Reaction #319573

ord-bc91b0ea600744548cec0081e6df62c8

Reaction equation

O=P([O-])([O-])OC1C(OP(=O)([O-])[O-])C(OP(=O)([O-])[O-])C(OP(=O)([O-])[O-])C(OP(=O)([O-])[O-])C1OP(=O)([O-])[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]
D-myo-inositol-1.2.6-triphosphate
O=P([O-])([O-])OC1C(OP(=O)([O-])[O-])C(OP(=O)([O-])[O-])C(OP(=O)([O-])[O-])C(OP(=O)([O-])[O-])C1OP(=O)([O-])[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]
sodium phytate
[Na+].[OH-]
NaOH
→
O=P(O)(O)OC1[C@H](OP(=O)(O)O)[C@H](O)C(O)[C@H](O)[C@H]1OP(=O)(O)O
D-myo-inositol-1.2.6-triphosphate

Reactants

O=P([O-])([O-])OC1C(OP(=O)([O-])[O-])C(OP(=O)([O-])[O-])C(OP(=O)([O-])[O-])C(OP(=O)([O-])[O-])C1OP(=O)([O-])[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]
D-myo-inositol-1.2.6-triphosphate
O=P([O-])([O-])OC1C(OP(=O)([O-])[O-])C(OP(=O)([O-])[O-])C(OP(=O)([O-])[O-])C(OP(=O)([O-])[O-])C1OP(=O)([O-])[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]
sodium phytate
[Na+].[OH-]
NaOH

Reagents

None

Solvents

CCO
ethanol

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherwas reduced by evaporation
  2. 2
    Otherthe sodiumsalt was precipitated
  3. 3
    Otherrecrystallized
  4. 4
    Otherdried in vacuum

Procedure

100 ml of the fraction containing D-myo-inositol-1.2.6-triphosphate obtained in Example 15 was neutralized to a pH of about 7 with an aqueous solution of NaOH. After addition of 100 ml ethanol the volume of the solution was reduced by evaporation and the sodiumsalt was precipitated, centrifuged, recrystallized and dried in vacuum. The purified sodiumsalt of D-myo-inositol-1.2.6-triphosphate obtained was structurally confirmed by analysis with H-NMR.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04851560uspto-grants-1989_07