Indole-3-pyruvic acid → Serotonin

HRID 1583322Notes

Reaction equation

HRID 1583322 reaction equation
[C:1]([O-:4])(=O)[CH3:2].[NH4+:5].[NH:6]1[C:14]2[C:9](=[CH:10]C=C[CH:13]=2)[C:8]([CH2:15][C:16](=O)C(O)=O)=[CH:7]1>>[CH:2]1[C:1]([OH:4])=[CH:10][C:9]2[C:8]([CH2:15][CH2:16][NH2:5])=[CH:7][NH:6][C:14]=2[CH:13]=1

Participants

3

Reactant 2

HCID 803Indole-3-pyruvic acidHCID 517165Ammonium Acetate2×

Product 1

HCID 5202Serotonin

Procedure

A preliminary experiment was conducted on groups of 2 male Sprague-Dawley rats each, weighing 220-250 g. Hyperammoniemia was induced by administration of 5 moles/kg i.p. of ammonium acetate one hour before sacrifice. 3-Indolpyruvic acid was administered in 10 mg/kg p.o. doses one hour before the ammonium acetate, that is 2 hours before sacrifice. After decapitation, the cerebral hemispheres were rapidly removed, weighed and homogenized with a double volume of physiological solution +0,1 ml of 20% vitamin C. 1 ml of homogenate was treated with 0,43 ml of 12% TCA and 0,025 ml of 20% vitamin C. After standing for 5 minutes at 5° C., the mixture was centrifuged at 11,000 revolutions per minute in a Sorvall centrifuge, SS 34 rotor, for 10 minutes at 5° C. The supernatant was removed and injected into a high pressure liquid chromatograph, equipped with a RP-8 column (Merck). Administration of 3-indolpyruvic acid led in one case to a 20% increase, and in the other a 50% increase in brain serotonin.

Workup

  1. customAfter decapitation, the cerebral hemispheres were rapidly removed
  2. addition1 ml of homogenate was treated with 0,43 ml of 12% TCA and 0,025 ml of 20% vitamin C
  3. waitthe mixture was centrifuged at 11,000 revolutions per minute in a Sorvall centrifuge, SS 34 rotor, for 10 minutes at 5° C
  4. customThe supernatant was removed
  5. customequipped with a RP-8 column (Merck)
  6. temperatureincrease
  7. temperaturein the other a 50% increase in brain serotonin

Sources & evidence

ORD record
ord-199f0d44a63340c1918fc1b66a25f85b
Source dataset
uspto-grants-1985_11
Patent number
US04551471

Reaction notes

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