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104043

Sigma-Aldrich

N-Phenyl-1-naphthylamine

reagent grade, 98%

Synonym(s):

1-(N-phenylamino)naphthalene, N-(1-Naphthyl)aniline, NPN

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About This Item

Linear Formula:
C10H7NHC6H5
CAS Number:
90-30-2
Molecular Weight:
219.28
Beilstein/REAXYS Number:
2211174
EC Number:
201-983-0
MDL number:
MFCD00003878
UNSPSC Code:
12352100
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.

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Warning

Hazard Classifications

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

target_organs

Blood

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000237396
MKCV0353
0000286359
0000237396
MKCS8611

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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)
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
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
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
Daniel Pletzer et al.
PLoS pathogens, 14(6), e1007084-e1007084 (2018-06-22)
With the antibiotic development pipeline running dry, many fear that we might soon run out of treatment options. High-density infections are particularly difficult to treat due to their adaptive multidrug-resistance and currently there are no therapies that adequately address this
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