D-(+)-Cellobiose (CNP0226604.15) → (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

HRID 1912113Notes

Reaction equation

HRID 1912113 reaction equation
C1C([N+]([O-])=O)=CC=C([O:10][C@@H:11]2[O:16][C@H:15]([CH2:17][OH:18])[C@@H:14]([OH:19])[C@H:13]([OH:20])[C@H:12]2[OH:21])C=1.C(O)[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O.[OH-].[Na+]>C([O-])(=O)C.[Na+]>[O:10]=[CH:11][C@@H:12]([C@H:13]([C@@H:14]([C@@H:15]([CH2:17][OH:18])[OH:16])[OH:19])[OH:20])[OH:21]

Participants

5

Reactant 3

HCID 10712D-(+)-Cellobiose (CNP0226604.15)2×HCID 14798Sodium HydroxideHCID 92930p-Nitrophenyl beta-D-glucopyranoside

Product 1

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

Reagents, catalysts & solvents 1

HCID 517045Sodium AcetateSolvent

Procedure

Activity on cellobiose and 4-nitrophenyl-beta-D-glucopyranoside: Cellobiose was dissolved in 50 mM sodium acetate-0.01% TWEEN® 20 pH 5 buffer to 2 g/L. Enzyme was diluted at various concentrations using the same buffer. To 50 μl of the enzyme dilutions (0.04-5 μg/ml), 100 μl of the cellobiose solution (2 g/L buffer) was added. The reaction was incubated at 50° C. for 30 minutes before the reaction was stopped with 50 μl of 0.5 M sodium hydroxide. Glucose produced was measured using the Glucose Oxidase reagent (Pointe Scientific, Inc., Canton, Mich., USA) according to the manufacturer.

Workup

  1. additionEnzyme was diluted at various concentrations

Sources & evidence

ORD record
ord-5c38efa26cfe44769e4da6b669e17442
Source dataset
uspto-grants-2013_12
Patent number
US08604277B2

Reaction notes

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