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B7632

Sigma-Aldrich

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
Beilstein:
3027332
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

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

Assay

≥98% (TLC)

form

powder

solubility

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

storage temp.

−20°C

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

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

InChI key

PYVSMZDQQUZGPF-JAQKLANPSA-N

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General description

N-Benzoyl-Phe-Val-Arg-p-nitroanilide is a chromogenic protease substrate.

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Substrates

A substrate for trypsin, thrombin and reptilase.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Weon-Kyoo You et al.
FEBS letters, 571(1-3), 67-73 (2004-07-29)
A thrombin-like enzyme of Bothrops atrox moojeni venom, batroxobin, specifically cleaves fibrinogen alpha chain, resulting in the formation of non-crosslinked fibrin clots. The cDNA encoding batroxobin was cloned, expressed in Pichia pastoris and the molecular function of purified recombinant protein
[Clinical evaluation of prothrombin assay using chromogenic peptide substrates (author's transl)].
Y Akiyama et al.
Rinsho byori. The Japanese journal of clinical pathology, 28(11), 1131-1135 (1980-11-01)
Milton Erthal et al.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology, 152(1), 54-59 (2008-10-14)
The production of enzymes and the colonization of leaves by Leucoagaricus gongylophorus were investigated to further understand the digestive interactions of leaf-cutting ant colonies. The enzymes detected were indicative of a saprophytic origin of this fungus, producing all the enzymes
S Rosén
Hamostaseologie, 25(3), 259-266 (2005-08-23)
Chromogenic peptide substrates were developed more than 30 years ago. Although the use of chromogenic substrate methods in coagulation and fibrinolysis diagnostics was not as rapidly implemented as initially believed, they are now well established for several analytes such as
Substrates for determination of trypsin, thrombin and thrombin-like enzymes.
L Svendsen et al.
Folia haematologica (Leipzig, Germany : 1928), 98(4), 446-454 (1972-01-01)

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.

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