Modular Functionalization of Laminarin to Create Value-Added Naturally Derived Macromolecules

被引:37
作者
Costa, Ana M. S. [1 ]
Rodrigues, Joao M. M. [1 ]
Perez-Madrigal, Maria M. [2 ]
Dove, Andrew P. [2 ]
Mano, Joao F. [1 ]
机构
[1] Univ Aveiro, CICECO Aveiro Inst Mat, Dept Chem, P-3810193 Aveiro, Portugal
[2] Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England
关键词
POLYSACCHARIDE-BASED HYDROGELS; SYNTHETIC-POLYMERS; TISSUE; ALGINATE; CHITOSAN; DESIGN; FABRICATION; CELLULOSE; ALDEHYDE;
D O I
10.1021/jacs.0c09489
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
With society's growing awareness of climate change, novel renewable and naturally sourced materials have received increasing attention as substitutes for petroleum-based products. Laminarin (LAM-OH) is a highly abundant, nontoxic, degradable polysaccharide found in marine organisms and hence is a promising sustainable polymeric candidate. This work reports on a simple, environmentally friendly, and customizable functionalization strategy for producing a toolbox of LAM-OH derivatives under mild conditions. Herein, natural-origin macromolecules exhibiting specific chemical moieties, namely, allyl, amine, carboxylic acid, thiol, aldehyde, and catechol, were prepared and chemically characterized. Furthermore, the obtained polymers were processed into cytocompatible hydrogels, obtained by employing distinct cross-linking mechanisms, to assess their potential for biomedical purposes. The application scope of such polymers could be extended to fields such as catalysis, cosmetics, life sciences, and food packaging, which can also benefit from having sustainable, nontoxic, and degradable materials. Moreover, it is anticipated that the methodology employed to create this library of new natural-based products could be adapted to modify other polysaccharides and biopolymers in general.
引用
收藏
页码:19689 / 19697
页数:9
相关论文
共 78 条
[1]   Synthesis and Characterization of Periodate-Oxidized Polysaccharides: Dialdehyde Xylan (DAX) [J].
Amer, Hassan ;
Nypelo, Tiina ;
Sulaeva, Irina ;
Bacher, Markus ;
Henniges, Ute ;
Potthast, Antje ;
Rosenau, Thomas .
BIOMACROMOLECULES, 2016, 17 (09) :2972-2980
[2]   Aldehyde-Amine Chemistry Enables Modulated Biosealants with Tissue-Specific Adhesion [J].
Artzi, Natalie ;
Shazly, Tarek ;
Baker, Aaron B. ;
Bon, Adriana ;
Edelman, Elazer R. .
ADVANCED MATERIALS, 2009, 21 (32-33) :3399-+
[3]   Bioinspired Ultratough Hydrogel with Fast Recovery, Self-Healing, Injectability and Cytocompatibility [J].
Azevedo, Sara ;
Costa, Ana M. S. ;
Andersen, Amanda ;
Choi, Insung S. ;
Birkedal, Henrik ;
Mono, Joao F. .
ADVANCED MATERIALS, 2017, 29 (28)
[4]   Chitosan: An undisputed bio-fabrication material for tissue engineering and bio-sensing applications [J].
Baranwal, Anupriya ;
Kumar, Ashutosh ;
Priyadharshini, A. ;
Oggu, Gopi Suresh ;
Bhatnagar, Ira ;
Srivastava, Ananya ;
Chandra, Pranjal .
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2018, 110 :110-123
[5]   Laminarin is a major molecule in the marine carbon cycle [J].
Becker, Stefan ;
Tebben, Jan ;
Coffinet, Sarah ;
Wiltshire, Karen ;
Iversen, Morten Hvitfeldt ;
Harder, Tilmann ;
Hinrichs, Kai-Uwe ;
Hehemann, Jan-Hendrik .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2020, 117 (12) :6599-6607
[6]   Laminarin Quantification in Microalgae with Enzymes from Marine Microbes [J].
Becker, Stefan ;
Hehemann, Jan-Hendrik .
BIO-PROTOCOL, 2018, 8 (08)
[7]   Carbohydrates in phytoplankton and freshly produced dissolved organic matter [J].
Biersmith, A ;
Benner, R .
MARINE CHEMISTRY, 1998, 63 (1-2) :131-144
[8]   Molecular Interactions Driving the Layer-by-Layer Assembly of Multilayers [J].
Borges, Joao ;
Mano, Joao F. .
CHEMICAL REVIEWS, 2014, 114 (18) :8883-8942
[9]   Progress and Current Trends in the Synthesis of Novel Polymers with Enhanced Mucoadhesive Properties [J].
Brannigan, Ruairi P. ;
Khutoryanskiy, Vitaliy V. .
MACROMOLECULAR BIOSCIENCE, 2019, 19 (10)
[10]   Glycyrrhetinic acid-decorated and reduction-sensitive micelles to enhance the bioavailability and anti-hepatocellular carcinoma efficacy of tanshinone IIA [J].
Chen, Fengqian ;
Zhang, Jinming ;
He, Yao ;
Fang, Xiefan ;
Wang, Yitao ;
Chen, Meiwan .
BIOMATERIALS SCIENCE, 2016, 4 (01) :167-182