Sucrose → (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

HRID 1156392Notes

Reaction equation

HRID 1156392 reaction equation
[CH2:1]([OH:23])[C@H:2]1[O:7][C@H:6]([O:8][C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H:5]([OH:20])[C@@H:4]([OH:21])[C@@H:3]1[OH:22].[OH-].[Na+]>O>[O:8]=[CH:6][C@@H:5]([C@H:4]([C@@H:3]([C@@H:2]([CH2:1][OH:23])[OH:7])[OH:22])[OH:21])[OH:20]

Participants

4

Reactant 2

HCID 5988Sucrose2×HCID 14798Sodium Hydroxide

Product 1

HCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Food-grade sucrose, 600 g, was dissolved in 600 ml of water. The pH was adjusted and maintained at 6.5 by the addition of 0.5 N sodium hyroxide solution as needed. To the sucrose solution was added 18,000 units of fructosyl transferase enzyme preparation, obtained by the method of Example 1 and 12,000 units of glucose isomerase enzyme prepared as described by Cory, U.S. Pat. No. 4,077,842. After the mixture had been stirred at 55° C. for 22 hours, it was heat treated to stop the enzyme reaction.

Workup

  1. custom18,000 units of fructosyl transferase enzyme preparation

Sources & evidence

ORD record
ord-7b772507a3bc45a2814dd8c1206be7b5
Source dataset
uspto-grants-1982_06
Patent number
US04335207

Reaction notes

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