218898
5-(Dimethylamino)-1-naphthalenesulfonamide
99%
Synonym(s):
DNSA, Dansyl amide
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About This Item
Linear Formula:
(CH3)2NC10H6SO2NH2
CAS Number:
Molecular Weight:
250.32
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
215-854-1
Beilstein/REAXYS Number:
2217203
MDL number:
Assay:
99%
InChI key
TYNBFJJKZPTRKS-UHFFFAOYSA-N
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)
SMILES string
CN(C)c1cccc2c(cccc12)S(N)(=O)=O
assay
99%
mp
218-221 °C (lit.)
fluorescence
λex 280 nm; λem 470 nm (bound to carbon anhydrase), λem 580 in ethanol
functional group
amine
Quality Level
Related Categories
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
Jiangxiao Sun et al.
Analytical chemistry, 79(2), 416-425 (2007-01-16)
The interaction between the bovine pancrease trypsin (Tryp) and its competitive inhibitor benzamidine (1), in solution and the gas phase, is investigated using nanoflow electrospray ionization (nanoES) and Fourier transform ion cyclotron resonance mass spectrometry. In a recent study (Clark
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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