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218898

Sigma-Aldrich

5-(Dimethylamino)-1-naphthalenesulfonamide

99%

Synonyme(s) :

DNSA, Dansyl amide

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About This Item

Formule linéaire :
(CH3)2NC10H6SO2NH2
Numéro CAS:
1431-39-6
Poids moléculaire :
250.32
Numéro Beilstein :
2217203
Numéro CE :
215-854-1
Numéro MDL:
MFCD00004000
Code UNSPSC :
12352100
ID de substance PubChem :
24853099
Nomenclature NACRES :
NA.22

Pureté

99%

Pf

218-221 °C (lit.)

Fluorescence

λex 280 nm; λem 470 nm (bound to carbon anhydrase)
λem 580 in ethanol

Chaîne SMILES 

CN(C)c1cccc2c(cccc12)S(N)(=O)=O

InChI

1S/C12H14N2O2S/c1-14(2)11-7-3-6-10-9(11)5-4-8-12(10)17(13,15)16/h3-8H,1-2H3,(H2,13,15,16)

Clé InChI

TYNBFJJKZPTRKS-UHFFFAOYSA-N

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Application

5-(Dimethylamino)-1-naphthalenesulfonamide (DNSA) was used as starting reagent in the synthesis of 2,6-disubstituted pyridines, 6-substituted 2,2′-bipyridines and 6,6′-disubstituted 2,2′-bipyridines. It was also used as fluorescent probe in the determination of concentration of human carbonic anhydrase II-DNSA in solutions.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Sigma-Aldrich

C2624

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A Jain et al.
Journal of medicinal chemistry, 37(13), 2100-2105 (1994-06-24)
This paper describes inhibitors for human carbonic anhydrase II (HCAII, EC 4.2.1.1) that bind with nanomolar dissociation constants. These inhibitors were developed by exploiting interactions with hydrophobic "patches" in the lip of the active site of this enzyme. These patches
Raymond Ziessel et al.
Organic letters, 5(14), 2397-2400 (2003-07-05)
[structure: see text] 2,6-Disubstituted pyridines, 6-substituted 2,2'-bipyridines, and 6,6'-disubstituted 2,2'-bipyridines are readily prepared under mild conditions from 5-(dimethylamino)-1-naphthalenesulfonamide chloride (DANS-Cl) and chloromethyl-nitronyl nitroxide (CH(2)Cl-NIT) starting materials and adequately functionalized building blocks. The syntheses of the pyridine molecules bearing two radicals
Harmen P Dijkstra et al.
Organic & biomolecular chemistry, 6(3), 523-531 (2008-01-26)
Reactive phosphonates are important probes to target the active site of serine hydrolases, one of the largest and most diverse family of enzymes. Developing such inhibitory probes is of special importance in activity based protein profiling, a strategy that is
P Billsten et al.
FEBS letters, 402(1), 67-72 (1997-01-27)
Human carbonic anhydrase II pseudo-wild type (HCAIIpwt) and two truncated variants were adsorbed to approximately 9 nm silica nanoparticles. Ellipsometry was used as an indirect measure of protein adsorption. The structural changes of adsorbed proteins were investigated with the use
Ereny F Morcos et al.
Electrophoresis, 31(22), 3691-3695 (2010-10-26)
Back-scattering interferometry (BSI) is a label-free, free-solution, small-volume technique used for characterizing binding interactions, which is also relevant to a growing number of biosensing applications including drug discovery. Here, we use BSI to characterize the interaction of carbonic anhydrase enzyme
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