CAS 108318-36-1

benzyloxycarbonyltyrosyl-lysyl-arginine-4-nitroanilide

Description:

Benzyloxycarbonyltyrosyl-lysyl-arginine-4-nitroanilide, commonly referred to as Z-Tyr-Lys-Arg-4-NA, is a synthetic peptide substrate primarily used in biochemical research, particularly in studies involving proteolytic enzymes. This compound features a benzyloxycarbonyl (Z) protecting group on the tyrosine residue, which enhances its stability and solubility. The peptide sequence includes lysine and arginine, both of which are basic amino acids, contributing to the overall positive charge of the molecule at physiological pH. The presence of the 4-nitroanilide moiety serves as a chromogenic group, allowing for the quantification of enzymatic activity through colorimetric assays. This compound is typically utilized in assays to measure the activity of serine proteases and other enzymes that cleave peptide bonds. Its structural characteristics, including the specific amino acid sequence and functional groups, make it a valuable tool in the study of enzyme kinetics and mechanisms. As with many synthetic peptides, it is important to handle this compound with care, following appropriate safety protocols in a laboratory setting.

Formula: C₃₅H₄₅N₉O₈

InChI: InChI=1/C35H45N9O8/c36-19-5-4-9-29(32(47)43-31(46)28(10-6-20-39-34(37)38)40-25-13-15-26(16-14-25)44(50)51)41-33(48)30(21-23-11-17-27(45)18-12-23)42-35(49)52-22-24-7-2-1-3-8-24/h1-3,7-8,11-18,28-30,40,45H,4-6,9-10,19-22,36H2,(H,41,48)(H,42,49)(H4,37,38,39)(H,43,46,47)/t28-,29-,30-/m0/s1

SMILES: c1ccc(cc1)COC(=N[C@@H](Cc1ccc(cc1)O)C(=N[C@@H](CCCCN)C(=O)N=C([C@H](CCCNC(=N)N)Nc1ccc(cc1)N(=O)=O)O)O)O

Synonyms:

• Cbz-tyr-lys-arg-NH-Ph
• N-[(benzyloxy)carbonyl]-L-tyrosyl-N-{(2S)-5-[(diaminomethylidene)amino]-2-[(4-nitrophenyl)amino]pentanoyl}-L-lysinamide
• Benzyloxycarbonyltyrosyl-lysyl-arginine-4-nitroanilide
• L-Argininamide, N-[(phenylmethoxy)carbonyl]-L-tyrosyl-L-lysyl-N-(4-nitrophenyl)- (9CI)

Z-Tyr-Lys-Arg-pNA · 2 TFA

CAS: 108318-36-1

The chromogenic substrate Z-YKR-pNA is cleaved by proteinase yscF, now known as the Kex2 endoprotease kexin, a membrane-bound yeast enzyme responsible for processing of the α-factor precursor protein.

Formula: C₃₅H₄₅N₉O₈·2C₂HF₃O₂

Purity: 99.1%

Color and Shape: White Lyophilisate

Molecular weight: 947.85

Ref: 01-4005988

Z-Tyr-Lys-Arg-pNA·2 TFA

CAS: 108318-36-1

Z-Tyr-Lys-Arg-pNA·2 TFA is a potent inhibitor of proteases. It has been shown to be an efficient inhibitor of the major yeast protease, proteinase A, and other enzymes that are used for the industrial production of peptides. Z-Tyr-Lys-Arg-pNA·2 TFA is a synthetic peptide with a molecular mass of 5,836 Da and an optimum pH of 7.5. This peptide is synthesized by the chemical reaction between butoxycarbonyl (Boc) Lys(Z)-Tyr(N)-Arg(R)-pNA and 2 equivalents of trifluoroacetic acid (TFA). The synthesis takes place in a homogenous solution in dichloromethane at room temperature in the presence of triethylamine as base. Filtration through a 0.22 μm filter removes any insoluble impurities from the solution.

Formula: C₃₅H₄₅N₉O₈·2C₂HF₃O₂

Purity: Min. 95%

Molecular weight: 947.83 g/mol

Ref: 3D-FT110723