CAS 1100-23-8

Dansyl-L-asparagine

Description:

Dansyl-L-asparagine is a chemical compound characterized by its unique structure, which includes a dansyl group (a sulfonamide derivative of dansyl chloride) attached to the amino acid L-asparagine. This compound is often utilized in biochemical and biophysical studies due to its fluorescent properties, making it valuable for tracking and analyzing proteins and peptides in various applications, including fluorescence microscopy and chromatography. Dansyl-L-asparagine exhibits solubility in polar solvents, which facilitates its use in aqueous environments. The dansyl moiety provides a strong fluorescence signal, allowing for sensitive detection and quantification in experimental settings. Additionally, the presence of the asparagine residue contributes to its role in protein interactions and enzymatic processes. Overall, Dansyl-L-asparagine serves as an important tool in the study of biological systems, particularly in the context of protein labeling and tracking.

Formula: C₁₆H₁₉N₃O₅S

InChI: InChI=1S/C16H19N3O5S/c1-19(2)13-7-3-6-11-10(13)5-4-8-14(11)25(23,24)18-12(16(21)22)9-15(17)20/h3-8,12,18H,9H2,1-2H3,(H2,17,20)(H,21,22)/t12-/m0/s1

InChI key: InChIKey=LRBOEWHGZIFPKV-LBPRGKRZSA-N

SMILES: S(N[C@@H](CC(N)=O)C(O)=O)(=O)(=O)C=1C2=C(C(N(C)C)=CC=C2)C=CC1

Synonyms:

• 1-Dimethylaminonaphthalene-5-sulfonyl-<span class="text-smallcaps">L</span>-asparagine
• <span class="text-smallcaps">L</span>-Asparagine, N²-[[5-(dimethylamino)-1-naphthalenyl]sulfonyl]-
• Asparagine, N2-[[5-(dimethylamino)-1-naphthyl]sulfonyl]-
• Asparagine, N²-[[5-(dimethylamino)-1-naphthyl]sulfonyl]-, <span class="text-smallcaps">L</span>-
• Dansyl-<span class="text-smallcaps">L</span>-asparagine
• Dansylasparagine
• N²-Dansyl-<span class="text-smallcaps">L</span>-asparagine
• N²-[[5-(Dimethylamino)-1-naphthalenyl]sulfonyl]-<span class="text-smallcaps">L</span>-asparagine
• N~2~-{[5-(dimethylamino)naphthalen-1-yl]sulfonyl}asparagine
• L-Asparagine, N2-[[5-(dimethylamino)-1-naphthalenyl]sulfonyl]-
• N2-[[5-(Dimethylamino)-1-naphthalenyl]sulfonyl]-L-asparagine
• 1-Dimethylaminonaphthalene-5-sulfonyl-L-asparagine
• Dansyl-(L)-asparagine, free acid

Dansyl-L-asparagine-d6

Controlled Product

CAS: 1100-23-8

Formula: C₁₆D₆H₁₃N₃O₅S

Color and Shape: Neat

Molecular weight: 371.441

Ref: TR-D175402

Dansyl-L-asparagine

Controlled Product

CAS: 1100-23-8

Applications Dansyl-L-asparagine is a fluorescent labelled amino acid used in the study of proteins and peptides.
References Mu, X. et al.: Anal. Chim. Act., 846, 68 (2014); Ryan, A. et al.: J. Struct. biol., 174, 84 (2011);

Formula: C₁₆H₁₉N₃O₅S

Color and Shape: Neat

Molecular weight: 365.4

Ref: TR-D175400

(2S)-3-Carbamoyl-2-[5-(dimethylamino)naphthalene-1-sulfonamido]propanoic acid

CAS: 1100-23-8

(2S)-3-Carbamoyl-2-[5-(dimethylamino)naphthalene-1-sulfonamido]propanoic acid is a fluorescent probe that binds to human serum albumin. It has been used as an inhibitor of the enzyme α1-acid glycoprotein, which is involved in the degradation of fatty acids and glycopeptides. The binding constants have been determined by fluorescence titration and are site specific. (2S)-3-Carbamoyl-2-[5-(dimethylamino)naphthalene-1-sulfonamido]propanoic acid is a molecule that can be used for metal chelation, which has been demonstrated by its ability to inhibit the activity of enzymes such as α1-acid glycoprotein. This compound also has a role in endogenous substances such as fatty acids and tryptophan fluorescence.

Formula: C₁₆H₁₉N₃O₅S

Purity: Min. 95%

Molecular weight: 365.4 g/mol

Ref: 3D-BAA10023