Glycine → Ethylenediaminetetraacetic Acid

HRID 1633436Notes

Reaction equation

HRID 1633436 reaction equation
[CH2:1]([N:12]([CH2:17][C:18]([O-:20])=[O:19])[CH2:13][C:14]([OH:16])=[O:15])[CH2:2][N:3]([CH2:8][C:9]([O-:11])=[O:10])[CH2:4][C:5]([OH:7])=[O:6].[Na+].[Na+].[NH2:23][CH2:24][C:25]([OH:27])=[O:26].[O:28]=[CH:29][C@@H:30]([C@H:32]([C@@H:34]([C@@H:36]([CH2:38][OH:39])[OH:37])[OH:35])[OH:33])[OH:31]>O>[CH2:2]([N:3]([CH2:8][C:9]([OH:11])=[O:10])[CH2:4][C:5]([OH:7])=[O:6])[CH2:1][N:12]([CH2:17][C:18]([OH:20])=[O:19])[CH2:13][C:14]([OH:16])=[O:15].[NH2:23][CH2:24][C:25]([OH:27])=[O:26].[O:28]=[CH:29][C@@H:30]([C@H:32]([C@@H:34]([C@@H:36]([CH2:38][OH:39])[OH:37])[OH:35])[OH:33])[OH:31]

Participants

7

Reactant 3

HCID 750GlycineHCID 8759EDTA disodium saltHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 3

HCID 750GlycineHCID 6049Ethylenediaminetetraacetic AcidYield 1%HCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Reagents, catalysts & solvents 1

HCID 962WaterSolvent6×

Procedure

A 10% (volume/volume) Tween 80 solution was prepared by adding 10 ml Tween 80 to 90 ml H2O. A 1% (weight/volume) EDTA solution was prepared by adding 1 g Na2EDTA to 100 ml H2O. A 0.1 M glycine solution was prepared by adding 1.5 g glycine (M. W. 75) to 200 ml H2O. A 0.5% w/v) hydroxypropyl-methyl-cellulose (HPMC, 100 centipoise) solution was prepare by adding 1 g EPMC to 200 ml H2O and gently mixing until fully dissolved. A 250 unit/ml GOX (Type VII from Aspergillus niger, Sigma Chemicals) was prepared in H2O. A 0.1 M glucose solution was prepared by adding 1.8 g D-glucose (M. W. 180) to 100 ml H2O.

Workup

  1. customwas prepare
  2. additiongently mixing
  3. dissolutionuntil fully dissolved

Sources & evidence

ORD record
ord-595c58429d50407b80ea91d3324d9920
Source dataset
uspto-grants-2003_01
Patent number
US06503507B1

Reaction notes

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