Water → Indole

HRID 622187Notes

Reaction equation

[NH2:1][C@H:2]([C:13]([OH:15])=[O:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.[OH2:16]>>[NH:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:4]=[CH:5]1.[NH2:1][C@H:2]([C:13]([OH:15])=[O:14])[CH2:3][OH:16].[NH2:1][C@H:2]([C:13]([OH:15])=[O:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1

Participants

Reactant 2

HCID 962Water

HCID 6305L-Tryptophan

Product 3

HCID 798Indole

HCID 5951L-Serine

HCID 6305L-Tryptophan

Procedure

Active carbon and water were added to a reacton fluid containing L-tryptophan obtained by condensing indole with L-serine in an aqueous medium in the presence of tryptophan synthase as an enzyme prepared by culturing Escherichia coli, followed by making the pH of the mixture 4 with sulfuric acid, heating at 95°~100° C. for one hour to convert the fungus body into flocs, and thereafter removing the fungus body adsorbed onto the active carbon, as it was, by filtration. The aqueous solution (2,580 g; the total mol equivalent of amino acids and cations, 1.9) obtained by the above pretreatment and containing L-tryptophan (3.8%, 0.19 M), indole (0.1%), L-serine (0.2%, 0.02 M), ammonium ion (0.8%, 0.44 M) and sodium ion (0.2%, 0.09 M) was passed through a column filled with 1 liter of Lewatit SP-112 (tradename of product manufactured by Bayer Company; exchange capacity, 1.9 mol/l) subjected to conditioning regeneration, from the upper part of the column, at a SV of 5. The flowing down fluid after completion of the passage was subjected to to detection of L-tryptophan according to a high speed liquid chromatography. It was not detected.

Sources & evidence

ORD record: ord-2f2d63d510ff4fc48cfcba1f4f4d5693
Source dataset: uspto-grants-1988_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04769474

Reaction notes

Loading…