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B7632

Sigma-Aldrich

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

protease substrate

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Synonym(s):
N-Benzoyl-L-phenylalanyl-L-valyl-L-arginine-4-nitroanilide hydrochloride
Empirical Formula (Hill Notation):
C33H40N8O6 · HCl
CAS Number:
Molecular Weight:
681.18
Beilstein/REAXYS Number:
3027332
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

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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Show Differences

1 of 4

This Item
B3279B2133B4875
solubility

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

solubility

acetone: water (1:1): 40.00-51.00 mg/mL, clear, colorless to yellow

solubility

methanol: 25 mg/mL

solubility

DMSO: 50 mg/mL (colorless to dark green-yellow to dark brown-yellow)

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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P C Ring et al.
Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology, 30(8), 1085-1096 (2000-08-10)
Fel d 1, an important allergen from domestic cats, is a significant cause of asthma. In addition to directly promoting IgE synthesis, other biological activities of allergens may contribute to either allergic sensitization or the magnitude of allergic effector responses.
I J Mackie et al.
Thrombosis research, 28(4), 499-507 (1982-11-15)
The Factor VIII content of Factor IX concentrates was investigated by agarose gel electrophoresis which removed the interfering effects of stabilisers and proteolytic enzyme inhibitors. Factor VIII coagulant activity (FVIII C) as measured by clotting and amidolytic methods correlated well
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)
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
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)

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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