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ARS Home » Midwest Area » Peoria, Illinois » National Center for Agricultural Utilization Research » Renewable Product Technology Research » Research » Publications at this Location » Publication #339617
Title: Apramycin produced by Streptoalloteichus tenebrarius NRRL B-3816

Author
item Manitchotpisit, Pennapa
item Bowman, Michael
item CRICH, DAVID - Wayne State University
item Price, Neil

Submitted to: American Chemical Society National Meeting
Publication Type: Abstract Only
Publication Acceptance Date: 8/21/2017
Publication Date: N/A
Citation: N/A

Interpretive Summary:

Technical Abstract: Apramycin (Apr) is an aminoglycoside (AG) antibiotic used in veterinary medicine, and is produced by a soil-dwelling actinomycete, Streptoalloteichus tenebrarius. Many of the known AGs (kanamycin, tobramycin, gentamycin, etc.) are ototoxic, causing irreversible deafness in susceptible individuals by targeting the cochlear mitochondrial ribosomes. It was recently found that Apr, a structurally unique AG, shows little activity toward eukaryotic ribosomes and, in a guinea pig model, ototoxicity causes very little hair cell damage and hearing loss. These data are proof of the concept that antibacterial activity can be dissected from AG ototoxicity. We have now re-examined the AGs produced in fermentation by an over-producing strain, S. tenebrarius NRRL B-3816, using ion-exchange extraction and analysis by MALDI-MS and LC-MS. It is apparent native apramycin is the major antibiotic from this strain. This has a molecular formula, C21H41N5O11 (calculated mass 539.58 Da), and gives CAD fragment ions characteristic of the Apr family of AG. 15N-isotopic labeling coupled with MS analysis confirms the structure and probably biosynthesis of Apr.