Dansylamide

SKU: D0956

Categories: Fluorescent Detection, Fluorescent Detection

Synonyms: 5-(Dimethylamino)-1-naphthalenesulfonamide , DNSA , Dansyl Amide; 1431-39-6
CAS-Number: C₁₂H₁₄N₂O₂S
Molecular Formula: 250.3
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥97% (NMR)
Identity: 1H-NMR
Appearance: White to off-white powder

Properties

Solvents: Soluble in DMSO (20mg/ml).

Short Term Storage: RT
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.
Handling Advice: Protect from light and moisture.
Long Term Storage: -20°C
Shipping: AMBIENT

Transportation: Not dangerous goods

Description: Dansylamide (DNSA) is a fluorescent dye that forms in a reaction between dansyl chloride and ammonia. Dansylamide is widely used in biochemistry and chemistry to label substances with the fluorescent dansyl group. The dansyl group can be introduced into amino acids or other amines. The excitation maximum (350 nm) is essentially independent on the medium, whereas the emission maximum strongly depends on the solvent and varies from 520 to 550 nm. The fluorescent dye dansylamide selectively interacts with the binding site I of human serum albumin (HSA). Changes in probe fluorescence can be analyzed by fluorescence titrations as a result of competitive displacement by drugs and pharmaceuticals. Dansylamide can also be used as an active site probe for carbonic anhydrase and as an effective acceptor in FRET probes to quantify protein fluorescence. Dansylamide is also used as building block or intermediate in synthesis of fluorescent dyes.
InChi: 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)
References: (1) Y. Tapuhi, et al., Anal. Biochem. 115, 123 (1981) , (2) A. Jain, et al., J. Med. Chem. 37, 2100 (1994) , (3) N. Muller, et al., J. Pharm. Pharmacol. 46, 300 (1994) , (4) M. Asano, et al., Macromolecules 28, 5861 (1995) , (5) K. Yamasaki, et al., Biochim. Biophys. Acta 1432, 313 (1999) , (6) A. Misra, et al., Nucleic Acids Symp. Ser. 44, 291 (2000) , (7) A.L. Banerjee, et al., Biochemistry 44, 3673 (2005) , (8) A. Thorarensen, et al., Bioorg. Med. Chem. Lett. 17, 4646 (2007) , (9) S. Manokaran, et al., Biochim. Biophys. Acta 1804, 1965 (2010) , (10) Y. Zhang, et al., J. Fluoresc. 23, 147 (2013) , (11) J.C. Er, et al., ACS Comb. Sci. 15, 452 (2013)
InChi Key: TYNBFJJKZPTRKS-UHFFFAOYSA-N
Smiles: O=S(C1=CC=CC2=C(N(C)C)C=CC=C21)(N)=O

Dansylamide (DNSA) is a fluorescent dye that forms in a reaction between dansyl chloride and ammonia. Dansylamide is widely used in biochemistry and chemistry to label substances with the fluorescent dansyl group. The dansyl group can be introduced into amino acids or other amines. The excitation maximum (350 nm) is essentially independent on the medium, whereas the emission maximum strongly depends on the solvent and varies from 520 to 550 nm. The fluorescent dye dansylamide selectively interacts with the binding site I of human serum albumin (HSA). Changes in probe fluorescence can be analyzed by fluorescence titrations as a result of competitive displacement by drugs and pharmaceuticals. Dansylamide can also be used as an active site probe for carbonic anhydrase and as an effective acceptor in FRET probes to quantify protein fluorescence. Dansylamide is also used as building block or intermediate in synthesis of fluorescent dyes.

SKU: D0956 Categories: Fluorescent Detection, Fluorescent Detection

Additional information

Additional information

Synonyms	5-(Dimethylamino)-1-naphthalenesulfonamide, DNSA, Dansyl Amide
Purity	≥97% (NMR)
Appearance	White to off-white powder
CAS-Number	1431-39-6
Molecular Formula	C12H14N2O2S
Molecular Weight	250.3
Identity	1H-NMR
Solvents	Soluble in DMSO (20mg/ml).
Smiles	O=S(C1=CC=CC2=C(N(C)C)C=CC=C21)(N)=O
InChi Key	TYNBFJJKZPTRKS-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Transportation	Not dangerous goods
References	(1) Y. Tapuhi, et al., Anal. Biochem. 115, 123 (1981), (2) A. Jain, et al., J. Med. Chem. 37, 2100 (1994), (3) N. Muller, et al., J. Pharm. Pharmacol. 46, 300 (1994), (4) M. Asano, et al., Macromolecules 28, 5861 (1995), (5) K. Yamasaki, et al., Biochim. Biophys. Acta 1432, 313 (1999), (6) A. Misra, et al., Nucleic Acids Symp. Ser. 44, 291 (2000), (7) A.L. Banerjee, et al., Biochemistry 44, 3673 (2005), (8) A. Thorarensen, et al., Bioorg. Med. Chem. Lett. 17, 4646 (2007), (9) S. Manokaran, et al., Biochim. Biophys. Acta 1804, 1965 (2010), (10) Y. Zhang, et al., J. Fluoresc. 23, 147 (2013), (11) J.C. Er, et al., ACS Comb. Sci. 15, 452 (2013)
InChi	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)
Quantity	1 g, 5 g, Bulk