Ampicillin → Maleic Acid

HRID 366982Notes

Reaction equation

HRID 366982 reaction equation
CC1(C)S[C@@H]2[C@H](NC([C@H](N)C3C=CC=CC=3)=O)C(=O)N2[C@H]1C(O)=O.[C:25]([OH:32])(=[O:31])/[CH:26]=[CH:27]\[C:28]([OH:30])=[O:29]>[Pt]>[C:25]([OH:32])(=[O:31])/[CH:26]=[CH:27]/[C:28]([OH:30])=[O:29].[C:25]([OH:32])(=[O:31])/[CH:26]=[CH:27]\[C:28]([OH:30])=[O:29]

Participants

5

Reactant 2

HCID 6249Ampicillin3×HCID 444266Maleic Acid2×

Product 2

HCID 444266Maleic AcidHCID 444972Fumaric Acid

Reagents, catalysts & solvents 1

HCID 23939PlatinumCatalyst

Procedure

The ampicillin-resistant transformant was selected by measuring its enzyme activity of isomerizing maleic acid. The ampicillin-resistant transformant was inoculated via a loop of platinum into 3 ml maleic acid medium (Table 1) containing 100 γ ampicillin and cultured overnight, and the microorganism was recovered by centrifuging 1.5 ml of the culture. The recovered microorganism was suspended in 1 ml of 20% maleic acid substrate solution (Table 2) and reacted at 30° C. overnight. This substrate solution contained aspartase prepared from E. coli so that fumaric acid formed by isomerization of maleic acid was converted into L-aspartic acid. After reaction, a part of the reaction solution was diluted 400-fold with distilled water and measured for its formed L-aspartic acid by HPLC analysis under the following conditions.

Workup

  1. customthe microorganism was recovered
  2. customreacted at 30° C. overnight
  3. customprepared from E

Sources & evidence

ORD record
ord-fd262e43805d4d019494a603d16c151b
Source dataset
uspto-grants-2000_10
Patent number
US06133014

Reaction notes

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