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Merck
CN

B4750

Nα-Benzoyl-DL-arginine β-naphthylamide hydrochloride

trypsin substrate

Synonym(s):

BANA, Nα-Benzoyl-DL-arginine-2-naphthylamide hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C23H25N5O2 · HCl
CAS Number:
913-04-2
Molecular Weight:
439.94
UNSPSC Code:
12352204
NACRES:
NA.32
PubChem Substance ID:
24891699
EC Number:
213-015-4
Beilstein/REAXYS Number:
3823291
MDL number:
MFCD00038940

Key Documents

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InChI key

BNGRKDJZQIGWQF-UHFFFAOYSA-N

InChI

1S/C23H25N5O2.ClH/c24-23(25)26-14-6-11-20(28-21(29)17-8-2-1-3-9-17)22(30)27-19-13-12-16-7-4-5-10-18(16)15-19;/h1-5,7-10,12-13,15,20H,6,11,14H2,(H,27,30)(H,28,29)(H4,24,25,26);1H

SMILES string

Cl[H].NC(=N)NCCCC(NC(=O)c1ccccc1)C(=O)Nc2ccc3ccccc3c2

assay

≥98% (TLC)

form

powder

solubility

DMF: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

2-8°C

Quality Level

200

General description

A chromogenic substrate for trypsin.

Application

Nα-Benzoyl-DL-arginine β-naphthylamide hydrochloride has been used as a substrate in the BANA test to evaluate the inhibitory activity of stefin. It has also been used as a substrate for the determination of Ki values of inhibitors toward trypsin.

Biochem/physiol Actions

Nα-Benzoyl-DL-arginine β-naphthylamide hydrochloride (BANA) helps to determine the activities of cathepsin B and papain. BANA test is also useful in identifying the number of periodontal sites with periodontal pathogens. Presence of volatile sulfur compounds (VSCs), synthesized by oral bacteria in dental plaque or tongue coating can be colorimetrically confirmed by their ability to hydrolyze N-benzoyl-DL-arginine-2-naphthylamide.

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7919
BCCG8291
BCBV2810
BCBQ3752V
BCBJ7198V

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Biochemical and biological properties of leukocyte intracellular inhibitors of proteinases
Macrophages and Lymphocytes, 15(1), 75-83 (1980)
Erich Loza Telleria et al.
PloS one, 5(5), e10697-e10697 (2010-05-27)
Midgut enzymatic activity is one of the obstacles that Leishmania must surpass to succeed in establishing infection. Trypsins are abundant digestive enzymes in most insects. We have previously described two trypsin cDNAs of L. longipalpis: one (Lltryp1) with a bloodmeal
Mervyn Sydney Turton et al.
Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals, 22(8), 740-746 (2017-06-01)
Although the association between periodontal disease (PD) and adverse pregnancy outcomes has gained recognition amongst antenatal healthcare workers, not much has changed in practice to address it. This prospective study tested the hypothesis that BANA (N-benzoyl-DL-arginine-2-naphthylamide), a diagnostic test for
Kunitz-type protease inhibitors group B from Solanum palustre
Speransky A S, et al.
Biotechnology Journal, 2(11), 1417-1424 (2007)
Ravinder Kaur et al.
Bioorganic chemistry, 104, 104174-104174 (2020-09-16)
Cathepsins have emerged as important targets in various tissues degenerative disorders due to their involvement in degradation of extracellular matrices and endogenous protein turnover. Elevated cathepsins levels vis-à-vis decreased concentration of endogenous inhibitors has been reported at different diseased sites.
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Product Information Sheet - B4750

Product Information Sheet

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