Iodine → S-(1,2-Dicarboxyethyl)glutathione

HRID 248801

反応式

HRID 248801 の反応式
[NH2:1][C@@H:2]([CH2:6][CH2:7][C:8]([NH:10][C@H:11]([C:14]([NH:16][CH2:17][C:18]([OH:20])=[O:19])=[O:15])[CH2:12][SH:13])=[O:9])[C:3]([OH:5])=[O:4].[C:21]([OH:28])(=[O:27])/[CH:22]=[CH:23]\[C:24]([OH:26])=[O:25].II>O>[C:24]([CH:23]([S:13][CH2:12][C@@H:11]([C:14]([NH:16][CH2:17][C:18]([OH:20])=[O:19])=[O:15])[NH:10][C:8](=[O:9])[CH2:7][CH2:6][C@@H:2]([C:3]([OH:5])=[O:4])[NH2:1])[CH2:22][C:21]([OH:28])=[O:27])([OH:26])=[O:25]

参加物

5

反応物 3

HCID 807IodineHCID 124886GlutathioneHCID 444266Maleic Acid

生成物 1

HCID 9802383S-(1,2-Dicarboxyethyl)glutathione収率 71%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

In 150 ml of water are dissolved 9.2 g of glutathione and 5.0 g of maleic acid and the solution is allowed to stand at room temperature for 12 hours. One or 2 drops of the reaction mixture is taken as a test sample and one drop of 0.01 N-iodine test solution (Japanese Pharmacopoeia XII) is added. After confirming that the consumption of iodine has ceased, 6.6 g of copper acetate (monohydrate) is added to the reaction mixture and dissolved and any precipitate is filtered off. The filtrate is concentrated to about 70 ml and diluted with ethanol and the precipitated blue copper salt is recovered by filtration and recrystallized from water-ethanol. This copper salt is dissolved in 200 ml of water and hydrogen sulfide is then bubbled through the solution to precipitate the copper sulfide which is then filtered off. The filtrate is concentrated under reduced pressure and diluted with ethanol and the resulting white crystals are collected by filtration, washed with ethanol and recrystallized from water-ethanol. Thus is obtained about 9 g of the title compound as white amorphous crystals (hygroscopic).

後処理

  1. additionis added
  2. customAfter confirming that the consumption of iodine
  3. addition6.6 g of copper acetate (monohydrate) is added to the reaction mixture
  4. dissolutiondissolved
  5. filtrationany precipitate is filtered off
  6. concentrationThe filtrate is concentrated to about 70 ml
  7. additiondiluted with ethanol
  8. filtrationthe precipitated blue copper salt is recovered by filtration
  9. customrecrystallized from water-ethanol
  10. dissolutionThis copper salt is dissolved in 200 ml of water
  11. customhydrogen sulfide is then bubbled through the solution
  12. customto precipitate the copper sulfide which
  13. filtrationis then filtered off
  14. concentrationThe filtrate is concentrated under reduced pressure
  15. additiondiluted with ethanol
  16. filtrationthe resulting white crystals are collected by filtration
  17. washwashed with ethanol
  18. customrecrystallized from water-ethanol

出典と根拠

ORDレコード
ord-50223128e8544d5198c8d2decf349e0f
出典データセット
uspto-grants-1993_05
特許番号
US05212159

関連ノート

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