Methylglyoxal → Methylglyoxal

HRID 1795744Notes

Reaction equation

HRID 1795744 reaction equation
[CH3:1][C:2]([CH:4]=[O:5])=[O:3].N[C@@H:7]([CH2:11][CH2:12][C:13]([NH:15][C@H:16]([C:19]([NH:21][CH2:22][C:23](O)=O)=O)CS)=O)C(O)=O.Cl([O-])(=O)(=O)=O.[C:31]1([NH2:38])[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[NH2:37]>C(C=O)=O>[N:15]1[C:13]2[C:22](=[CH:23][CH:7]=[CH:11][CH:12]=2)[N:21]=[CH:19][CH:16]=1.[CH3:1][C:2]([CH:4]=[O:5])=[O:3].[C:31]1([NH2:38])[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[NH2:37]

Participants

8

Reactant 4

HCID 880Methylglyoxal2×HCID 7243O-PhenylenediamineHCID 123351PerchlorateHCID 124886Glutathione2×

Product 3

HCID 880MethylglyoxalHCID 7045QuinoxalineHCID 7243O-Phenylenediamine

Reagents, catalysts & solvents 1

HCID 7860GlyoxalSolvent

Procedure

Methylglyoxal-containing PBS(-) solution and glutathione-containing PBS(-) solution (pH7.4) were combined to prepare solutions containing 400 μM methylglyoxal and 0, 1, 2, 4, or 8 mM glutathione. The solutions were incubated at 37° C. Samples were taken after 0, 2, 4, 8, and 24 hours; and 40 μl of 2 M perchlorate, 40 μl of 1% o-phenylenediamine, and 100 μl of 200 μM glyoxal were added to 100 μl of each sample. The mixtures were stirred, and then incubated at 25° C. for one hour. Quinoxaline derivative, which was produced by the reaction of methylglyoxal and o-phenylenediamine, was separated and quantified by HPLC using reverse-phase column according to the method of Ohmori et al. (Ohmori, S. et al., J. Chromatogr. 414: 149–155, 1987).

Workup

  1. customto prepare solutions
  2. customwere incubated at 37° C
  3. customafter 0, 2, 4, 8, and 24 hours

Sources & evidence

ORD record
ord-8bbbf096ea794b0a83d55dcbeb44a3cf
Source dataset
uspto-grants-2006_04
Patent number
US07029906B2

Reaction notes

Loading…