Exploration of the molecular origin of the azinomycin epoxide: timing of the biosynthesis revealed
| Autor: | Gilbert T. Kelly, Coran M. H. Watanabe, Vasudha Sharma |
|---|---|
| Rok vydání: | 2008 |
| Předmět: |
Time Factors
Molecular Structure Sodium Organic Chemistry Streptomyces sahachiroi Glycopeptides Epoxide chemistry.chemical_element Dipeptides Naphthalenes Biochemistry Hydroxylation chemistry.chemical_compound Azinomycin epoxide Biosynthesis chemistry Epoxy Compounds Intercellular Signaling Peptides and Proteins Physical and Theoretical Chemistry Whole cell Peptides Azabicyclo Compounds DNA |
| Zdroj: | Organic letters. 10(21) |
| ISSN: | 1523-7052 |
| Popis: | Streptomyces sahachiroi whole cell feeding experiments, utilizing putative precursors labeled with stable isotopes, established that the epoxide unit of the DNA cross-linked agents, azinomycin A and B, proceeds via a valine-dependent pathway and that hydroxylation and dehydration precedes formation of the terminal epoxide. Sodium 3-methyl-2-oxobutenoate, formed through a transimination reaction, was shown to be the penultimate precursor incorporated into the azinomycin epoxide. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|