Dimethyl Sulfoxide → D-Galactose

HRID 2172376

Reaction equation

HRID 2172376 reaction equation
CS(C)=[O:3].[OH:5][CH2:6][C:7]1([O:16][CH2:15][C@@H:13]([OH:14])[C@@H:11]([OH:12])[C@@H:9]1[OH:10])[OH:8].[NH2:17][C@H:18]([C:24]([OH:26])=[O:25])[CH2:19][CH2:20][C:21](=[O:23])[OH:22]>O.C(=O)([O-])[O-]>[NH2:17][C@H:18]([C:24]([OH:26])=[O:25])[CH2:19][CH2:20][C:21](=[O:22])[OH:23].[OH:5][CH2:6][C:7]1([O:16][CH2:15][C@@H:13]([OH:14])[C@@H:11]([OH:12])[C@@H:9]1[OH:10])[OH:8].[OH:3][CH:15]1[O:16][C@H:7]([CH2:6][OH:5])[C@H:9]([OH:10])[C@H:11]([OH:12])[C@H:13]1[OH:14].[OH:22][CH:15]1[O:16][C@H:7]([CH2:6][OH:5])[C@@H:9]([OH:10])[C@H:11]([OH:12])[C@@H:13]1[OH:14]

Participants

9

Reactant 3

HCID 679Dimethyl Sulfoxide2×HCID 33032L-Glutamic Acid3×HCID 2723872D-Fructose2×

Product 4

HCID 6036D-GalactoseHCID 18950D-MannoseHCID 33032L-Glutamic AcidHCID 2723872D-Fructose

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 19660Carbonate IonSolvent2×

Procedure

Solutions of Glu (40 mM-4.0 μM), Fru (0.4 mM), Gal (0.4 mM) and Man (0.4 mM) in deionized water were prepared. An aliquot (2.0 mL) of the solution of TPEDB (0.1 mM) in the carbonate buffer containing 4 vol % DMSO was added into a 10 mL volumetric flask, followed by the addition of 1.0 mL of a solution of Fru (0.4 mM) and 1.0 mL of a solution of Glu (40 mM). After shaking for a few seconds, a solution of TPEDB (50 μM) with 10 mM of Glu and 0.1 mM of Fru in the carbonate buffer containing 2% DMSO was obtained. The solution was allowed to stand for 30 min before its FL measurement. The solution of TPEDB and Glu containing another saccharide (Gal or Man) was prepared by similar procedures.

Workup

  1. additionwas added into a 10 mL volumetric flask
  2. customwas obtained

Sources & evidence

ORD record
ord-a1162ef75de54e14a34af4a42eb8f286
Source dataset
uspto-grants-2015_06
Patent number
US09051598B2

Linked notes

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