The molecular structure of plant sporopollenin

Nat Plants. 2019 Jan;5(1):41-46. doi: 10.1038/s41477-018-0330-7. Epub 2018 Dec 17.

Abstract

Sporopollenin is a ubiquitous and extremely chemically inert biopolymer that constitutes the outer wall of all land-plant spores and pollen grains1. Sporopollenin protects the vulnerable plant gametes against a wide range of environmental assaults, and is considered a prerequisite for the migration of early plants onto land2. Despite its importance, the chemical structure of plant sporopollenin has remained elusive1. Using a newly developed thioacidolysis degradative method together with state-of-the-art solid-state NMR techniques, we determined the detailed molecular structure of pine sporopollenin. We show that pine sporopollenin is primarily composed of aliphatic-polyketide-derived polyvinyl alcohol units and 7-O-p-coumaroylated C16 aliphatic units, crosslinked through a distinctive dioxane moiety featuring an acetal. Naringenin was also identified as a minor component of pine sporopollenin. This discovery answers the long-standing question about the chemical make-up of plant sporopollenin, laying the foundation for future investigations of sporopollenin biosynthesis and for the design of new biomimetic polymers with desirable inert properties.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Biochemistry / methods
  • Biopolymers / chemistry*
  • Biopolymers / isolation & purification
  • Carotenoids / chemistry*
  • Carotenoids / isolation & purification
  • Chromatography, High Pressure Liquid
  • Flavanones / chemistry
  • Freeze Drying
  • Hydrolysis
  • Magnetic Resonance Spectroscopy / methods*
  • Molecular Structure
  • Pinus / chemistry*
  • Pollen / chemistry
  • Polyvinyl Alcohol / chemistry

Substances

  • Biopolymers
  • Flavanones
  • sporopollenin
  • Carotenoids
  • Polyvinyl Alcohol
  • naringenin