Access to a primary aminosporopollenin solid support from plant spores

Sylvain Barrier, Andreas Löbbert, Alia J. Boasman, Andrew N. Boa, Mark Lorch, Stephen Atkin, Grahame MacKenzie

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

Sporopollenin, which is a naturally occurring and highly resilient organic polymer constituting the external shell of spores and pollen grains, has been converted into a primary amine form with a loading of 0.58 ±0.04 mmol.g-1 by reductive amination with ammonia and lithium aluminium hydride successively. The presence of the amine and precursor amide groups were established by combustion elemental analysis, ICP-OES, FTIR, solid-state NMR and reactivity of the primary amine group to salt formation and nucleophilic addition and substitution with phenyl isothiocyanate and benzene sulfonyl chloride, respectively. This relatively simple conversion has served to provide further information regarding the presence and reactivity of carboxylic acid functions on this relatively uncharted polymer and offers aminosporopollenin as a new material for potential solid-phase applications.

Original languageEnglish
Pages (from-to)234-240
Number of pages7
JournalGreen Chemistry
Volume12
Issue number2
DOIs
Publication statusPublished - 2010
Externally publishedYes

Fingerprint

Amines
spore
polymer
Amination
Organic polymers
carboxylic acid
Carboxylic Acids
Benzene
lithium
Carboxylic acids
Amides
Ammonia
Hydrides
benzene
nuclear magnetic resonance
Polymers
substitution
Lithium
Substitution reactions
pollen

ASJC Scopus subject areas

  • Environmental Chemistry
  • Pollution

Cite this

Barrier, S., Löbbert, A., Boasman, A. J., Boa, A. N., Lorch, M., Atkin, S., & MacKenzie, G. (2010). Access to a primary aminosporopollenin solid support from plant spores. Green Chemistry, 12(2), 234-240. https://doi.org/10.1039/b913215e

Access to a primary aminosporopollenin solid support from plant spores. / Barrier, Sylvain; Löbbert, Andreas; Boasman, Alia J.; Boa, Andrew N.; Lorch, Mark; Atkin, Stephen; MacKenzie, Grahame.

In: Green Chemistry, Vol. 12, No. 2, 2010, p. 234-240.

Research output: Contribution to journalArticle

Barrier, S, Löbbert, A, Boasman, AJ, Boa, AN, Lorch, M, Atkin, S & MacKenzie, G 2010, 'Access to a primary aminosporopollenin solid support from plant spores', Green Chemistry, vol. 12, no. 2, pp. 234-240. https://doi.org/10.1039/b913215e
Barrier, Sylvain ; Löbbert, Andreas ; Boasman, Alia J. ; Boa, Andrew N. ; Lorch, Mark ; Atkin, Stephen ; MacKenzie, Grahame. / Access to a primary aminosporopollenin solid support from plant spores. In: Green Chemistry. 2010 ; Vol. 12, No. 2. pp. 234-240.
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