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Chemical Compound Review

CARBOMYCIN     [6-[6- [[(1S,3R,7R,8R,9S,10R,12R,14E) -7...

Synonyms: Magnamycin, Carbomycin A, Magnamycin A, Deltamycin A4, NSC-51001, ...
 
 
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Disease relevance of Carbomycin acetate

  • A gene encoding the macrolide modification enzyme 3-O-acyltransferase (acyA) was cloned by chromosome walking onto the carbomycin biosynthetic region in Streptomyces thermotolerans TH475, with the 3' region of the gene encoding the macrolide modification enzyme 4"-O-acyltransferase (acyB1) as a probe [1].
 

High impact information on Carbomycin acetate

 

Biological context of Carbomycin acetate

  • Only pCN10F5 clone was identified from the genomic library of S. mycarofaciens 1748 when the 4"-isovaleryltransferase gene of carbomycin producing strain S. thermotolerans was used as a probe in colony hybridization [7].
  • The last ORF (ORF-B), which starts just 3 bp downstream from the TGA termination codon of acyA, was thought to be a carbomycin 4-O-methyltransferase gene, because the amino acid sequence deduced from ORF-B showed high homology to a putative midecamycin 4-O-methyltransferase encoded on mdmC [8].
  • A 3.2-kb DNA fragment of the carbomycin biosynthetic region including the 3-O-acyltransferase gene (acyA) from Streptomyces thermotolerans was sequenced, and four ORFs were found in the fragment [8].
 

Anatomical context of Carbomycin acetate

  • A mutant has been isolated from the mouse cell line LM(TK-) which is stably resistant to the macrolide antibiotic, carbomycin [9].
 

Associations of Carbomycin acetate with other chemical compounds

  • Deepoxidation of 16-membered epoxyenone macrolide antibiotics. III. In vitro and in vivo evaluation of deepoxidation products of carbomycin A, deltamycin A1, 4"-phenylacetyldeltamycin, angolamycin and rosamicin [6].
  • In vivo mitochondrial protein synthesis in CAP-23 cells was inhibited little, if any, by chloramphenicol, and the variant showed and partial cross resistance to mikamycin and carbomycin [10].

References

  1. Cloning of the macrolide antibiotic biosynthesis gene acyA, which encodes 3-O-acyltransferase, from Streptomyces thermotolerans and its use for direct fermentative production of a hybrid macrolide antibiotic. Arisawa, A., Kawamura, N., Takeda, K., Tsunekawa, H., Okamura, K., Okamoto, R. Appl. Environ. Microbiol. (1994) [Pubmed]
  2. The structures of four macrolide antibiotics bound to the large ribosomal subunit. Hansen, J.L., Ippolito, J.A., Ban, N., Nissen, P., Moore, P.B., Steitz, T.A. Mol. Cell (2002) [Pubmed]
  3. Production of a hybrid macrolide antibiotic in Streptomyces ambofaciens and Streptomyces lividans by introduction of a cloned carbomycin biosynthetic gene from Streptomyces thermotolerans. Epp, J.K., Huber, M.L., Turner, J.R., Goodson, T., Schoner, B.E. Gene (1989) [Pubmed]
  4. Cloning and nucleotide sequence of a carbomycin-resistance gene from Streptomyces thermotolerans. Epp, J.K., Burgett, S.G., Schoner, B.E. Gene (1987) [Pubmed]
  5. Methylation of 23S ribosomal RNA due to carB, an antibiotic-resistance determinant from the carbomycin producer, Streptomyces thermotolerans. Zalacain, M., Cundliffe, E. Eur. J. Biochem. (1990) [Pubmed]
  6. Deepoxidation of 16-membered epoxyenone macrolide antibiotics. III. In vitro and in vivo evaluation of deepoxidation products of carbomycin A, deltamycin A1, 4"-phenylacetyldeltamycin, angolamycin and rosamicin. Sakamoto, M., Mutoh, Y., Fukagawa, Y., Ishikura, T., Lein, J. J. Antibiot. (1984) [Pubmed]
  7. Cloning and expression of midecamycin 4"-acylase gene in spiramycin producing strains. Wang, Y., Jin, L., Jin, W., Zhang, X., Zeng, Y., Xu, X., Yao, J. Chin. J. Biotechnol. (1992) [Pubmed]
  8. Nucleotide sequence analysis of the carbomycin biosynthetic genes including the 3-O-acyltransferase gene from Streptomyces thermotolerans. Arisawa, A., Tsunekawa, H., Okamura, K., Okamoto, R. Biosci. Biotechnol. Biochem. (1995) [Pubmed]
  9. Carbomycin resistance in mouse L cells. Bunn, C.L., Eisenstadt, J.M. Somatic Cell Genet. (1977) [Pubmed]
  10. Isolation of chloramphenicol-resistant variants from a human cell line. Mitchell, C.H., England, J.M., Attardi, G. Somatic Cell Genet. (1975) [Pubmed]
 
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