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

HRID 70757Notes

Reaction equation

HRID 70757 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 caudal vein under ether anesthesia to prepare diabetic model rats. Similarly, another group of SD/IGS rats at 7 weeks of age 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 after injection of STZ or 1.25 mmol/L citric acid in physiological saline, the rats (8 weeks old) were provided for an oral glucose tolerance test.

Workup

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

Sources & evidence

ORD record
ord-f2f5b1a65c3f42ec833d4ee016cc4277
Source dataset
uspto-grants-2014_09
Patent number
US08822674B2

Reaction notes

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