09278

4-[4-(Dimethylamino)phenylazo]benzoic acid N-succinimidyl ester

≥98.0% (HPLC)

• Synonym(s): 4-(Dimethylamino)azobenzene-4′-carboxylic acid N-succinimidyl ester, DABCYL-N-succinimidyl ester
• Empirical Formula (Hill Notation): C₁₉H₁₈N₄O₄
• CAS Number: 146998-31-4
• Molecular Weight: 366.37
• UNSPSC Code: 12352108
• PubChem Substance ID: 329748752
• NACRES: NA.32
• MDL number: MFCD00467415

Properties

• assay: ≥98.0% (HPLC)
• form: powder
• solubility: DMF: soluble, DMSO: soluble
• fluorescence: λ_ex 428 nm; λ_em 453 nm
• storage temp.: −20°C
• SMILES string: CN(C)c1ccc(cc1)\N=N\c2ccc(cc2)C(=O)ON3C(=O)CCC3=O
• InChI: 1S/C19H18N4O4/c1-22(2)16-9-7-15(8-10-16)21-20-14-5-3-13(4-6-14)19(26)27-23-17(24)11-12-18(23)25/h3-10H,11-12H2,1-2H3/b21-20+
• InChI key: IBOVDNBDQHYNJI-QZQOTICOSA-N

Description

Application

A useful reagent (similar to MANCYL-SE) for labeling proteins or peptides through their amino-groups by forming stable peptide bonds. The succinimidyl ester is reactive with terminal amines or lysines of peptides and other nucleophiles for fluorescent studies of proteins. Its fluorescent properties (has a characteristic broad and intense visible absorption but has no fluorescence) make it an ideal long wavelength quencher and it has been utilized as an acceptor chromophore in FRET studies.

Analysis Note

Absorption spectra shows a maximum at 453 nm (in methanol). After reaction with butylamine: max. absorption at 428 nm (Lit.)

Other Notes

N-terminal modification of peptides in automated synthesis[1][2]

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)