TEMPO-mediated oxidation of polysaccharides: An ongoing story

Guillaume Pierre; Carlo Punta; Cédric Delattre; Lucio Melone; Pascal Dubessay; Andrea Fiorati; Nadia Pastori; Yves M Galante; Philippe Michaud

doi:10.1016/j.carbpol.2017.02.028

TEMPO-mediated oxidation of polysaccharides: An ongoing story

Carbohydr Polym. 2017 Jun 1:165:71-85. doi: 10.1016/j.carbpol.2017.02.028. Epub 2017 Feb 13.

Authors

Guillaume Pierre¹, Carlo Punta², Cédric Delattre³, Lucio Melone⁴, Pascal Dubessay³, Andrea Fiorati², Nadia Pastori², Yves M Galante⁵, Philippe Michaud³

Affiliations

¹ Université Clermont Auvergne, Université Blaise Pascal, Institut Pascal, BP 10448, F-63000, Clermont-Ferrand, France; CNRS, UMR 6602, IP, F-63178, Aubière, France. Electronic address: guillaume.pierre@uca.fr.
² Department of Chemistry, Materials, and Chemical Engineering "G. Natta" and Local Unit INSTM, Politecnico di Milano, Piazza Leonardo da Vinci 32, I-20133, Milano, Italy.
³ Université Clermont Auvergne, Université Blaise Pascal, Institut Pascal, BP 10448, F-63000, Clermont-Ferrand, France; CNRS, UMR 6602, IP, F-63178, Aubière, France.
⁴ Department of Chemistry, Materials, and Chemical Engineering "G. Natta" and Local Unit INSTM, Politecnico di Milano, Piazza Leonardo da Vinci 32, I-20133, Milano, Italy; Università degli Studi e-Campus, Via Isimbardi 10, 22060, Novedrate, Como, Italy.
⁵ Istituto di Chimica del Riconoscimento Molecolare, CNR, Via Mario Bianco 9, 20131, Milano, Italy.

PMID: 28363578
DOI: 10.1016/j.carbpol.2017.02.028

Abstract

The oxidation of natural polysaccharides by TEMPO has become by now an "old chemical reaction" which led to numerous studies mainly conducted on cellulose. This regioselective oxidation of primary alcohol groups of neutral polysaccharides has generated a new class of polyuronides not identified before in nature, even if the discovery of enzymes promoting an analogous oxidation has been more recently reported. Around the same time, the scientific community discovered the surprising biological and techno-functional properties of these anionic macromolecules with a high potential of application in numerous industrial fields. The objective of this review is to establish the state of the art of TEMPO chemistry applied to polysaccharide oxidation, its history, the resulting products, their applications and the associated modifying enzymes.

Keywords: Laccase; Nanofibers; Polysaccharides; Selective C-6 oxidation; TEMPO; TEMPO-enzyme systems.

Publication types

Review