Sorbitol → Sorbitol

HRID 519252Notes

Reaction equation

HRID 519252 reaction equation
[OH:1][CH2:2][C:3]([C@H:5]([C@@H:7]([C@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])=[O:4].[OH:13][CH2:14][C@@H:15]([C@H:17]([C@@H:19]([C@@H:21]([CH2:23][OH:24])[OH:22])[OH:20])[OH:18])[OH:16].[CH2:25]([OH:36])[C@H:26]([OH:35])[C@@H:27]([OH:34])[C@H:28]([OH:33])[C:29]([CH:31]=[O:32])=[O:30]>OCC(CO)O>[OH:6][C:5]1[C@@H:7]([C@@H:9]([OH:10])[CH2:11][OH:12])[O:8][C:2](=[O:1])[C:3]=1[OH:4].[OH:24][CH2:23][C@@H:21]([C@H:19]([C@@H:17]([C@@H:15]([CH2:14][OH:13])[OH:16])[OH:18])[OH:20])[OH:22].[OH:32][CH2:31][C:29]([C@H:28]([C@@H:27]([C@H:26]([CH2:25][OH:36])[OH:35])[OH:34])[OH:33])=[O:30].[CH2:11]([OH:12])[C@H:9]([OH:10])[C@@H:7]([OH:8])[C@H:5]([OH:6])[C:3]([CH:2]=[O:1])=[O:4]

Participants

8

Reactant 3

HCID 5780SorbitolHCID 6904L-(-)-Sorbose2×HCID 10921067Sorbosone, L-

Product 4

HCID 5780SorbitolHCID 6904L-(-)-SorboseHCID 10921067Sorbosone, L-HCID 54670067L-Ascorbic Acid

Reagents, catalysts & solvents 1

HCID 753GlycerolSolvent

Procedure

Cells of G. oxydans DSM 17078 were grown at 27° C. for 3 days on No. 3BD agar medium containing 70 g/l L-sorbose, 0.5 g/l glycerol, 7.5 g/l yeast extract (Difco), 2.5 g/l MgSO4.7H2O, 10 g/l CaCO3 and 18 g/l agar (Difco). The resting cell reactions (1 ml reaction mixture in 10 ml tube) were carried out with 2% D-sorbitol, 2% L-sorbose, or 1% L-sorbosone at 30° C. for 24 h as described in Example 2. Strain DSM 17078 produced 280, 400 and 1780 mg/l of Vitamin C from D-sorbitol, L-sorbose, and L-sorbosone, respectively.

Workup

  1. extractionextract (Difco), 2.5 g/l MgSO4.7H2O, 10 g/l CaCO3 and 18 g/l agar (Difco)
  2. customThe resting cell reactions (1 ml reaction mixture in 10 ml tube)

Sources & evidence

ORD record
ord-501865cd17694e6389d69d1de07b67b6
Source dataset
uspto-grants-2015_08
Patent number
US09115378B2

Reaction notes

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