Pyrrolo[1,4]benzodiazepine antibiotics. Biosynthesis of the antitumor antibiotic sibiromycin by Streptosporangium sibiricum
| Autor: | Ravinder K. Malhotra, Laurence H. Hurley, Nobel V. Das, William L. Lasswell |
|---|---|
| Rok vydání: | 1979 |
| Předmět: |
chemistry.chemical_classification
Antibiotics Antineoplastic Methionine Amino sugar Stereochemistry Tryptophan Tritium Biochemistry Hydroxylation Structure-Activity Relationship chemistry.chemical_compound chemistry NIH shift Biosynthesis Isotope Labeling Actinomycetales Tyrosine Carbon Radioisotopes Proline Kynurenine |
| Zdroj: | Biochemistry. 18:4225-4229 |
| ISSN: | 1520-4995 0006-2960 |
| DOI: | 10.1021/bi00586a029 |
| Popis: | The biosynthesis of the antitumor antibiotic sibiromycin by Streptosporangium sibiricum requires the construction of four units: the amino sugar from glucose; the anthranilate ring from DL-tryptophan probably via kynurenine; the aromatic methyl group from methionine; the propylidene proline from L-tyrosine with the loss of two aromatic carbons and addition of a C-1 from methionine. Retention of tritium from DL-[5-3H]tryptophan in sibiromycin suggest an NIH shift during hydroxylation of an intermediate. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|