270px, SEM image of pollen grains Sporopollenin is one of the most chemically inert biological polymers. It is a major component of the tough outer (exine) walls of

plant Plants are predominantly photosynthetic eukaryotes of the kingdom Plantae. Historically, the plant kingdom encompassed all living things that were not animals, and included algae and fungi; however, all current definitions of Plantae excl ...

spore In biology, a spore is a unit of sexual or asexual reproduction that may be adapted for dispersal and for survival, often for extended periods of time, in unfavourable conditions. Spores form part of the life cycles of many plants, algae, ...

s and

pollen Pollen is a powdery substance produced by seed plants. It consists of pollen grains (highly reduced microgametophytes), which produce male gametes (sperm cells). Pollen grains have a hard coat made of sporopollenin that protects the gametop ...

grains. It is chemically very stable and is usually well preserved in

soil Soil, also commonly referred to as earth or dirt, is a mixture of organic matter, minerals, gases, liquids, and organisms that together support life. Some scientific definitions distinguish ''dirt'' from ''soil'' by restricting the former ...

s and

sediment Sediment is a naturally occurring material that is broken down by processes of weathering and erosion, and is subsequently transported by the action of wind, water, or ice or by the force of gravity acting on the particles. For example, sand ...

s. The exine layer is often intricately sculptured in species-specific patterns, allowing material recovered from (for example) lake sediments to provide useful information to

palynologists Palynology is the "study of dust" (from grc-gre, παλύνω, palynō, "strew, sprinkle" and ''-logy'') or of "particles that are strewn". A classic palynologist analyses particulate samples collected from the air, from water, or from deposit ...

about plant and fungal populations in the past. Sporopollenin has found uses in the field of

paleoclimatology Paleoclimatology (British spelling, palaeoclimatology) is the study of climates for which direct measurements were not taken. As instrumental records only span a tiny part of Earth's history, the reconstruction of ancient climate is important to ...

as well. Sporopollenin is also found in the cell walls of several taxa of

green alga The green algae (singular: green alga) are a group consisting of the Prasinodermophyta and its unnamed sister which contains the Chlorophyta and Charophyta/Streptophyta. The land plants (Embryophytes) have emerged deep in the Charophyte alga as ...

, including ''

Phycopeltis ''Phycopeltis'' is a genus of green algae in the family Trentepohliaceae.See the NCBI The National Center for Biotechnology Information (NCBI) is part of the United States National Library of Medicine (NLM), a branch of the National Institu ...

'' (an

ulvophycea The Ulvophyceae or ulvophytes are a class of green algae, distinguished mainly on the basis of ultrastructural morphology, life cycle and molecular phylogenetic data.Graham LE, Graham JM, Wilcox LW (2009) ''Algae''. 2nd Edition. Benjamin Cumming ...

n) and ''

Chlorella ''Chlorella'' is a genus of about thirteen species of single-celled green algae belonging to the division Chlorophyta. The cells are spherical in shape, about 2 to 10 μm in diameter, and are without flagella. Their chloroplasts contain th ...

''.

Spore In biology, a spore is a unit of sexual or asexual reproduction that may be adapted for dispersal and for survival, often for extended periods of time, in unfavourable conditions. Spores form part of the life cycles of many plants, algae, ...

s are dispersed by many different environmental factors, such as wind, water or animals. In suitable conditions, the sporopollenin-rich walls of pollen grains and spores can persist in the fossil record for hundreds of millions of years, since sporopollenin is resistant to chemical degradation by organic and inorganic chemicals.

Chemical composition

The chemical composition of sporopollenin has long been elusive due to its unusual chemical stability, insolubility and resistance to degradation by

enzyme Enzymes () are proteins that act as biological catalysts by accelerating chemical reactions. The molecules upon which enzymes may act are called substrates, and the enzyme converts the substrates into different molecules known as products ...

s and strong chemical reagents. It was once thought to consist of polymerised

carotenoid Carotenoids (), also called tetraterpenoids, are yellow, orange, and red organic pigments that are produced by plants and algae, as well as several bacteria, and fungi. Carotenoids give the characteristic color to pumpkins, carrots, parsnips, ...

s but the application of more detailed analytical methods since the 1980s has shown that this is not correct. Analyses have revealed a complex

biopolymer Biopolymers are natural polymers produced by the cells of living organisms. Like other polymers, biopolymers consist of monomeric units that are covalently bonded in chains to form larger molecules. There are three main classes of biopolymers, ...

