Insights into the Biosynthesis of Hormaomycin, An Exceptionally Complex Bacterial Signaling Metabolite

作者: Ivonne Höfer , Max Crüsemann , Markus Radzom , Bernadette Geers , Daniel Flachshaar

DOI: 10.1016/J.CHEMBIOL.2010.12.018

关键词:

摘要: Hormaomycin produced by Streptomyces griseoflavus is a structurally highly modified depsipeptide that contains several unique building blocks with cyclopropyl, nitro, and chlorine moieties. Within the genus Streptomyces, it acts as bacterial hormone induces morphological differentiation production of bioactive secondary metabolites. In addition, hormaomycin an extremely potent narrow-spectrum antibiotic. this study, we shed light on biosynthesis combination feeding studies, isolation biosynthetic nonribosomal peptide synthetase (NRPS) gene cluster, in vivo vitro functional analysis enzymes. nonnatural congeners were generated feeding-induced metabolic rerouting. The NRPS numerous repetitive regions suggest evolutionary scenario for unusual hormone, providing new opportunities evolution-inspired engineering novel peptides.

参考文章(63)
Giovanna Scapin, John S. Blanchard, Enzymology of Bacterial Lysine Biosynthesis Advances in Enzymology - and Related Areas of Molecular Biology. ,vol. 72, pp. 279- 324 ,(1998) , 10.1002/9780470123188.CH8
T. MANN, Advances in Enzymology Nature. ,vol. 200, pp. 972- 973 ,(1963) , 10.1038/200972B0
Joong-Ki Park, Kyu-Heon Kim, Seokha Kang, Won Kim, Keeseon S Eom, DTJ Littlewood, A common origin of complex life cycles in parasitic flatworms: evidence from the complete mitochondrial genome of Microcotyle sebastis (Monogenea: Platyhelminthes) BMC Evolutionary Biology. ,vol. 7, pp. 11- 11 ,(2007) , 10.1186/1471-2148-7-11
Liangcai Gu, Bo Wang, Amol Kulkarni, Todd W. Geders, Rashel V. Grindberg, Lena Gerwick, Kristina Håkansson, Peter Wipf, Janet L. Smith, William H. Gerwick, David H. Sherman, Metamorphic enzyme assembly in polyketide diversification Nature. ,vol. 459, pp. 731- 735 ,(2009) , 10.1038/NATURE07870
Elena Conti, Torsten Stachelhaus, Mohamed A Marahiel, Peter Brick, Structural basis for the activation of phenylalanine in the non-ribosomal biosynthesis of gramicidin S. The EMBO Journal. ,vol. 16, pp. 4174- 4183 ,(1997) , 10.1093/EMBOJ/16.14.4174
Nanda M. Brahme, Jose E. Gonzalez, Jim P. Rolls, Ed J. Hessler, Steve Mizsak, Laurence H. Hurley, Biosynthesis of the lincomycins. 1. Studies using stable isotopes on the biosynthesis of the propyl- and ethyl-L-hygric acid moieties of lincomycins A and B Journal of the American Chemical Society. ,vol. 106, pp. 7873- 7878 ,(1984) , 10.1021/JA00337A038
Uwe M. Reinscheid, Jonathan Farjon, Markus Radzom, Peter Haberz, Axel Zeeck, Martin Blackledge, Christian Griesinger, Effect of the Solvent on the Conformation of a Depsipeptide: NMR‐Derived Solution Structure of Hormaomycin in DMSO from Residual Dipolar Couplings in a Novel DMSO‐Compatible Alignment Medium ChemBioChem. ,vol. 7, pp. 287- 296 ,(2006) , 10.1002/CBIC.200500277
Keri L. Colabroy, William T. Hackett, Andrew J. Markham, Jennifer Rosenberg, David E. Cohen, Ariel Jacobson, Biochemical characterization of L-DOPA 2,3-dioxygenase, a single-domain type I extradiol dioxygenase from lincomycin biosynthesis. Archives of Biochemistry and Biophysics. ,vol. 479, pp. 131- 138 ,(2008) , 10.1016/J.ABB.2008.08.022
Satoru Kondo, Kazuhisa Yasui, Masato Katayama, Shingo Marumo, Tadao Kondo, Hiroyuki Hattori, Structure of pamamycin-607, an aerial mycelium-inducing substance of Streptomyces alboniger Tetrahedron Letters. ,vol. 28, pp. 5861- 5864 ,(1987) , 10.1016/S0040-4039(01)81074-1
Efthimia Stegmann, Christian Rausch, Sigrid Stockert, Daniel Burkert, Wolfgang Wohlleben, The small MbtH-like protein encoded by an internal gene of the balhimycin biosynthetic gene cluster is not required for glycopeptide production. Fems Microbiology Letters. ,vol. 262, pp. 85- 92 ,(2006) , 10.1111/J.1574-6968.2006.00368.X