1-Chloro-2,4-Dinitrobenzene → S-(2,4-Dinitrophenyl)glutathione

HRID 1276849Notes

Reaction equation

Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[CH2:14]([C@H:29]([NH2:33])[C:30]([OH:32])=[O:31])[CH2:15][C:16]([NH:18][C@H:19]([C:22]([NH:24][CH2:25][C:26]([OH:28])=[O:27])=[O:23])[CH2:20][SH:21])=[O:17]>>[N+:11]([C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[S:21][CH2:20][C@@H:19]([C:22]([NH:24][CH2:25][C:26]([OH:28])=[O:27])=[O:23])[NH:18][C:16](=[O:17])[CH2:15][CH2:14][C@@H:29]([C:30]([OH:32])=[O:31])[NH2:33])([O-:13])=[O:12]

Participants

Reactant 2

HCID 61-Chloro-2,4-Dinitrobenzene

HCID 124886Glutathione

Product 1

HCID 97535S-(2,4-Dinitrophenyl)glutathione

Procedure

DNP-GS was synthesized from 1-chloro-2,4-dinitrobenzene and GSH by a modification of the enzymatic procedure of Kunst et al., (1989, Biochim. Biophys. Acta 983:123; Li et al., 1995, supra).

Sources & evidence

ORD record: ord-cd61fdcf3e0a4986a2d29571ae78e657
Source dataset: uspto-grants-2000_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06166290

Reaction notes

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