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Merck
CN

B7632

N-Benzoyl-Phe-Val-Arg-p-nitroanilide hydrochloride

chromogenic, protease substrate, ≥98% (TLC), powder

Synonym(s):

N-Benzoyl-L-phenylalanyl-L-valyl-L-arginine-4-nitroanilide hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C33H40N8O6 · HCl
CAS Number:
Molecular Weight:
681.18
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352204
MDL number:
Beilstein/REAXYS Number:
3027332
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Product Name

N-Benzoyl-Phe-Val-Arg-p-nitroanilide hydrochloride, protease substrate

InChI

1S/C33H40N8O6.ClH/c1-21(2)28(40-31(44)27(20-22-10-5-3-6-11-22)39-29(42)23-12-7-4-8-13-23)32(45)38-26(14-9-19-36-33(34)35)30(43)37-24-15-17-25(18-16-24)41(46)47;/h3-8,10-13,15-18,21,26-28H,9,14,19-20H2,1-2H3,(H,37,43)(H,38,45)(H,39,42)(H,40,44)(H4,34,35,36);1H/t26-,27-,28-;/m0./s1

SMILES string

Cl.CC(C)[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)c2ccccc2)C(=O)N[C@@H](CCCNC(N)=N)C(=O)Nc3ccc(cc3)[N+]([O-])=O

InChI key

PYVSMZDQQUZGPF-JAQKLANPSA-N

assay

≥98% (TLC)

form

powder

solubility

methanol: 20 mg/mL, clear, colorless to light yellow

storage temp.

−20°C

Quality Level

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Application

  • N

  • -Benzoyl-Phe-Val-Arg-p-nitroanilide hydrochloride has been used: as a substrate: for trypsin-like enzyme in the soluble and particulate fractions of the hyphae
  • for the thrombin, recombinant and native batroxobin from snake venom
  • for fibrinolytic enzyme aprE2 in amidolytic activity assay

General description

A substrate for trypsin, thrombin and reptilase.
N-Benzoyl-Phe-Val-Arg-p-nitroanilide is a chromogenic protease substrate.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Seon-Ju Jeong et al.
Journal of microbiology and biotechnology, 24(7), 969-978 (2014-04-20)
The aprE2 gene with its prosequence from Bacillus subtilis CH3-5 was overexpressed in Escherichia coli BL21(DE3) by using plasmid pET26b(+). After IPTG induction, active and mature AprE2 was produced when cells were grown at 20°C, whereas inactive and insoluble enzyme
Heparin and protease inhibition. II. The role of heparin in the ATIII inactivation of thrombin, plasmin, and trypsin.
G F Smith et al.
Thrombosis research, 22(1-2), 115-133 (1981-04-01)
Hydrolysis of N-alpha-benzoyl-L-phenylalanyl-L-valyl-L-arginine-p-nitroanilide by human alpha thrombin in the presence of heparin.
M J Griffith et al.
Thrombosis research, 17(1-2), 83-90 (1980-01-01)
Methodological considerations on antithrombin determination.
U Abildgaard
Acta chirurgica Scandinavica. Supplementum, 509, 97-99 (1982-01-01)
Inhibition of human coagulation factor Xa by thrombin substrates.
C L Orthner et al.
Thrombosis research, 23(6), 533-539 (1981-09-15)

Protocols

Thrombin is an endolytic serine protease that selectively cleaves the Arg–Gly bonds of fibrinogen to form fibrin and release fibrinopeptides A and B.

凝血酶是一种内溶性丝氨酸蛋白酶,可选择性裂解纤维蛋白原的精氨酸-甘氨酸键,从而形成纤维蛋白并释放纤维蛋白肽A和B。

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