2-keto-L-Gulonic acid → (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal
Reaction equation
[O:1]=[C:2]1[O:8][C@H:7]([C@H:9]([CH2:11][OH:12])[OH:10])[C:5]([OH:6])=[C:3]1[OH:4].C(O)[C@H](O)[C@@H](O)[C@H](O)C(C(O)=O)=O>>[O:1]=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4]Participants
3
Procedure
This example describes results using a plug flow reactor for preparation of L-ascorbic acid from 2-keto-L-gulonic acid. A solution of 2-KLG was obtained by fermentation of glucose using genetically modified Pantoea citrea followed by partial purification via microfiltration, electrodialysis, and subsequent crystallization which provides the monohydrate of 2-keto-L-gulonic acid. An aqueous solution of 2-KLG was prepared from this material by dissolving 110 g the monohydrate obtained above in 890 mL of water. The resultant solution contained 10.41 wt. % 2-KLG and 0.05 wt. % L-ascorbic acid by analysis. This solution was used as feedstock throughout this experiment.
Sources & evidence
- ORD record
- ord-0a188c8a25d94823a127a1f3f60aa2c5
- Source dataset
- uspto-grants-2004_05
- Patent number
- US06740762B2
Reaction notes
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