journal article Open Access Mar 01, 2022

Crosslinkers for polysaccharides and proteins: Synthesis conditions, mechanisms, and crosslinking efficiency, a review

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References
359
[1]
IUPAC (2019)
[2]
Kopecek "Polymer chemistry: swell gels" Nature. (2002) 10.1038/417388a
[3]
Chatterjee (2018)
[4]
Russo "Poloxamer hydrogels for biomedical applications" Pharmaceutics. (2019) 10.3390/pharmaceutics11120671
[5]
Physical and Chemical Factors Influencing the Printability of Hydrogel-based Extrusion Bioinks

Sang Cheon Lee, Gregory Gillispie, Peter Prim et al.

Chemical Reviews 2020 10.1021/acs.chemrev.0c00015
[6]
Dassanayake "Biopolymer-based materials from polysaccharides: properties, processing, characterization and sorption applications" (2018)
[7]
Reddy "Crosslinking biopolymers for biomedical applications" Trends Biotechnol. (2015) 10.1016/j.tibtech.2015.03.008
[8]
Hu "Advances in crosslinking strategies of biomedical hydrogels" Biomater. Sci. (2019) 10.1039/c8bm01246f
[9]
Thakur "Crosslinking biopolymers for advanced drug delivery and tissue engineering applications" Adv. Exp. Med. Biol. (2018) 10.1007/978-981-13-0950-2_11
[10]
PubMed database
[11]
Takigawa "Effects of glutaraldehyde exposure on human health" J. Occup. Health (2006) 10.1539/joh.48.75
[12]
Li "Carbodiimide crosslinked collagen from porcine dermal matrix for high-strength tissue engineering scaffold" Int. J. Biol. Macromol. (2013) 10.1016/j.ijbiomac.2013.06.038
[13]
Ma "Cross-linking effects of carbodiimide, oxidized chitosan oligosaccharide and glutaraldehyde on acellular dermal matrix of basa fish (Pangasius bocourti)" Int. J. Biol. Macromol. (2020) 10.1016/j.ijbiomac.2020.07.019
[14]
Oryan "Chemical crosslinking of biopolymeric scaffolds: current knowledge and future directions of crosslinked engineered bone scaffolds" Int. J. Biol. Macromol. (2018) 10.1016/j.ijbiomac.2017.08.184
[15]
Coviello "Scleroglucan/borax: characterization of a novel hydrogel system suitable for drug delivery" Biomaterials. (2003) 10.1016/s0142-9612(03)00087-5
[16]
Balakrishnan "Self-crosslinked oxidized alginate/gelatin hydrogel as injectable, adhesive biomimetic scaffolds for cartilage regeneration" Acta Biomater. (2014) 10.1016/j.actbio.2014.04.031
[17]
Tarigan "Synthesis and properties of new hydrogel from cross-linked galactomannan boric" J. Phys. Conf. Ser. (2018) 10.1088/1742-6596/1116/4/042041
[18]
Coviello "Guar gum/borax hydrogel: rheological, low field NMR and release characterizations" Express Polym Lett (2013) 10.3144/expresspolymlett.2013.71
[19]
Gadhave "To study the effect of boric acid modification on starch–polyvinyl alcohol blend wood adhesive" J. Indian Acad. Wood Sci. (2018) 10.1007/s13196-018-0225-2
[20]
Wang "Effect of pH on the rheological properties of borate crosslinked hydroxypropyl guar gum hydrogel and hydroxypropyl guar gum" Carbohydr. Polym. (2016) 10.1016/j.carbpol.2016.04.029
[21]
Song "Preparation of konjac glucomannan–borax hydrogels with good self-healing property and pH-responsive behavior" J. Polym. Res. (2019) 10.1007/s10965-019-1702-z
[22]
Phoothong "Using borax as a cross-linking agent in cellulose-based hydrogels" IOP Conf. Ser. Mater. Sci. Eng. (2019) 10.1088/1757-899x/600/1/012013
[23]
Reddy "Alkali-catalyzed low temperature wet crosslinking of plant proteins using carboxylic acids" Biotechnol. Prog. (2009) 10.1002/btpr.86
[24]
Andrade "The antioxidant effect of tannic acid on the in vitro copper-mediated formation of free radicals" Arch. Biochem. Biophys. (2005) 10.1016/j.abb.2005.02.016
[25]
Tashi "Application of phytic-acid as an in-situ crosslinking agent in electrospun gelatin-based scaffolds for skin tissue engineering" Mater. Lett. (2020) 10.1016/j.matlet.2019.127275
[26]
Tomadoni "Vanillin as a natural cross-linking agent in chitosan-based films: optimizing formulation by response surface methodology" Polym. Test. (2019) 10.1016/j.polymertesting.2019.105935
[27]
Migneault "Glutaraldehyde: behavior in aqueous solution, reaction with proteins, and application to enzyme crosslinking" Biotechniques. (2004) 10.2144/04375rv01
[28]
H. Services (2011)
