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| Content Provider | PubMed Central |
|---|---|
| Author | Tao, Meifeng Wang, Liyan Evelyn, Wendt-pienkowski Zhang, Ningning Yang, Dong Galm, Ute Coughlin, Jane M. Xu, Zhinan Shen, Ben |
| Abstract | Tallysomycins (TLMs) belong to the bleomycin (BLM) family of anticancer antibiotics and differ from the BLMs principally by the presence of a 4-amino-4,6-dideoxy-L-talose attached to C-41 of the TLM backbone as part of a glycosylcarbinolamide. To facilitate an understanding of the differences in anticancer activities observed between TLMs and BLMs, we thought to generate des-talose TLM analogs by engineering TLM biosynthesis in Streptoalloteichus hindustanus E465-94 ATCC 31158. Here we report (i) the engineering of the ΔtlmH mutant SB8005 strain that produces the two TLM analogs, TLM H-1 and TLM H-2, (ii) production, isolation, and structural elucidation of TLM H-1 and TLM H-2 by NMR and mass spectroscopic analyses as the desired des-talose TLM analogs, and (iii) comparison of the DNA cleavage activities of TLM H-1 with selected TLMs and BLMs. These findings support the previous functional assignment of tlmH to encode an α-ketoglutarate-dependent hydroxylase and unveil the TlmH-catalyzed hydroxylation at both C41 and C42 and the TlmK-catalyzed glycosylation of a labile carbinolamide intermediate as the final two steps for TLM biosynthesis. TlmH is apparently distinct from other enzymes known to catalyze carbinolamide formation. The availability of TLM H-1 now sets the stage to study the TlmH enzymology in vitro and to elucidate the exact contribution of the L-talose to the anticancer activities of TLMs in vivo. |
| Related Links | http://dx.doi.org/10.1039/b918106g |
| Starting Page | 349 |
| File Format | |
| ISSN | 17422051 |
| e-ISSN | 17422051 |
| Journal | Molecular bioSystems |
| Issue Number | 2 |
| Volume Number | 6 |
| Language | English |
| Publisher Date | 2010-02-01 |
| Access Restriction | Open |
| Subject Keyword | Research in Higher Education |
| Content Type | Text |
| Resource Type | Article |
| Subject | Molecular Biology Biotechnology |
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