of proteases. This compound features a Z (benzyloxycarbonyl) protecting group on the phenylalanine residue, which enhances its stability and solubility. The presence of the arginine residue contributes to its specificity for certain enzymes, making it a valuable tool for enzyme activity assays. The AMC (7-amido-4-methylcoumarin) moiety serves as a fluorogenic reporter, allowing for the detection of enzymatic cleavage through fluorescence. Upon hydrolysis by proteases, the AMC group is released, resulting in an increase in fluorescence that can be quantitatively measured. This property makes Z-Phe-Arg-AMC particularly useful in high-throughput screening applications and kinetic studies of proteolytic enzymes. Overall, Z-Phe-Arg-AMC is characterized by its synthetic origin, specificity for proteases, and utility in fluorescence-based assays.

Formula: C₃₃H₃₆N₆O₆

InChI: InChI=1S/C33H36N6O6/c1-21-17-29(40)45-28-19-24(14-15-25(21)28)37-30(41)26(13-8-16-36-32(34)35)38-31(42)27(18-22-9-4-2-5-10-22)39-33(43)44-20-23-11-6-3-7-12-23/h2-7,9-12,14-15,17,19,26-27H,8,13,16,18,20H2,1H3,(H,37,41)(H,38,42)(H,39,43)(H4,34,35,36)/t26-,27-/m0/s1

InChI key: InChIKey=ZZGDDBWFXDMARY-SVBPBHIXSA-N

SMILES: CC=1C=2C(=CC(NC([C@@H](NC([C@H](CC3=CC=CC=C3)NC(OCC4=CC=CC=C4)=O)=O)CCCNC(=N)N)=O)=CC2)OC(=O)C1

Synonyms:

• 3095V
• 5: PN: WO2004106541 PAGE: 15 claimed protein
• <span class="text-smallcaps">L</smallcap>-Argininamide, N-[(phenylmethoxy)carbonyl]-<smallcap>L</span>-phenylalanyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-
• Benzyloxycarbonylphenylalanylarginine 4-methyl-7-coumarylamide
• Carbobenzoxy-<span class="text-smallcaps">L</smallcap>-phenylalanyl-<smallcap>L</span>-arginine-4-methylcoumaryl-7-amide
• N-[(Phenylmethoxy)carbonyl]-<span class="text-smallcaps">L</smallcap>-phenylalanyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-<smallcap>L</span>-argininamide
• Z-Phe-Arg-AMC
• Z-Phe-Arg-AMC . HCl
• benzyl [(2S)-1-({(2S)-5-[(diaminomethylidene)amino]-2-[(4-methyl-2-oxo-2H-chromen-7-yl)amino]pentanoyl}amino)-1-oxo-3-phenylpropan-2-yl]carbamate
• Carbobenzoxy-L-phenylalanyl-L-arginine-4-methylcoumaryl-7-amide
• N-[(Phenylmethoxy)carbonyl]-L-phenylalanyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-L-argininamide

Z-Phe-arg-amc hcl

CAS: 65147-22-0

Formula: C₃₃H₃₆N₆O₆

Purity: 98%

Molecular weight: 612.6755

Ref: IN-DA00IBGN

N-CBZ-Phe-Arg-AMC

CAS: 65147-22-0

Z-FR-AMC substrate for serine proteases; cathepsins, kallikrein, plasmin. Substrate: 330/390 nm; Product: 342/441 nm.

Formula: C₃₃H₃₆N₆O₆

Purity: 98%

Color and Shape: White To Off-White Powder

Molecular weight: 612.68

Ref: TM-TP1013

Z-Phe-Arg-AMC·HCl

CAS: 65147-22-0

Z-Phe-Arg-AMC·HCl is a fluorescent substrate for proteolytic enzymes. It has been shown to be a potent inhibitor of human immunoglobulin (Ig) secretion and protein synthesis in proximal tubules of the kidney, but this inhibition is not seen in the presence of other proteases. Z-Phe-Arg-AMC·HCl also inhibits the activity of soybean trypsin and hemolytic activity. This compound also has an optimum pH of 7.5 and is characterized by intermolecular hydrogen bonding as well as hydroxyl group interactions with enzyme active sites.

Formula: C₃₃H₃₆N₆O₆·HCl

Purity: Min. 95%

Molecular weight: 649.14 g/mol

Ref: 3D-FP47305

Z-Phenylalanylarginine 7-Amido-4-Methylcoumarin Hydrochloride Salt extrapure, 99%

CAS: 65147-22-0

Formula: C₃₃H₃₆N₆O₆·HCl

Molecular weight: 649.15

Ref: SR-89311

Z-Phe-Arg-AMC

CAS: 65147-22-0

sold as the HCl salt

Formula: C₃₃H₃₆N₆O₆

Purity: Min. 95%

Molecular weight: 612.68 g/mol

Ref: 3D-MFR-3095-V