An inositol → Glucuronic Acid

HRID 2075750Notes

Reaction equation

HRID 2075750 reaction equation
[O:1]=O.[CH:3]1([OH:14])[CH:8]([OH:9])[CH:7]([OH:10])[CH:6]([OH:11])[CH:5]([OH:12])[CH:4]1[OH:13]>C1N(CCCS(O)(=O)=O)CCOC1>[O:14]=[CH:3][C@@H:8]([C@H:7]([C@@H:6]([C@@H:5]([C:4]([OH:13])=[O:1])[OH:12])[OH:11])[OH:10])[OH:9]

Participants

4

Reactant 2

HCID 892An inositolHCID 977Oxygen4×

Product 1

HCID 65041Glucuronic Acid

Reagents, catalysts & solvents 1

HCID 70807MopsSolvent

Procedure

The enzyme reaction was carried out in 0.7 L reactors with temperature, pH, agitation and dissolved oxygen control. A solution of 50 g/L myo-inositol in 50 mM MOPS at pH 6.5 (200 mL) was used in the standard protocol. Temperature was controlled at 15° C. Pure air, air enriched with oxygen or pure oxygen were used to supply enough oxygen for the reaction to proceed. The air was supplied either in the headspace of the reactor or was sparged into the liquid. The formation of glucuronic acid results in a decrease in the pH of the broth. To keep the pH at the desired value, pH 6.5, the acid was neutralized with 4 N NaOH. The enzyme solution was added to reach an initial concentration of 2 g soluble protein/L. The reaction proceeded very fast immediately after the enzyme addition and the rate decayed over time. Different experiments varied the number and/or amount of enzyme additions. The progress of the reaction was followed by HPLC analysis.

Workup

  1. customThe enzyme reaction
  2. customwas controlled at 15° C
  3. customwas sparged into the liquid

Sources & evidence

ORD record
ord-307d0c6f693d40f5a178aec5083632f2
Source dataset
uspto-grants-2011_04
Patent number
US07923231B2

Reaction notes

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