An Alternative Approach for the Synthesis of Sulfoquinovosyldiacylglycerol

Molecules. 2021 Jul 14;26(14):4275. doi: 10.3390/molecules26144275.

Abstract

Sulfoquinovosyldiacylglycerol (SQDG) is a glycolipid ubiquitously found in photosynthetically active organisms. It has attracted much attention in recent years due to its biological activities. Similarly, the increasing demand for vegan and functional foods has led to a growing interest in micronutrients such as sulfolipids and their physiological influence on human health. To study this influence, reference materials are needed for developing new analytical methods and providing enough material for model studies on the biological activity. However, the availability of these materials is limited by the difficulty to isolate and purify sulfolipids from natural sources and the unavailability of chemical standards on the market. Consequently, an alternative synthetic route for the comprehensive preparation of sulfolipids was established. Here, the synthesis of a sulfolipid with two identical saturated fatty acids is described exemplarily. The method opens possibilities for the preparation of a diverse range of interesting derivatives with different saturated and unsaturated fatty acids.

Keywords: SQDG; sulfolipids; sulfoquinovosyldiacylglycerol; sulfur; total synthesis.

MeSH terms

  • Diglycerides / chemistry
  • Fatty Acids / chemistry
  • Glycolipids / chemical synthesis*
  • Glycolipids / chemistry*
  • Lipids / chemistry

Substances

  • Diglycerides
  • Fatty Acids
  • Glycolipids
  • Lipids
  • sulfolipids
  • sulfoquinovosyl diglyceride
  • sulphoquinovosyl-diacylglycerol