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B7632

Sigma-Aldrich

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

protease substrate

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:
54799-93-8
Molecular Weight:
681.18
Beilstein:
3027332
MDL number:
MFCD00038397
UNSPSC Code:
12352204
PubChem Substance ID:
24892011
NACRES:
NA.32

Quality Level

200

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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Inhibition of human coagulation factor Xa by thrombin substrates.
C L Orthner et al.
Thrombosis research, 23(6), 533-539 (1981-09-15)
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)
Synthesis of Bz-Phe(p-No2)-Val-Arg-pNA-and its specificity to thrombin-like enzymes: similarity of a commercial product S-2160 to the nitrated compound.
K Takada et al.
Thrombosis research, 20(5-6), 533-572 (1980-12-01)
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)
Y Komori et al.
Biochimica et biophysica acta, 829(1), 127-130 (1985-05-20)
Hemorrhagic proteinase, HTb, isolated from Crotalus atrox (western diamondback rattlesnake) venom was studied for its specificity. HTb showed fibrinogenase activity, hydrolyzing the A alpha chain of fibrinogen first, followed by the cleavage of the B beta chain. HTb is different
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Protocols

Thrombin from Bovine Plasma

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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