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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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Marie-Hélène Weech et al.
Journal of experimental botany, 59(9), 2437-2448 (2008-05-20)
Arabidopsis thaliana (L.) Heynh. genotypes limited in their ability to mount either octadecanoid-dependent induced resistance (IR(-)) or systemic acquired resistance (SAR(-)) were used to characterize the roles of these pathways in plant-herbivore interactions. Molecular and biochemical markers of IR were
Thomas E Rams et al.
Journal of periodontology, 88(10), 1042-1050 (2017-05-19)
The validity of using pretreatment Periodontal Screening and Recording (PSR) index sextant scores to estimate periodontal access surgery needs is evaluated in patients with chronic periodontitis before and after completion of non-surgical periodontal therapy. In 110 adults, pretreatment probing data
Neera Raghav et al.
Bioorganic chemistry, 75, 38-49 (2017-09-16)
Cathepsins have emerged as promising molecular targets in a number of diseases such as Alzeimer's, inflammation and cancer. Elevated cathepsin's levels and decreased cellular inhibitor concentrations have emphasized the search for novel inhibitors of cathepsins. The present work is focused
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
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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