Carbon Dioxide → S-(alpha,beta-dicarboxyethyl)glutathione calcium

HRID 248802

Reaction equation

HRID 248802 reaction equation
[C:1]([CH:4]([S:9][CH2:10][C@@H:11]([C:22]([NH:24][CH2:25][C:26]([OH:28])=[O:27])=[O:23])[NH:12][C:13](=[O:21])[CH2:14][CH2:15][C@@H:16]([C:18]([OH:20])=[O:19])[NH2:17])[CH2:5][C:6]([OH:8])=[O:7])([OH:3])=[O:2].C(=O)([O-])[O-].[Ca+2:33].C(=O)=O>O>[Ca:33].[C:1]([CH:4]([S:9][CH2:10][C@@H:11]([C:22]([NH:24][CH2:25][C:26]([OH:28])=[O:27])=[O:23])[NH:12][C:13](=[O:21])[CH2:14][CH2:15][C@@H:16]([C:18]([OH:20])=[O:19])[NH2:17])[CH2:5][C:6]([OH:8])=[O:7])([OH:3])=[O:2]

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 10112Calcium CarbonateHCID 9802383S-(1,2-Dicarboxyethyl)glutathione

Product 1

HCID 86746843S-(alpha,beta-dicarboxyethyl)glutathione calciumYield 100.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In 40 ml of water is dissolved 2 g of S-(α,β-dicarboxyethyl)glutathione followed by addition of 1 g of calcium carbonate. The mixture is stirred under warming. When the evolution of carbon dioxide gas has ceased, the excess of calcium carbonate is filtered off and the filtrate is concentrated under reduced pressure. To the concentrate is added ethanol and the resulting white crystals are collected by filtration and recrystallized from water-ethanol. Thus is obtained 2.2 g of the title compound as white powdery crystals.

Workup

  1. temperatureunder warming
  2. filtrationthe excess of calcium carbonate is filtered off
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. additionTo the concentrate is added ethanol
  5. filtrationthe resulting white crystals are collected by filtration
  6. customrecrystallized from water-ethanol

Sources & evidence

ORD record
ord-c2f5fdbeaf194800bb9fed483cfb3468
Source dataset
uspto-grants-1993_05
Patent number
US05212159

Linked notes

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