Oxygenation of indoles by a copper(I) chloride pyridine complex. a new tryptophan 2,3-dioxygenase model system

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Abstract

The copper(I) chloride, pyridine system has shown marked tryptophan 2,3-dioxygenase activity with tryptophan and indole derivatives. However, only in the cases of tryptophan and 3-methylindole was it possible to isolate the primary products N-formylkynurenine (∼1%) and 2-formamidoacetophenone (70%), respectively. In other cases, such as 2-methylindole, methyl indole-3-acetate, tryptamine, indole-3-propionic acid, and acetyltryptophan methyl ester, only secundary products could be isolated or determined by GC-MS methods.

Original languageEnglish
Pages (from-to)297-303
Number of pages7
JournalJournal of Inorganic Biochemistry
Volume13
Issue number4
DOIs
Publication statusPublished - 1980

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Tryptophan Oxygenase
Indoles
Oxygenation
Tryptophan
Skatole
Esters
Acetates
Derivatives
pyridine
indole
cuprous chloride

ASJC Scopus subject areas

  • Biochemistry
  • Inorganic Chemistry

Cite this

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title = "Oxygenation of indoles by a copper(I) chloride pyridine complex. a new tryptophan 2,3-dioxygenase model system",
abstract = "The copper(I) chloride, pyridine system has shown marked tryptophan 2,3-dioxygenase activity with tryptophan and indole derivatives. However, only in the cases of tryptophan and 3-methylindole was it possible to isolate the primary products N-formylkynurenine (∼1{\%}) and 2-formamidoacetophenone (70{\%}), respectively. In other cases, such as 2-methylindole, methyl indole-3-acetate, tryptamine, indole-3-propionic acid, and acetyltryptophan methyl ester, only secundary products could be isolated or determined by GC-MS methods.",
author = "E. Balogh-Hergovich and G. Speier",
year = "1980",
doi = "10.1016/S0162-0134(00)80250-0",
language = "English",
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pages = "297--303",
journal = "Journal of Inorganic Biochemistry",
issn = "0162-0134",
publisher = "Elsevier Inc.",
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T1 - Oxygenation of indoles by a copper(I) chloride pyridine complex. a new tryptophan 2,3-dioxygenase model system

AU - Balogh-Hergovich, E.

AU - Speier, G.

PY - 1980

Y1 - 1980

N2 - The copper(I) chloride, pyridine system has shown marked tryptophan 2,3-dioxygenase activity with tryptophan and indole derivatives. However, only in the cases of tryptophan and 3-methylindole was it possible to isolate the primary products N-formylkynurenine (∼1%) and 2-formamidoacetophenone (70%), respectively. In other cases, such as 2-methylindole, methyl indole-3-acetate, tryptamine, indole-3-propionic acid, and acetyltryptophan methyl ester, only secundary products could be isolated or determined by GC-MS methods.

AB - The copper(I) chloride, pyridine system has shown marked tryptophan 2,3-dioxygenase activity with tryptophan and indole derivatives. However, only in the cases of tryptophan and 3-methylindole was it possible to isolate the primary products N-formylkynurenine (∼1%) and 2-formamidoacetophenone (70%), respectively. In other cases, such as 2-methylindole, methyl indole-3-acetate, tryptamine, indole-3-propionic acid, and acetyltryptophan methyl ester, only secundary products could be isolated or determined by GC-MS methods.

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U2 - 10.1016/S0162-0134(00)80250-0

DO - 10.1016/S0162-0134(00)80250-0

M3 - Article

VL - 13

SP - 297

EP - 303

JO - Journal of Inorganic Biochemistry

JF - Journal of Inorganic Biochemistry

SN - 0162-0134

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