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Key Documents

N8883

Sigma-Aldrich

6-Nitro-3-(phenylacetamido)benzoic acid

≥98%

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About This Item

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

Quality Level

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

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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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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