Pyrrolo (1,4) benzodiazepine antitumor antibiotics: Biosynthetic studies on the conversion of tryptophan to the anthranilic acid moieties of sibiromycin and tomaymycin

Laurence Hurley, C. Gairola

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Biosynthetic intermediates between tryptophan and the anthranilate mioeties of tomaymycin and sibiromycin have been suggested, based upon a combination of feeding experiments with either carbon-14-labeled substrates or competition experiments between radiolabeled tryptophan and unlabeled intermediates. In the case of sibiromycin and tomaymycin, substitution of the aromatic ring most likely takes place at the kynurenine stage. Feeding experiments with the antramycin culture were inconclusive, most likely because of the cell impermeability.

Original languageEnglish (US)
Pages (from-to)42-45
Number of pages4
JournalAntimicrobial Agents and Chemotherapy
Volume15
Issue number1
StatePublished - 1979
Externally publishedYes

Fingerprint

Tryptophan
Anthramycin
Anti-Bacterial Agents
Kynurenine
Carbon
Bz-423
sibiromycin
tomaymycin
anthranilic acid

ASJC Scopus subject areas

  • Pharmacology (medical)

Cite this

@article{7078df0f8ec1494897ddb57db83a1b4e,
title = "Pyrrolo (1,4) benzodiazepine antitumor antibiotics: Biosynthetic studies on the conversion of tryptophan to the anthranilic acid moieties of sibiromycin and tomaymycin",
abstract = "Biosynthetic intermediates between tryptophan and the anthranilate mioeties of tomaymycin and sibiromycin have been suggested, based upon a combination of feeding experiments with either carbon-14-labeled substrates or competition experiments between radiolabeled tryptophan and unlabeled intermediates. In the case of sibiromycin and tomaymycin, substitution of the aromatic ring most likely takes place at the kynurenine stage. Feeding experiments with the antramycin culture were inconclusive, most likely because of the cell impermeability.",
author = "Laurence Hurley and C. Gairola",
year = "1979",
language = "English (US)",
volume = "15",
pages = "42--45",
journal = "Antimicrobial Agents and Chemotherapy",
issn = "0066-4804",
publisher = "American Society for Microbiology",
number = "1",

}

TY - JOUR

T1 - Pyrrolo (1,4) benzodiazepine antitumor antibiotics

T2 - Biosynthetic studies on the conversion of tryptophan to the anthranilic acid moieties of sibiromycin and tomaymycin

AU - Hurley, Laurence

AU - Gairola, C.

PY - 1979

Y1 - 1979

N2 - Biosynthetic intermediates between tryptophan and the anthranilate mioeties of tomaymycin and sibiromycin have been suggested, based upon a combination of feeding experiments with either carbon-14-labeled substrates or competition experiments between radiolabeled tryptophan and unlabeled intermediates. In the case of sibiromycin and tomaymycin, substitution of the aromatic ring most likely takes place at the kynurenine stage. Feeding experiments with the antramycin culture were inconclusive, most likely because of the cell impermeability.

AB - Biosynthetic intermediates between tryptophan and the anthranilate mioeties of tomaymycin and sibiromycin have been suggested, based upon a combination of feeding experiments with either carbon-14-labeled substrates or competition experiments between radiolabeled tryptophan and unlabeled intermediates. In the case of sibiromycin and tomaymycin, substitution of the aromatic ring most likely takes place at the kynurenine stage. Feeding experiments with the antramycin culture were inconclusive, most likely because of the cell impermeability.

UR - http://www.scopus.com/inward/record.url?scp=0018761234&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0018761234&partnerID=8YFLogxK

M3 - Article

C2 - 581831

AN - SCOPUS:0018761234

VL - 15

SP - 42

EP - 45

JO - Antimicrobial Agents and Chemotherapy

JF - Antimicrobial Agents and Chemotherapy

SN - 0066-4804

IS - 1

ER -