Deciphering Deazapurine Biosynthesis: Pathway for Pyrrolopyrimidine Nucleosides Toyocamycin and Sangivamycin
Pyrrolopyrimidine nucleosides analogs, collectively referred to as deazapurines, are an important class of structurally diverse compounds found in a wide variety of biological niches. In this report, a cluster of genes from Streptomyces rimosus (ATCC 14673) involved in production of the deazapurine...
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| Veröffentlicht in: | Chemistry & biology 2008-08, Vol.15 (8), p.790-798 |
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| creator | McCarty, Reid M. Bandarian, Vahe |
| description | Pyrrolopyrimidine nucleosides analogs, collectively referred to as deazapurines, are an important class of structurally diverse compounds found in a wide variety of biological niches. In this report, a cluster of genes from Streptomyces rimosus (ATCC 14673) involved in production of the deazapurine antibiotics sangivamycin and toyocamycin was identified. The cluster includes toyocamycin nitrile hydratase, an enzyme that catalyzes the conversion of toyocamycin to sangivamycin. In addition to this rare nitrile hydratase, the cluster encodes a GTP cyclohydrolase I, linking the biosynthesis of deazapurines to folate biosynthesis, and a set of purine salvage/biosynthesis genes, which presumably convert the guanine moiety from GTP to the adenine-like deazapurine base found in toyocamycin and sangivamycin. The gene cluster presented here could potentially serve as a model to allow identification of deazapurine biosynthetic pathways in other bacterial species. |
| doi_str_mv | 10.1016/j.chembiol.2008.07.012 |
| format | Article |
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| source | MEDLINE; Cell Press Free Archives; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Access via ScienceDirect (Elsevier); Free Full-Text Journals in Chemistry |
| subjects | Amino Acid Sequence Anti-Bacterial Agents - biosynthesis CHEMBIO Gene Expression Regulation, Bacterial GTP Cyclohydrolase - genetics GTP Cyclohydrolase - metabolism Hydro-Lyases - chemistry Hydro-Lyases - genetics Hydro-Lyases - metabolism Molecular Sequence Data Multigene Family Purines - biosynthesis Purines - chemistry Pyrimidine Nucleosides - biosynthesis Pyrimidines - biosynthesis Pyrimidines - chemistry Pyrroles - chemistry Streptomyces - genetics Streptomyces - metabolism Streptomyces rimosus Toyocamycin - biosynthesis Toyocamycin - metabolism |
| title | Deciphering Deazapurine Biosynthesis: Pathway for Pyrrolopyrimidine Nucleosides Toyocamycin and Sangivamycin |
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