Aldono-1,5-lactone → 2-keto-D-Gluconic acid

HRID 1703329

Reaction equation

HRID 1703329 reaction equation
[CH2:1]([OH:12])[C@@H:2]([OH:11])[C@@H:3]([OH:10])[C@H:4]([OH:9])[C:5]([CH:7]=[O:8])=[O:6].[CH2:13]([OH:24])[CH:14]1[O:20][C:18](=[O:19])[CH:17]([OH:21])[CH:16]([OH:22])[CH:15]1[OH:23]>>[CH2:1]([OH:12])[C@@H:2]([OH:11])[C@@H:3]([OH:10])[C@H:4]([OH:9])[C:5]([C:7]([OH:19])=[O:8])=[O:6].[CH2:16]([OH:22])[C@@H:15]([OH:23])[C@H:14]1[O:20][C:18](=[O:19])[C:17]([OH:21])=[C:13]1[OH:24]

Participants

4

Procedure

Very generally, the invention provides, in combination with a process employing hydrogen peroxide, a co-process which acts as a source of the hydrogen peroxide and provides, along with it, a useful co-product. D-glucose is enzymatically oxidized at one of the first and second carbons to produce hydrogen peroxide and an intermediate product. The other of the first and second carbons of the intermediate product is then enzymatically oxidized to produce hydrogen peroxide and 2-keto-D-gluconic acid. In one form of the invention, the intermediate product is D-glucosone. In another form of the invention, the intermediate product is D-glucono-δ-lactone. In this latter case, the 2-keto-D-gluconic acid is produced as a mixture with D-isoascorbic acid.

Sources & evidence

ORD record
ord-1c048ee0a39c4fdebe24217d2c9e531b
Source dataset
uspto-grants-1982_09
Patent number
US04351902

Linked notes

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