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Chemical Compound Review

Methymycin     (2R,3S,4E,7R,9S,10S,11R)-10- [(2S,3R,4S,6R)...

Synonyms: AC1NQZE3, CHEMBL489347, SureCN654455, LMPK04000037, C11996, ...
 
 
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Disease relevance of Methymycin

  • BACKGROUND: A single modular polyketide synthase (PKS) gene cluster is responsible for production of both the 14-membered macrolide antibiotic picromycin and the 12-membered macrolide antibiotic methymycin in Streptomyces venezuelae [1].
 

High impact information on Methymycin

  • RESULTS: A set of nine deoxysugar biosynthetic and auxiliary genes from the picromycin/methymycin (pik) cluster was integrated in the chromosome of Streptomyces lividans to create a host which synthesizes TDP-D-desosamine [2].
  • Background:. Streptomyces venezuelae produces two groups of antibiotics that include the 12-membered ring macrolides methymycin and neomethymycin, and the 14-membered ring macrolide pikromycin [3].
  • However, further experiments have suggested that such a glycosylation/deglycosylation is only a secondary self-defense mechanism in S. venezuelae, whereas modification of 23S rRNA, which is the target site for methymycin and its derivatives, by PikR1 and PikR2 is a primary self-resistance mechanism [4].
  • Expression, site-directed mutagenesis, and steady state kinetic analysis of the terminal thioesterase domain of the methymycin/picromycin polyketide synthase [5].
  • In an effort to generate a set of novel macrolide derivatives, we have created a new analogue of methymycin and neomethymycin, antibiotics produced by Streptomyces venezuelae [6].
 

Biological context of Methymycin

 

Associations of Methymycin with other chemical compounds

References

  1. Elucidating the mechanism of chain termination switching in the picromycin/methymycin polyketide synthase. Tang, L., Fu, H., Betlach, M.C., McDaniel, R. Chem. Biol. (1999) [Pubmed]
  2. Construction of desosamine containing polyketide libraries using a glycosyltransferase with broad substrate specificity. Tang, L., McDaniel, R. Chem. Biol. (2001) [Pubmed]
  3. Hydroxylation of macrolactones YC-17 and narbomycin is mediated by the pikC-encoded cytochrome P450 in Streptomyces venezuelae. Xue, Y., Wilson, D., Zhao, L., Liu, H., Sherman, D.H. Chem. Biol. (1998) [Pubmed]
  4. Beta-glucosylation as a part of self-resistance mechanism in methymycin/pikromycin producing strain Streptomyces venezuelae. Zhao, L., Beyer, N.J., Borisova, S.A., Liu, H.W. Biochemistry (2003) [Pubmed]
  5. Expression, site-directed mutagenesis, and steady state kinetic analysis of the terminal thioesterase domain of the methymycin/picromycin polyketide synthase. Lu, H., Tsai, S.C., Khosla, C., Cane, D.E. Biochemistry (2002) [Pubmed]
  6. Biosynthesis of desosamine: construction of a new macrolide carrying a genetically designed sugar moiety. Borisova, S.A., Zhao, L., Sherman, D.H., Liu, H.W. Org. Lett. (1999) [Pubmed]
  7. Bacterial P450-catalyzed polyketide hydroxylation on a microfluidic platform. Srinivasan, A., Bach, H., Sherman, D.H., Dordick, J.S. Biotechnol. Bioeng. (2004) [Pubmed]
  8. Expression, purification, and characterization of two N,N-dimethyltransferases, tylM1 and desVI, involved in the biosynthesis of mycaminose and desosamine. Chen, H., Yamase, H., Murakami, K., Chang, C.W., Zhao, L., Zhao, Z., Liu, H.W. Biochemistry (2002) [Pubmed]
 
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