Ethylenediaminetetraacetic Acid → D-Tryptophan

HRID 1057214Notes

Reaction equation

HRID 1057214 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][C:11](=O)[C:12]([O-:14])=[O:13])=[CH:2]1.[As](=O)([O-])([O-])[O-].[Na+].[Na+].[Na+].C(N(CC(O)=O)CC(O)=O)C[N:26](CC(O)=O)CC(O)=O.B([O-])([O-])[O-].B([O-])([O-])[O-].B([O-])([O-])[O-].B([O-])([O-])[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]>>[NH2:26][C@@H:11]([C:12]([OH:14])=[O:13])[CH2:10][C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[NH:1][CH:2]=1

Participants

5

Reactant 4

HCID 6049Ethylenediaminetetraacetic AcidHCID 47275Sodium arsenateHCID 54603373-(1H-Indol-3-yl)-2-oxopropanoate2×HCID 21225931Dodecasodium;tetraborate

Product 1

HCID 9060D-Tryptophan

Procedure

The extent of reaction was followed by measuring the amount of indole-3-pyruvate formed using the following assay: to 5 μl, 10 μl and 20 μl of reaction mix, 200 μl of the following solution was added: 0.5 mM sodium arsenate; 0.5 mM EDTA; and 50 mM sodium tetraborate (pH 8.5). Absorbance of the indole-3-pyruvate enol-borate complex at 325 nm was compared to a standard curve of indole-3-pyruvate prepared in the same solution.

Workup

  1. customThe extent of reaction
  2. customformed
  3. customto 5 μl, 10 μl and 20 μl of reaction
  4. additionmix
  5. customprepared in the same solution

Sources & evidence

ORD record
ord-76464133d3cd419599233faa4ea6c728
Source dataset
uspto-grants-2016_07
Patent number
US09399763B2

Reaction notes

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