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104043

Sigma-Aldrich

N-Phenyl-1-naphthylamine

reagent grade, 98%

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Synonym(s):
1-(N-phenylamino)naphthalene, N-(1-Naphthyl)aniline, NPN
Linear Formula:
C10H7NHC6H5
CAS Number:
90-30-2
Molecular Weight:
219.28
Beilstein:
2211174
EC Number:
201-983-0
MDL number:
MFCD00003878
PubChem Substance ID:
57646802
NACRES:
NA.22

grade

reagent grade

Quality Level

100

Assay

98%

form

solid

bp

226 °C/15 mmHg (lit.)

mp

60-62 °C (lit.)

λmax

252 nm

SMILES string

N(c1ccccc1)c2cccc3ccccc23

InChI

1S/C16H13N/c1-2-9-14(10-3-1)17-16-12-6-8-13-7-4-5-11-15(13)16/h1-12,17H

InChI key

XQVWYOYUZDUNRW-UHFFFAOYSA-N

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Application

N-Phenyl-1-naphthylamine can be used as fluorescent probe for the determination of critical micelle concentration of surfactants. N-Phenyl-1-naphthylamine was used in a method for determination of the concentration of organolithium and organomagnesium reagents. N-Phenyl-1-naphthylamine was used as hydrophobic probe to study the phase transitions of membrane lipids in whole cells .

Biochem/physiol Actions

N-Phenyl-1-naphthylamine turns fluorescent after binding to hydrophobic regions of cell membranes.

Signal Word

Warning

Hazard Statements

H302 - H317 - H373 - H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1B - STOT RE 2

Target Organs

Blood

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Xiaoyan Ning et al.
International journal of molecular sciences, 19(2) (2018-02-01)
Glucose oxidase (GOD, EC.1.1.3.4) specifically catalyzes the reaction of β-d-glucose to gluconic acid and hydrogen peroxide in the presence of oxygen, which has become widely used in the food industry, gluconic acid production and the feed industry. However, the poor
Peter Richter et al.
Antibiotics (Basel, Switzerland), 8(4) (2019-09-25)
Colistin (polymyxin E) is a membrane-destabilizing antibiotic used against Gram-negative bacteria. We have recently reported that the outer membrane prevents the uptake of antibacterial chlorophyllin into Gram-negative cells. In this study, we used sub-toxic concentrations of colistin to weaken this
G M Halliday et al.
Journal of immunological methods, 28(3-4), 381-390 (1979-01-01)
N-phenyl-1-naphthylamine (NPN) becomes fluorescent after binding to hydrophobic regions of cell membranes. Rat and mouse lymphoid cell suspensions stained with NPN showed changes in fluorescence emission 30 min after stimulation with mitogen or antigen, detected by microfluorimetry. Incubation of NPN-labelled
Determination of the critical micelle concentration of surfactants using the fluorescent probe N-phenyl-1-naphthylamine.
Bergbreiter DE and Pendergrass E.
The Journal of Organic Chemistry, 46(1), 219-220 (1981)
Claudio Muheim et al.
Scientific reports, 7(1), 17629-17629 (2017-12-17)
The outer membrane of gram-negative bacteria is a permeability barrier that prevents the efficient uptake of molecules with large scaffolds. As a consequence, a number of antibiotic classes are ineffective against gram-negative strains. Herein we carried out a high throughput
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