The molecular structure of plant sporopollenin.


Journal

Nature plants
ISSN: 2055-0278
Titre abrégé: Nat Plants
Pays: England
ID NLM: 101651677

Informations de publication

Date de publication:
01 2019
Historique:
received: 25 07 2018
accepted: 15 11 2018
pubmed: 19 12 2018
medline: 14 6 2019
entrez: 19 12 2018
Statut: ppublish

Résumé

Sporopollenin is a ubiquitous and extremely chemically inert biopolymer that constitutes the outer wall of all land-plant spores and pollen grains

Identifiants

pubmed: 30559416
doi: 10.1038/s41477-018-0330-7
pii: 10.1038/s41477-018-0330-7
doi:

Substances chimiques

Biopolymers 0
Flavanones 0
sporopollenin 12712-72-0
Carotenoids 36-88-4
Polyvinyl Alcohol 9002-89-5
naringenin HN5425SBF2

Types de publication

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

Langues

eng

Sous-ensembles de citation

IM

Pagination

41-46

Commentaires et corrections

Type : CommentIn

Références

Kim, S. S. & Douglas, C. J. Sporopollenin monomer biosynthesis in Arabidopsis. J. Plant Biol. 56, 1–6 (2013).
doi: 10.1007/s12374-012-0385-3
Weng, J.-K., Philippe, R. N. & Noel, J. P. The rise of chemodiversity in plants. Science 336, 1667–1670 (2012).
doi: 10.1126/science.1217411
Mansfield, S. D., Kim, H., Lu, F. & Ralph, J. Whole plant cell wall characterization using solution-state 2D NMR. Nat. Protoc. 7, 1579–1589 (2012).
doi: 10.1038/nprot.2012.064
Ahlers, F., Thom, I., Lambert, J., Kuckuk, R. & Wiermann, R.
doi: 10.1016/S0031-9422(98)00225-8
Rolando, C., Monties, B. & Lapierre, C. in Methods in Lignin Chemistry (eds Lin, S. Y. & Carlton, W.) 334–349 (Springer, Berlin, 1992).
Seco, J. M., Quiñoá, E. & Riguera, R. The assignment of absolute configuration by NMR. Chem. Rev. 104, 17–118 (2004).
doi: 10.1021/cr000665j
Imaizumi, K., Terasima, H., Akasaka, K. & Ohrui, H. Highly potent chiral labeling reagents for the discrimination of chiral alcohols. Anal. Sci. 19, 1243–1249 (2003).
doi: 10.2116/analsci.19.1243
Ohrui, H. Development of highly potent chiral discrimination methods that solve the problems of diastereomer method. Anal. Sci. 24, 31–38 (2008).
doi: 10.2116/analsci.24.31
Ohtaki, T., Akasaka, K., Kabuto, C. & Ohrui, H. Chiral discrimination of secondary alcohols by both
doi: 10.1002/chir.20141
Zhang, Y.-J., Dayoub, W., Chen, G.-R. & Lemaire, M. Environmentally benign metal triflate-catalyzed reductive cleavage of the C–O bond of acetals to ethers. Green Chem. 13, 2737–2742 (2011).
doi: 10.1039/c1gc15636e
Zhang, Y. J., Dayoub, W. & Chen, G. R. TMDS as a dual-purpose reductant in the regioselective ring cleavage of hexopyranosyl acetals to ethers. Eur. J. Org. Chem. 10, 1960–1966 (2012).
doi: 10.1002/ejoc.201101682
Dick-Pérez, M. et al. Structure and interactions of plant cell-wall polysaccharides by two- and three-dimensional magic-angle-spinning solid-state NMR. Biochemistry 50, 989–1000 (2011).
doi: 10.1021/bi101795q
Wang, T., Phyo, P. & Hong, M. Multidimensional solid-state NMR spectroscopy of plant cell walls. Solid State Nucl. Magn. Reson. 78, 56–63 (2016).
doi: 10.1016/j.ssnmr.2016.08.001
Phyo, P., Wang, T., Yang, Y., O’Neill, H. & Hong, M. Direct determination of hydroxymethyl conformations of plant cell wall cellulose using
doi: 10.1021/acs.biomac.8b00039
Phyo, P. et al. Gradients in wall mechanics and polysaccharides along growing inflorescence stems. Plant Physiol. 175, 1593–1607 (2017).
doi: 10.1104/pp.17.01270
Guilford, W. J., Schneider, D. M., Labovitz, J. & Opella, S. J. High resolution solid state C NMR spectroscopy of sporopollenins from different plant taxa. Plant Physiol. 86, 134–136 (1988).
doi: 10.1104/pp.86.1.134
Mao, J., Cory, R. M., McKnight, D. M. & Schmidt-Rohr, K. Characterization of a nitrogen-rich fulvic acid and its precursor algae from solid state NMR. Org. Geochem. 38, 1277–1292 (2007).
