Albomycin Explained

Albomycins are a group of naturally occurring antibiotics belonging to the class of sideromycins, which are "compounds composed of iron carriers called siderophores linked to antibiotic moieties". They are particularly effective against Gram-negative bacteria of the family Enterobacteriaceae and few Gram-positive bacteria such s Streptococcus pneumoniae, Bacillus subtilis and Staphylococcus aureus.[1] [2] In 2000 a group of scientists from SmithKline Beecham Pharmaceuticals, UK reported that the antibiotic part of albomycin in vitro can inhibit seryl-tRNA synthetase from both eukaryotic and prokaryotic representatives.[3]

Structure

Albomycins are naturally occurring sideromycins produced by some streptomycetes. The siderophore part of albomycin δ2 is similar to ferrichrome. It contains three molecules of δ-N-hydroxy-δ-N-acetyl ornithine linked to a serine, all by peptide linkage. The C-terminus of the serine is linked to another serine attached to the antibiotically active 4’-thio (N4-carbamoyl-3-methyl) cytidine moiety. The trihydroxamate part serves the siderophore function as it can trap Fe+3 and is essential for active transport of the antibiotic. Iron-free albomycin δ2 has a molecular weight of 992 Da, and when loaded with iron it is 1045 Da.[4]

Notes and References

  1. Albomycin is an effective antibiotic, as exemplified with Yersinia enterocolitica and Streptococcus pneumoniae. International Journal of Medical Microbiology. 297. 6. 459–469. October 2007. 10.1016/j.ijmm.2007.03.002. 17459767. Pramanik. A.. Stroeher. U.. Krejci. J.. Standish. A.. Bohn. E.. Paton. J.. Autenrieth. I.. Braun. V..
  2. Albomycin Uptake via a Ferric Hydroxamate Transport System of Streptococcus pneumoniae R6 . Journal of Bacteriology. 188. 11. 3878–3886. June 2006. 10.1128/jb.00205-06. 16707680 . 1482914. Pramanik . A. . Braun . V. .
  3. A Potent Seryl tRNA Synthetase Inhibitor SB-217452 Isolated from a Streptomyces species. The Journal of Antibiotics. 53. 12. 1346–1353. June 2000. 10.7164/antibiotics.53.1346. Stefanska. Anna L.. Fulston. Mark. Houge-Frydrych. Catherine S.V. Jones. Jo J.. Warr. Stephen R.. 11217799. free.
  4. Uptake and Conversion of the Antibiotic Albomycin by Escherichia coli K-12 . . 99 . 3 . 517–524 . September 1979 . 10.1111/j.1432-1033.1979.tb13283.x. 387415 . Hartmann . Anton . Fiedler . Hans-Peter . Braun . Volkmar . free .