[29]
Sabatini "Cytochemistry and electron microscopy. The preservation of cellular ultrastructure and enzymatic activity by aldehyde fixation" J. Cell Biol. (1963) 10.1083/jcb.17.1.19
[30]
Beauchamp "A critical review of the toxicology of glutaraldehyde" Gastroenterol. Nurs. (1993) 10.1097/00001610-199308000-00018
[31]
Hardy "The nature of glutaraldehyde in aqueous solution" J. Chem. Soc. D. Chem. Commun. (1969) 10.1039/c29690000565
[32]
Whipple "Structure of aqueous glutaraldehyde" J. Organomet. Chem. (1974) 10.1021/jo00925a015
[33]
Korn "Glutaraldehyde: nature of the reagent" J. Mol. Biol. (1972) 10.1016/0022-2836(72)90206-9
[34]
Richards "Glutaraldehyde as a protein cross-linking reagent" J. Mol. Biol. (1968) 10.1016/0022-2836(68)90086-7
[35]
Aso "Intramolecular-intermolecular polymerization of glutaraldehyde" Bull. Chem. Soc. Jpn. (1962) 10.1246/bcsj.35.1426
[36]
Tashima "Structure of a new oligomer of glutaraldehyde produced by aldol condensation reaction" J. Organomet. Chem. (1991) 10.1021/jo00002a038
[37]
Margel "Synthesis and characterization of poly(glutaraldehyde). A potential reagent for protein immobilization and cell separation" Macromolecules (1980) 10.1021/ma60073a004
[38]
Pal (2013)
[39]
Marin "A review of polyvinyl alcohol derivatives: promising materials for pharmaceutical and biomedical applications" Afr. J. Pharm. Pharmacol (2014)
[40]
Gadhave "Effect of glutaraldehyde on thermal and mechanical properties of starch and polyvinyl alcohol blends" Des. Monomers Polym. (2019) 10.1080/15685551.2019.1678222
[41]
Hermanson (2013)
[42]
Hall "High-level ab initio molecular orbital calculations of imine formation" J. Phys. Chem. A (1998) 10.1021/jp9810825
[43]
Erdtman "Computational studies on schiff-base formation: implications for the catalytic mechanism of porphobilinogen synthase" Comput.Theor. Chem. (2011) 10.1016/j.comptc.2010.11.015
[44]
Barbosa "Glutaraldehyde in bio-catalysts design: a useful crosslinker and a versatile tool in enzyme immobilization" RSC Adv. (2014) 10.1039/c3ra45991h
[45]
Ruijgrok "The effect of heating by microwave irradiation and by conventional heating on the aldehyde concentration in aqueous glutaraldehyde solutions" Histochem. J. (1990) 10.1007/bf01003175
[46]
Pereira "Amino hydroxyapatite/chitosan hybrids reticulated with glutaraldehyde at different pH values and their use for diclofenac removal" Carbohydr. Polym. (2020) 10.1016/j.carbpol.2020.116036
[47]
Wine "Elucidation of the mechanism and end products of glutaraldehyde crosslinking reaction by X-ray structure analysis" Biotechnol. Bioeng. (2007) 10.1002/bit.21459
[48]
Ou "Chitosan hydrogels and their glutaraldehyde-crosslinked counterparts as potential drug release and tissue engineering systems - synthesis, characterization, swelling kinetics and mechanism" J. Phys. Chem. Biophys. (2017) 10.4172/2161-0398.1000256
[49]
Liu "Structure-property of crosslinked chitosan/silica composite films modified by genipin and glutaraldehyde under alkaline conditions" Carbohydr. Polym. (2019) 10.1016/j.carbpol.2019.04.001
[50]
Yu "A novel pH-induced thermosensitive hydrogel composed of carboxymethyl chitosan and poloxamer cross-linked by glutaraldehyde for ophthalmic drug delivery" Carbohydr. Polym. (2017) 10.1016/j.carbpol.2016.08.073

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Published
Mar 01, 2022
Vol/Issue
202
Pages
558-596
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Funding
Coordenação de Aperfeiçoamento de Pessoal de Nível Superior Award: 88882.328247/2019-01
Fonds De La Recherche Scientifique - FNRS Award: 35704283
Conselho Nacional de Desenvolvimento Cientifico e Tecnologico Award: 2018/13492-2
Fundação de Amparo a Pesquisa do Estado de São Paulo Award: 2020/01907-3
Cite This Article
Alex Carvalho Alavarse, Emilli Caroline Garcia Frachini, Rafael Leonardo Cruz Gomes da Silva, et al. (2022). Crosslinkers for polysaccharides and proteins: Synthesis conditions, mechanisms, and crosslinking efficiency, a review. International Journal of Biological Macromolecules, 202, 558-596. https://doi.org/10.1016/j.ijbiomac.2022.01.029
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