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218898

Sigma-Aldrich

5-(Dimethylamino)-1-naphthalenesulfonamide

99%

Synonym(s):

DNSA, Dansyl amide

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About This Item

Linear Formula:
(CH3)2NC10H6SO2NH2
CAS Number:
1431-39-6
Molecular Weight:
250.32
Beilstein:
2217203
EC Number:
215-854-1
MDL number:
MFCD00004000
UNSPSC Code:
12352100
PubChem Substance ID:
24853099
NACRES:
NA.22

Assay

99%

mp

218-221 °C (lit.)

fluorescence

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

SMILES string

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)

InChI key

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.

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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Carbonic Anhydrase from bovine erythrocytes ≥95% (SDS-PAGE), specific activity ≥3,500 W-A units/mg protein, lyophilized powder

Sigma-Aldrich

C2624

Carbonic Anhydrase from bovine erythrocytes

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
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
K Yamasaki et al.
Biochimica et biophysica acta, 1432(2), 313-323 (1999-07-17)
The relationship between the two principal ligand binding sites, sites I and II, on human serum albumin (HSA) was quantitatively and qualitatively examined by equilibrium dialysis and fluorescence spectroscopy. Among the three subsite markers to site I, only the binding
Konstantinos Kavallieratos et al.
Journal of the American Chemical Society, 127(18), 6514-6515 (2005-05-05)
The (bis)dansylated sulfonamide 1,2-C6H4(NHSO2C10H6-5-N(CH3)2)2 (1) extracted Pb(II) selectively from water into 1,2-dichloroethane via an ion-exchange mechanism and showed fluorescence quenching upon Pb(II) extraction. The distribution ratios for metal extraction (determined by ICP-MS) for Pb(II) were 133-1410 times higher than those
Yasmina S N Day et al.
Protein science : a publication of the Protein Society, 11(5), 1017-1025 (2002-04-23)
The binding interactions of small molecules with carbonic anhydrase II were used as model systems to compare the reaction constants determined from surface- and solution-based biophysical methods. Interaction data were collected for two arylsulfonamide compounds, 4-carboxybenzenesulfonamide (CBS) and 5-dimethyl-amino-1-naphthalene-sulfonamide (DNSA)
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