L-valine, an antialgal amino acid from Streptomyces jiujiangensis JXJ 0074(T)

Appl Microbiol Biotechnol. 2016 May;100(10):4627-36. doi: 10.1007/s00253-015-7150-8. Epub 2016 Jan 15.

Abstract

An antialgal compound was isolated from the cultured broth of Streptomyces jiujiangensis JXJ 0074(T) by using bioassay methods. Based on the data of (1)H-NMR, (13)C-NMR, ESI-MS, and thin layer chromatography, the active compound was identified as L-valine, which showed antialgal activity mainly against Microcystis. L-valine exhibited greater antialgal activities than both L-lysine and copper sulfate (CuSO4) did on Microcystis aeruginosa lawn. However, M. aeruginosa recovered growth earlier with higher growth rate in L-valine treatment than in L-lysine treatment. L-valine dissipated completely within 2 days, much quicker than L-lysine (6 days), which resulted in the lysing of more than 80 % M. aeruginosa cells and the release of amount of intracellular microcystin-LR (MC-LR) within 2 days. As a resultant, the extracellular MC-LR content was more than twice of the control from day 1 to 5. Exposure to L-valine significantly promoted the synthesis of MC-LR. L-lysine also promoted the release and synthesis of MC-LR with much lesser efficiency than L-valine. L-valine could damage Microcystis severely, causing perforation and collapse of M. aeruginosa cells and decrease of the chlorophyll. The superoxide dismutase (SOD) activity in L-valine-treated cells of M. aeruginosa initially increased with 32.94 ± 3.37 % higher than the control after 36 h and then decreased quickly. However, the increase rate of superoxide anion radical (O2 (-)) was much higher than that of SOD, which resulted in serious lipid peroxidation and accumulation of malondialdehyde (MDA). To our knowledge, this is the first report showing L-valine active against cyanobacteria.

Keywords: Cyanobacteria; L-valine; Microcystin-LR (MC-LR); Microcystis aeruginosa; Streptomyces jiujiangensis.

MeSH terms

  • Chlorophyll / metabolism
  • Lipid Peroxidation
  • Lysine / chemistry
  • Malondialdehyde / metabolism
  • Marine Toxins
  • Microcystins / metabolism
  • Microcystis / drug effects*
  • Streptomyces / chemistry*
  • Superoxide Dismutase / metabolism
  • Valine / chemistry*
  • Valine / isolation & purification

Substances

  • Marine Toxins
  • Microcystins
  • Chlorophyll
  • Malondialdehyde
  • Superoxide Dismutase
  • cyanoginosin LR
  • Valine
  • Lysine