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N8883

Sigma-Aldrich

6-Nitro-3-(phenylacetamido)benzoic acid

≥98%

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About This Item

Empirical Formula (Hill Notation):
C15H12N2O5
CAS Number:
52033-70-2
Molecular Weight:
300.27
MDL number:
MFCD00043603
UNSPSC Code:
12352204
PubChem Substance ID:
24897865
NACRES:
NA.32

Quality Level

200

assay

≥98%

form

powder

solubility

ethanol: 9.80-10.20 mg/mL, clear, faintly yellow to yellow

storage temp.

2-8°C

SMILES string

OC(=O)c1cc(NC(=O)Cc2ccccc2)ccc1[N+]([O-])=O

InChI

1S/C15H12N2O5/c18-14(8-10-4-2-1-3-5-10)16-11-6-7-13(17(21)22)12(9-11)15(19)20/h1-7,9H,8H2,(H,16,18)(H,19,20)

InChI key

QHVQEQRGDKOHHC-UHFFFAOYSA-N

General description

6-Nitro-3-(phenylacetamido)benzoic acid is a chromogenic analog of penicillin.

Substrates

Substrate for penicillin amidase.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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I Miesiac et al.
Journal of chemical technology and biotechnology (Oxford, Oxfordshire : 1986), 55(1), 1-8 (1992-01-01)
The effects of various commercial and model surfactants of different structure and hydrophilicity were studied on water-in-oil (w/o) emulsion stability, potassium cation leakage and permeation of 6-nitro-3-phenylacetamide benzoic acid in a model system using Penicillin acylase (EC 3.5.1.11) immobilized in
Preparation and general properties of crystalline penicillin acylase from Escherichia coli ATCC 11 105.
C Kutzbach et al.
Hoppe-Seyler's Zeitschrift fur physiologische Chemie, 355(1), 45-53 (1974-01-01)
Q J Zhang et al.
Analytical biochemistry, 156(2), 413-416 (1986-08-01)
A simple, rapid assay for screening penicillin G acylase-producing bacteria is presented. The method is based on the formation of yellow 2-nitro-5-aminobenzoic acid by penicillin G acylase acting on 2-nitro-5-phenylacetaminobenzoic acid (NIPAB). NIPAB test paper is briefly applied to bacterial
Davide A Cecchini et al.
BMC biotechnology, 7, 54-54 (2007-09-12)
Immobilized Penicillin G Acylase (PGA) derivatives are biocatalysts that are industrially used for the hydrolysis of Penicillin G by fermentation and for the kinetically controlled synthesis of semi-synthetic beta-lactam antibiotics. One of the most used supports for immobilization is glyoxyl-activated
Direct spectrophotometric measurement of enzyme activity in heterogeneous systems with insoluble substrate or immobilized enzyme.
B Galunsky et al.
Analytical biochemistry, 221(1), 213-214 (1994-08-15)
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