, containing mainly

long-chain fatty acid In chemistry, particularly in biochemistry, a fatty acid is a carboxylic acid with an aliphatic chain, which is either saturated or unsaturated. Most naturally occurring fatty acids have an unbranched chain of an even number of carbon atoms, fr ...

phenylpropanoid The phenylpropanoids are a diverse family of organic compounds that are synthesized by plants from the amino acids phenylalanine and tyrosine. Their name is derived from the six-carbon, aromatic phenyl group and the three-carbon propene tail of ...

phenol Phenol (also called carbolic acid) is an aromatic organic compound with the molecular formula . It is a white crystalline solid that is volatile. The molecule consists of a phenyl group () bonded to a hydroxy group (). Mildly acidic, it r ...

ics and traces of carotenoids in a random co-polymer. It is likely that sporopollenin derives from several precursors that are chemically cross-linked to form a rigid structure. There is also good evidence that the chemical composition of sporopollenin is not the same in all plants, indicating it is a class of compounds rather than having one constant structure. In 2019, thioacidolysis degradation and solid-state NMR was used to determine the molecular structure of

pitch pine ''Pinus rigida'', the pitch pine, is a small-to-medium-sized pine. It is native to eastern North America, primarily from central Maine south to Georgia and as far west as Kentucky. It is found in environments which other species would find unsuit ...

sporopollenin, finding it primarily composed of

polyvinyl alcohol Poly(vinyl alcohol) (PVOH, PVA, or PVAl) is a water- soluble synthetic polymer. It has the idealized formula H2CH(OH)sub>''n''. It is used in papermaking, textile warp sizing, as a thickener and emulsion stabilizer in polyvinyl acetate (PVAc) ...

units alongside other

aliphatic In organic chemistry, hydrocarbons ( compounds composed solely of carbon and hydrogen) are divided into two classes: aromatic compounds and aliphatic compounds (; G. ''aleiphar'', fat, oil). Aliphatic compounds can be saturated, like hexane ...

monomers, all crosslinked through a series of

acetal In organic chemistry, an acetal is a functional group with the connectivity . Here, the R groups can be organic fragments (a carbon atom, with arbitrary other atoms attached to that) or hydrogen, while the R' groups must be organic fragments n ...

linkages. Its complex and heterogeneous chemical structure give some protection from the biodegradative enzymes of bacteria, fungi and animals. Some

aromatic In chemistry, aromaticity is a chemical property of cyclic ( ring-shaped), ''typically'' planar (flat) molecular structures with pi bonds in resonance (those containing delocalized electrons) that gives increased stability compared to satur ...

structures based on ''p''-coumarate and

naringenin Naringenin is a flavorless, colorless flavanone, a type of flavonoid. It is the predominant flavanone in grapefruit, and is found in a variety of fruits and herbs. Structure Naringenin has the skeleton structure of a flavanone with three hydro ...

were also identified within the sporopollenin polymer. These can absorb ultraviolet light and thus prevent it penetrating further into the spore. This has relevance to the role of pollen and spores in transporting and dispersing the gametes of plants. The DNA of the gametes is readily damaged by the ultraviolet component of daylight. Sporopollenin thus provides some protection from this damage as well as a physically robust container. Analysis of sporopollenin from the

clubmoss Lycopodiopsida is a class of vascular plants known as lycopods, lycophytes or other terms including the component lyco-. Members of the class are also called clubmosses, firmosses, spikemosses and quillworts. They have dichotomously branching ...

'' Lycopodium'' in the late 1980s have shown distinct structural differences from that of flowering plants. In 2020, more detailed analysis of sporopollenin from ''

Lycopodium clavatum ''Lycopodium clavatum'' (common club moss, stag's-horn clubmoss, running clubmoss, or ground pineBailey, L.H.; Bailey, E.Z.; the staff of the Liberty Hyde Bailey Hortorium. 1976. ''Hortus third: A concise dictionary of plants cultivated in the Un ...

'' provided more structural information. It showed a complete lack of aromatic structures and the presence of a

macrocyclic Macrocycles are often described as molecules and ions containing a ring of twelve or more atoms. Classical examples include the crown ethers, calixarenes, porphyrins, and cyclodextrins. Macrocycles describe a large, mature area of chemistry. ...

backbone of polyhydroxylated tetraketide-like monomers with pseudo-aromatic 2-pyrone rings. These were crosslinked to a poly(hydroxy acid) chain by ether linkages to form the polymer.

Biosynthesis

Electron microscopy An electron microscope is a microscope that uses a beam of accelerated electrons as a source of illumination. As the wavelength of an electron can be up to 100,000 times shorter than that of visible light photons, electron microscopes have a hi ...

shows that the tapetal cells that surround the developing pollen grain in the

anther The stamen (plural ''stamina'' or ''stamens'') is the pollen-producing reproductive organ of a flower. Collectively the stamens form the androecium., p. 10 Morphology and terminology A stamen typically consists of a stalk called the filam ...

have a highly active

secretory 440px Secretion is the movement of material from one point to another, such as a secreted chemical substance from a cell or gland. In contrast, excretion is the removal of certain substances or waste products from a cell or organism. The classica ...

system containing lipophilic globules. These globules are believed to contain sporopollenin precursors. Tracer experiments have shown that

phenylalanine Phenylalanine (symbol Phe or F) is an essential α-amino acid with the formula . It can be viewed as a benzyl group substituted for the methyl group of alanine, or a phenyl group in place of a terminal hydrogen of alanine. This essential amin ...

is a major precursor, but other carbon sources also contribute. The biosynthetic pathway for phenylpropanoid is very active in tapetal cells, supporting the idea that its products are needed for sporopollenin synthesis. Chemical inhibitors of pollen development and many male sterile mutants have effects on the secretion of these globules by the tapetal cells.

References

{{Reflist Biomolecules Organic polymers Pollination Palynology

Chemical composition

Biosynthesis

See also

References