Abstract
Tripropeptins (TPPs), the non-ribosomal cyclic depsipeptide antibiotics, are isolated from the culture broth of Lysobacter sp., and exhibit potent antimicrobial activity against gram-positive bacteria. TPPs consist of a common peptide ring composed of eight amino acids and a branched chain fatty acid from C-12 to C-17. Based on the biosynthetic pathway of branched chain fatty acids, the effects of supplement of their postulated biosynthetic precursors on production ratio of TPPs were examined. As expected, the corresponding TPP-components were predominantly produced by addition of leucine, isovaleric acid, 3-methyl-2-oxo-butanoic acid, 4-methyl-2-oxopentanoic acid and 3-hydroxy-14-methylpentadecanoic acids, but not by addition of valine.
Highlights
We have isolated novel lipopeptide antibiotics designated tripropeptin (TPP) A, B, C, D, E and Z from culture broth of Lysobacter sp
In order to improve the productivity of specified TPPs, we have focused on the biosynthesis of branched chain fatty acids, since the chain length is the sole structural difference between the TPPs
Under the standard culture conditions, TPPs were produced in the ratio of TPPA (8.4%), TPPB (8.9%), tripropeptin C (TPPC) (71.3%) and tripropeptin D (TPPD) (11.4%)
Summary
We have isolated novel lipopeptide antibiotics designated tripropeptin (TPP) A, B, C, D, E and Z from culture broth of Lysobacter sp. They show potent antimicrobial activities against gram-positive bacteria including methicillin-resistant Staphylococcus aureus (MRSA), vancomycin-resistant Enterococcus spp. and penicillin-resistant Streptococcus pneumoniae. Coenzyme A esters of isovaleric acid, isobutyric acid and 2-methylbutyric acid could contribute to the productions of iso-fatty acid with odd number of carbon atoms, iso-fatty acids with even number of carbon atoms, and anteiso-fatty acids, respectively We report an improvement in the production ratio of TPPs by addition of the postulated precursors such as branched chain amino acids, short-chain carboxylic acids or 3-hydroxy fatty acids
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