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

HRID 1641526Notes

Reaction equation

HRID 1641526 reaction equation
CN(N=O)C(N[C@H:6]1[CH:11]([OH:12])[O:10][C@H:9]([CH2:13][OH:14])[C@@H:8]([OH:15])[C@@H:7]1[OH:16])=O.C(O)(=O)CC(CC(O)=O)(C(O)=O)[OH:22]>>[O:14]=[CH:13][C@@H:9]([C@H:8]([C@@H:7]([C@@H:6]([CH2:11][OH:12])[OH:22])[OH:16])[OH:15])[OH:10]

Participants

3

Reactant 2

HCID 311Citric Acid2×HCID 27333351-methyl-1-nitroso-3-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]urea2×

Product 1

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

Procedure

SD/IGS rats at 7 weeks of age (male, Charles River Laboratories Japan Inc.) were fasted for about 16 hours and then injected with 50 mg/kg streptozotocin (STZ) via the tail vein under ether anesthesia to prepare diabetic model rats. Similarly, another group of SD/IGS rats was injected with 1.25 mmol/L citric acid in physiological saline (1 mL/kg) via the tail vein under ether anesthesia to prepare normal control rats. At one week (8 weeks of age) after injection of STZ or 1.25 mmol/L citric acid in physiological saline, the rats were provided for an oral glucose tolerance test.

Workup

  1. customto prepare diabetic model rats
  2. customto prepare normal control rats

Sources & evidence

ORD record
ord-4e7e1dba755b4be2ba3d549b13469b09
Source dataset
uspto-grants-2012_02
Patent number
US08115017B2

Reaction notes

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