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B4750

Sigma-Aldrich

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
Beilstein:
3823291
EC Number:
213-015-4
MDL number:
MFCD00038940
UNSPSC Code:
12352204
PubChem Substance ID:
24891699
NACRES:
NA.32

Assay

≥98% (TLC)

form

powder

solubility

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

storage temp.

2-8°C

SMILES string

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

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

InChI key

BNGRKDJZQIGWQF-UHFFFAOYSA-N

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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.

Substrates

A chromogenic substrate for trypsin.

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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Biochemical and biological properties of leukocyte intracellular inhibitors of proteinases
Macrophages and Lymphocytes, 15(1), 75-83 (1980)
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.
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)
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