Identification and distribution of mycosporine-like amino acids in Brazilian cyanobacteria using ultrahigh-performance liquid chromatography with diode array detection coupled to quadrupole time-of-flight mass spectrometry

Rapid Commun Mass Spectrom. 2020 Sep:34 Suppl 3:e8634. doi: 10.1002/rcm.8634. Epub 2020 Feb 8.

Abstract

Rationale: Mycosporine-like amino acids (MAAs) are UV-absorbing compounds produced by fungi, algae, lichens, and cyanobacteria when exposed to UV radiation. These compounds have photoprotective and antioxidant functions and have been widely studied for possible use in sunscreens and anti-aging products. This study aims to identify MAA-producing cyanobacteria with potential application in cosmetics.

Methods: A method for the identification of MAAs was developed using ultrahigh-performance liquid chromatography with diode array detection coupled to quadrupole time-of-flight mass spectrometry (UHPLC-DAD/QTOFMS). Chromatographic separation was carried out using a Synergi 4 μ Hydro-RP 80A column (150 × 2,0 mm) at 30°C with 0.1% formic acid aqueous solution + 2 mM ammonium formate and acetonitrile/water (8:2) + 0.1% formic acid as a mobile phase.

Results: Out of the 69 cyanobacteria studied, 26 strains (37%) synthesized MAAs. Nine different MAAs were identified using UHPLC-DAD/QTOFMS. Iminomycosporines were the major group detected (7 in 9 MAAs). In terms of abundance, the most representative genera for MAA production were heterocyte-forming groups. Oscilatoria sp. CMMA 1600, of homocyte type, produced the greatest diversity of MAAs.

Conclusions: The UHPLC-DAD/QTOFMS method is a powerful tool for identification and screening of MAAs in cyanobacterial strains as well as in other organisms such as dinoflagellates, macroalgae, and microalgae. The different cyanobacterial genera isolated from diverse Brazilian biomes and environments are prolific sources of MAAs.

MeSH terms

  • Amino Acids / analysis*
  • Amino Acids / chemistry*
  • Brazil
  • Chromatography, High Pressure Liquid / methods*
  • Cyanobacteria / chemistry*
  • Cyanobacteria / metabolism
  • Cyclohexanols / analysis
  • Cyclohexanols / chemistry
  • Cyclohexanones / analysis
  • Cyclohexanones / chemistry
  • Cyclohexylamines / analysis
  • Cyclohexylamines / chemistry
  • Glycine / analogs & derivatives
  • Glycine / analysis
  • Glycine / chemistry
  • Mass Spectrometry / methods*

Substances

  • Amino Acids
  • Cyclohexanols
  • Cyclohexanones
  • Cyclohexylamines
  • palythine
  • porphyra-334
  • shinorine
  • Glycine