doi: 10.1016/j.orggeochem.2007.04.005
Mao, J.-D. et al. Abundant and stable char residues in soils: implications for soil fertility and carbon sequestration. Environ. Sci. Technol. 46, 9571–9576 (2012).
doi: 10.1021/es301107c
Johnson, R. L. & Schmidt-Rohr, K. Quantitative solid-state
doi: 10.1016/j.jmr.2013.11.009
Kim, S. S., Grienenberger, E. & Lallemand, B. LAP6/POLYKETIDE SYNTHASE A and LAP5/POLYKETIDE SYNTHASE B encode hydroxyalkyl α-pyrone synthases required for pollen development and sporopollenin biosynthesis in Arabidopsis thaliana. Plant Cell 22, 4045–4066 (2010).
doi: 10.1105/tpc.110.080028
Grienenberger, E. et al. Analysis of TETRAKETIDE α-PYRONE REDUCTASE function in Arabidopsis thaliana reveals a previously unknown, but conserved, biochemical pathway in sporopollenin monomer biosynthesis. Plant Cell 22, 4067–4083 (2010).
doi: 10.1105/tpc.110.080036
Rasouli, M., Ostovar-Ravari, A. & Shokri-Afra, H. Characterization and improvement of phenol-sulfuric acid microassay for glucose-based glycogen. Eur. Rev. Med. Pharmacol. Sci. 18, 2020–2024 (2014).
pubmed: 25027341
Mao, J. D. & Schmidt-Rohr, K. Accurate quantification of aromaticity and nonprotonated aromatic carbon fraction in natural organic matter by
doi: 10.1021/es034770x
Mao, J.-D. & Schmidt-Rohr, K. Methylene spectral editing in solid-state
doi: 10.1016/j.jmr.2005.04.016
Liu, R., He, B. & Chen, X. Degradation of poly(vinyl butyral) and its stabilization by bases. Polym. Degrad. Stab. 93, 846–853 (2008).
doi: 10.1016/j.polymdegradstab.2008.01.008
Weng, J.-K. & Chapple, C. The origin and evolution of lignin biosynthesis. New Phytol. 187, 273–285 (2010).
doi: 10.1111/j.1469-8137.2010.03327.x
Hayatsu, R., Botto, R. E., McBeth, R. L., Scott, R. G. & Winans, R. Chemical structure of a sporinite from a lignite: comparison with a synthetic sporinite transformed from sporopollenin. Prepr. Pap. Am. Chem. Soc. Div. Fuel Chem. 32, 1–8 (1987).
Dobritsa, A. A. et al. CYP704B1 is a long-chain fatty acid ω-hydroxylase essential for sporopollenin synthesis in pollen of Arabidopsis. Plant Physiol. 151, 574–589 (2009).
doi: 10.1104/pp.109.144469
Morant, M. et al. CYP703 is an ancient cytochrome P450 in land plants catalyzing in-chain hydroxylation of lauric acid to provide building blocks for sporopollenin synthesis in pollen. Plant Cell 19, 1473–1487 (2007).
doi: 10.1105/tpc.106.045948
Austin, M. B. & Noel, J. P. The chalcone synthase superfamily of type III polyketide synthases. Nat. Prod. Rep. 20, 79–110 (2003).
doi: 10.1039/b100917f
De Azevedo Souza, C. et al. A novel fatty Acyl-CoA Synthetase is required for pollen development and sporopollenin biosynthesis in Arabidopsis. Plant Cell 21, 507–525 (2009).
doi: 10.1105/tpc.108.062513
Shibuya, T., Funamizu, M. & Kitahara, Y. Novel p-coumaric acid esters from Pinus densiflora pollen. Phytochemistry 17, 979–981 (1978).
doi: 10.1016/S0031-9422(00)88660-4

Auteurs

Fu-Shuang Li (FS)

Whitehead Institute for Biomedical Research, Cambridge, MA, USA.

Pyae Phyo (P)

Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA, USA.

Joseph Jacobowitz (J)

Whitehead Institute for Biomedical Research, Cambridge, MA, USA.
Department of Biology, Massachusetts Institute of Technology, Cambridge, MA, USA.

Mei Hong (M)

Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA, USA.

Jing-Ke Weng (JK)

Whitehead Institute for Biomedical Research, Cambridge, MA, USA. wengj@wi.mit.edu.
Department of Biology, Massachusetts Institute of Technology, Cambridge, MA, USA. wengj@wi.mit.edu.

Articles similaires

Fucosyltransferases Drug Repositioning Molecular Docking Simulation Molecular Dynamics Simulation Humans
Humans Citrus Female Male Aged
Nitriles Tensile Strength Materials Testing Gloves, Protective Product Packaging

Classifications MeSH