Z-Val-Gly-Arg-pNA acetate salt
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Z-Val-Gly-Arg-pNA acetate salt

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Z-Val-Gly-Arg-pNA is a colorimetric substrate for urokinase.

Category
Others
Catalog number
BAT-010823
CAS number
86170-43-6
Molecular Formula
C29H40N8O9
Molecular Weight
644.68
Z-Val-Gly-Arg-pNA acetate salt
Size Price Stock Quantity
10 mg $299 In stock
100 mg $629 In stock
IUPAC Name
acetic acid;benzyl N-[(2S)-1-[[2-[[(2S)-5-(diaminomethylideneamino)-1-(4-nitroanilino)-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-3-methyl-1-oxobutan-2-yl]carbamate
Synonyms
L-Argininamide, N-[(phenylmethoxy)carbonyl]-L-valylglycyl-N-(4-nitrophenyl)-, monoacetate; Carbobenzoxy-valyl-glycyl-arginine-p-nitroanilide acetate; Chromozym TRY acetate; Z-Val-Gly-Arg p-nitroanilide acetate salt; N-[(Phenylmethoxy)carbonyl]-L-valylglycyl-N-(4-nitrophenyl)-L-argininamide acetate salt; Cbz-Val-Gly-Arg-pNA acetate salt; Benzyl ((S)-1-((2-(((S)-5-guanidino-1-((4-nitrophenyl)amino)-1-oxopentan-2-yl)amino)-2-oxoethyl)amino)-3-methyl-1-oxobutan-2-yl)carbamate acetate salt
Related CAS
78333-16-1 (free base) 72536-86-8 (Deleted CAS) 78333-17-2 (Deleted CAS)
Purity
95%
Sequence
Cbz-Val-Gly-Arg-pNA.CH3CO2H
Storage
Store at -20°C
InChI
InChI=1S/C27H36N8O7.C2H4O2/c1-17(2)23(34-27(39)42-16-18-7-4-3-5-8-18)25(38)31-15-22(36)33-21(9-6-14-30-26(28)29)24(37)32-19-10-12-20(13-11-19)35(40)41;1-2(3)4/h3-5,7-8,10-13,17,21,23H,6,9,14-16H2,1-2H3,(H,31,38)(H,32,37)(H,33,36)(H,34,39)(H4,28,29,30);1H3,(H,3,4)/t21-,23-;/m0./s1
InChI Key
OOVPFYDKQBSPHP-IUQUCOCYSA-N
Canonical SMILES
CC(C)C(C(=O)NCC(=O)NC(CCCN=C(N)N)C(=O)NC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OCC2=CC=CC=C2.CC(=O)O
1.Studies on the anticoagulant, antimetastatic and heparin-binding properties of ghilanten-related inhibitors.
Brankamp RG1, Manley GG, Blankenship DT, Bowlin TL, Cardin AD. Blood Coagul Fibrinolysis. 1991 Feb;2(1):161-6.
The purpose of this study was to investigate the structure-activity relationships of ghilanten, an anticoagulant-antimetastatic protein of the South American leech Haementeria ghilianii. Five sequence-related variants of ghilanten, termed P1-P5, were purified and were shown to potently block the active-site hydrolysis of methoxycarbonyl-D-cyclohexylglycyl-glycyl-arginine-p-nitroanilide acetate by the human blood coagulation enzyme factor Xa; inhibition was rapid and stoichiometric. The amino acid sequence of P5 revealed a consensus sequence for heparin-binding at the carboxy-terminus. A synthetic peptide homologous to this region (93P-N-G-L-K-R-D-K-L-G-C-E-Y-C-E-C-R-P-K-R-K-L-I-P-R-L-S119) bound 125I-labelled heparin maximally at physiological pH and salt concentration. When administered intravenously to mice, the peptide suppressed lung metastases although less potentially than whole ghilanten. These findings suggest that the carboxy-terminal heparin-binding region may play a role in the antimetastatic action of the inhibitor.
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