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A7512

Sigma-Aldrich

N-Acetyl-DL-phenylalanine β-naphthyl ester

≥98% (TLC), suitable for ligand binding assays

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About This Item

Empirical Formula (Hill Notation):
C21H19NO3
CAS Number:
20874-31-1
Molecular Weight:
333.38
MDL number:
MFCD00037746
UNSPSC Code:
12352209
PubChem Substance ID:
24891248
NACRES:
NA.26

product name

N-Acetyl-DL-phenylalanine β-naphthyl ester,

Assay

≥98% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white

storage temp.

2-8°C

SMILES string

CC(=O)NC(Cc1ccccc1)C(=O)Oc2ccc3ccccc3c2

InChI

1S/C21H19NO3/c1-15(23)22-20(13-16-7-3-2-4-8-16)21(24)25-19-12-11-17-9-5-6-10-18(17)14-19/h2-12,14,20H,13H2,1H3,(H,22,23)

InChI key

BBXRRTJNJCPGBU-UHFFFAOYSA-N

Related Categories

Biochem/physiol Actions

N-Acetyl-DL-phenylalanine β-naphthyl ester (NAPBNE), a chromogenic substrate, is used to identify, differentiate and characterize serine protease(s) and peptidase(s).

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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M A Jongsma et al.
Analytical biochemistry, 212(1), 79-84 (1993-07-01)
An improved, time efficient, visual assay for quantitative determination of proteinase inhibitor activity in protein extracts is reported. Proteinase inhibitor activity of mammalian, bacterial, and fungal serine proteinases can be quantified. The method relies on radial diffusion of proteinase inhibitor
P Collin-Osdoby et al.
Molecular & general genetics : MGG, 243(6), 674-680 (1994-06-15)
Mutations at the apeA locus in Salmonella typhimurium lead to loss of a soluble enzyme ("protease I") that hydrolyzes the chromogenic endoprotease substrate N-acetyl phenylalanine beta-naphthyl ester. We have isolated pseudorevertants of S. typhimurium apeA mutations that have regained the
H Y Darani et al.
Parasitology, 115 ( Pt 3), 237-247 (1997-09-23)
A cationic Schistosoma mansoni cercarial antigen was shown to be a serine protease as it was capable of hydrolysing N-acetyl-DL-phenylalanine beta-naphthyl ester (NAPBNE) after precipitation by immunoelectrophoresis, and this reaction was modulated by the serine protease inhibitors phenylmethanesulfonyl fluoride (PMSF)
K Havemann et al.
Klinische Wochenschrift, 61(1), 49-56 (1983-01-03)
Two cytochemical methods for detection of granulocytic elastase and chymotrypsin employing alanine and phenylalanine naphthyl esters were developed. Specificity of reaction with the ester substrates was proven by chloromethyl ketone inhibitors. The results of both staining methods were almost identical
Miri Aharon et al.
Journal of interferon & cytokine research : the official journal of the International Society for Interferon and Cytokine Research, 22(8), 847-852 (2002-10-25)
This study investigates the possible involvement of serine proteases in interferon-gamma (IFN-gamma) activity on WISH cells. It was observed that inhibition of (3)H-thymidine incorporation induced by IFN-gamma was abrogated by the serine protease inhibitors Nalpha-tosyl-L-lysyl-chloromethane and soybean trypsin inhibitor, both
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