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Development of Agriculture Left-Overs: Fine Organic Chemicals from Wheat Hemicellulose-Derived Pentoses

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Book cover Carbohydrates in Sustainable Development I

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 294))

Abstract

This review is dedicated to wheat hemicelluloses and its main components d-xylose and l-arabinose as raw materials for fine organic chemistry. The context of the wheat agro-industry, its by-products, and extraction and hydrolysis of hemicelluloses to produce the pentoses are considered. The straightforward preparation of pentose-based surfactants, their properties, and their situation in the field of carbohydrate-based surfactants are addressed. Multistep transformations of pentoses are also described, first from a methodology point of view, with the aim of producing multifunctional enantiopure building-blocks, then considering targeted natural and/or bioactive products. Selected reactions of furfural, an important dehydration product of pentoses, are also presented.

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Abbreviations

δO/W:

Oil/water interfacial tension

APG:

Alkyl polyglucosides

APP:

Alkyl polypentosides

CMC:

Critical micelle concentration

DP:

Degree of polymerization

d-Xyl:

d-Xylose

GAG:

Glycosaminoglycan

HLB:

Hydrophilic–lipophilic balance

l-Ara:

l-Arabinose

MOE:

Modulus of elasticity

MOR:

Modulus of rupture

MTHF:

Methyltetrahydrofuran

RCM:

Ring-closing metathesis

GAG:

Glycosaminoglycan

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Acknowledgments

We are grateful to the CNRS, University of Reims, ARD Company, MESR, Conseil Régional Champagne-Ardenne, Conseil Général de la Marne, Ville de Reims, and Fondation du Site Paris-Reims for providing financial support, and to Europol’Agro (CARINNA) for managing the research program GLYCOVAL. We also warmly thank our co-workers, whose names appear in the references from our labs, for their contributions.

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Authors and Affiliations

  1. Agro Industrie Recherches et Développements, Route de Bazancourt, 51110, Pomacle, France

    Frédéric Martel & Boris Estrine

  2. UFR Sciences Exactes et Naturelles, CNRS UMR 6229, Institut de Chimie Moléculaire de Reims, Université de Reims Champagne-Ardenne, 1039, 51687, Reims Cedex 2, France

    Richard Plantier-Royon, Norbert Hoffmann & Charles Portella

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  1. Frédéric Martel
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Correspondence to Charles Portella .

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  1. Fac. Ciências, Depto. Química e Bioquímica, Universidade de Lisboa, Campo Grande, Lisboa, 1749-016, Portugal

    Amélia P. Rauter

  2. Inst. Chimie Organique, Université Lausanne, Lausanne, 1015, Switzerland

    Pierre Vogel

  3. Labo. Chimie Organique (LCO), INSA Lyon, av. Albert Einstein 20, Villeurbanne CX, 69621, France

    Yves Queneau

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Martel, F., Estrine, B., Plantier-Royon, R., Hoffmann, N., Portella, C. (2010). Development of Agriculture Left-Overs: Fine Organic Chemicals from Wheat Hemicellulose-Derived Pentoses. In: Rauter, A., Vogel, P., Queneau, Y. (eds) Carbohydrates in Sustainable Development I. Topics in Current Chemistry, vol 294. Springer, Berlin, Heidelberg. https://doi.org/10.1007/128_2010_54

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