A fluorescent probe for α-keto acids
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1,2-Diamino-4,5-dimethoxybenzene (hydrochloride)

Item No. 17644

Technical Information
Formal Name
4,5-dimethoxy-1,2-benzenediamine, dihydrochloride
CAS Number
131076-14-7
Synonyms
  • DDB
Molecular Formula
C8H12N2O2 • 2HCl
Formula Weight
Purity
≥95%
Emission
448 nm
Excitation
361 nm
A crystalline solid
λmax
240, 298 nm
SMILES
COC1=C(OC)C=C(N)C(N)=C1.Cl.Cl
InChi Code
InChI=1S/C8H12N2O2.2ClH/c1-11-7-3-5(9)6(10)4-8(7)12-2;;/h3-4H,9-10H2,1-2H3;2*1H
InChi Key
ORAAOAMEUMZGGU-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    1,2-Diamino-4,5-dimethoxybenzene is an aromatic diamine that reacts with aldehydes to produce highly fluorescent benzimidazole derivatives with excitation/emission spectra of 361/448 nm.1 It can be reacted with ketones and carbonyls, including stress compounds such as glyoxal and methylglyoxal, to form fluorescent adducts that can be separated and quantitated by reversed-phase high-performance liquid chromatography.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nakamura, M., Hara, S., Yamaguchi, M., et al1,2-Diamino-4,5-methylenedioxybenzene as a highly sensitive fluorogenic reagent for α-keto acids. Chem. Pharm. Bull. (Tokyo) 35(2), 687-692 (1987).

    2. McLellan, A.C., Phillips, S.A., and Thornalley, P.J. The assay of methylglyoxal in biological systems by derivatization with 1,2-diamino-4,5-dimethoxybenzene. Anal. Biochem. 206(1), 17-23 (1992).