Determination of the degree of sulfation of Bombyx mori chitosan by conductometric titration

Rakhmanova, V. N.; Nud'ga, L. A.; Milusheva, R. Yu.; Волчек, Б. З.; Kholmuminov, A. A.; Baklagina, Yu. G.; Рашидова, С. Ш.

doi:10.1134/s1070427209120192

Cited by 3 publications

(4 citation statements)

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“…Depending on the reaction conditions, the sulfo group can be incorporated in C-2 (NH 2 group) giving 2-N-sulfated chitosan, in C-6 (CH 2 OH group) giving 6-O-sulfated chitosan, or in C-3 (OH group) to give 3-O-sulfated (Rakhmanova et al, 2009). The sulfo group can also be introduced in more than one position, such as in C-2 and in C-6, with the synthesis of 2-N, 6-O-sulfated chitosan (Zhou et al, 2009).…”

Section: Characterization Of Sulfated Chitosan Samplesmentioning

confidence: 99%

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Sulfated chitosan as tear substitute with no antimicrobial activity

Pires

Cunha

Maciel

et al. 2013

Carbohydrate Polymers

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Chitosan of high molar mass and with 82% deacetylation was sulfated using two procedures and characterized. In the first method sample chitosan-S1 was produced using chlorosulfonic acid as the sulfating agent and N,N-dimethylformamide as the medium, and in the second method (chitosan-S2) formic acid was also used. The degrees of sulfation were 0.87 (chitosan-S1) and 0.67 (chitosan-S2). FTIR spectra showed bands at 1230, 800 and 580 cm(-1), attributed to sulfation. Moisture content followed the order: chitosan-S-0.87>chitosan-S-0.67>chitosan. Chain depolymerization was verified by GPC. Aqueous solutions showed pseudoplastic behavior and the viscosity at a concentration of 0.3% (w/v) was higher than that of healthy human tears (close to 3 mPas at shear rate 130 s(-1)). Substitutions in the C2NH and in C6OH groups were verified by NMR. Antimicrobial activity against Staphylococcus aureus and Pseudomonas aeruginosa was not observed. Considering that chitosan-S-0.67 had a higher solubility, less chain depolymerization, higher yield and better thermal stability in comparison with chitosan-S-0.87, the derivative with DS 0.67 offered the greatest potential for use in formulations of tear substitutes.

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Section: Characterization Of Sulfated Chitosan Samplesmentioning

confidence: 99%

“…Chemical structures of chitosan modified with different sulfate groups: (I) 6-O-sulfated chitosan (C-6); (II) 3-O-sulfated chitosan (C-3); (III) 2-N-sulfated chitosan (C-2); and (IV) 2-N, 6-O-sulfated chitosan (C-2 and C-6)(Zhou et al, 2009;Rakhmanova et al, 2009).…”

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confidence: 99%

Sulfated chitosan as tear substitute with no antimicrobial activity

Pires

Cunha

Maciel

et al. 2013

Carbohydrate Polymers

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“…In vivo studies show that the activity of proteins and cells is influenced by violent reaction with specialized cells and biologically active compounds [ 45 , 46 ]. Sulfated chitosan was successfully prepared, and the reaction scheme is as presented in Figure 3 A [ 47 ]. Chitosan derivatives obtained through esterification can be used for high-strength fibers.…”

Section: Chitosan Derivativesmentioning

confidence: 99%

Biomedical Applications of Chitosan and Its Derivative Nanoparticles

et al. 2018

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Chitosan is a biodegradable natural polymer with many advantages such as nontoxicity, biocompatibility, and biodegradability. It can be applied in many fields, especially in medicine. As a delivery carrier, it has great potential and cannot be compared with other polymers. Chitosan is extremely difficult to solubilize in water, but it can be solubilized in acidic solution. Its insolubility in water is a major limitation for its use in medical applications. Chitosan derivatives can be obtained by chemical modification using such techniques as acylation, alkylation, sulfation, hydroxylation, quaternization, esterification, graft copolymerization, and etherification. Modified chitosan has chemical properties superior to unmodified chitosan. For example, nanoparticles produced from chitosan derivatives can be used to deliver drugs due to their stability and biocompatibility. This review mainly focuses on the properties of chitosan, chitosan derivatives, and the origin of chitosan-based nanoparticles. In addition, applications of chitosan-based nanoparticles in drug delivery, vaccine delivery, antimicrobial applications, and callus and tissue regeneration are also presented. In summary, nanoparticles based on chitosan have great potential for research and development of new nano vaccines and nano drugs in the future.

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“…Additionally, conductometric titration has been applied to assess changes in electrical conductivity in chitosan as a result of sulfation. [ 94 ] However, more precise and faster DS estimations, as well as additional structural data, can be obtained using CHNS/O elemental analyzers or inductively coupled plasma mass spectrometry‐based analysis of elemental sulfur. [ 31 ] If the monosaccharide structure is known, including the presence of associated counterions and water, the degree of sulfation (average sulfate groups per monosaccharide) can be estimated with high accuracy through a mass balance equation.…”

Section: Generation Characterization and Physical Properties Of Espsmentioning

confidence: 99%

Engineered Sulfated Polysaccharides for Biomedical Applications

Arlov

Rütsche

Korayem

et al. 2021

Adv Funct Materials

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Sulfated polysaccharides are ubiquitous in living systems and have central roles in biological functions such as organism development, cell proliferation and differentiation, cellular communication, tissue homeostasis, and host defense. Engineered sulfated polysaccharides (ESPs) are structural derivatives not found in nature but generated through chemical and enzymatic modification of natural polysaccharides, as well as chemically synthesized oligo‐ and polysaccharides. ESPs exhibit novel and augmented biological properties compared with their unmodified counterparts, mainly through facilitating interactions with other macromolecules. These interactions are closely linked to their sulfation patterns and backbone structures, providing a means to fine‐tune biological properties and characterize structural–functional relationships by employing well‐characterized polysaccharides and strategies for regioselective modification. The following review provides a comprehensive overview of the synthesis and characterization of ESPs and of their biological properties. Through the pioneering research presented here, key emerging application areas for ESPs, which can lead to novel breakthroughs in biomedical research and clinical treatments, are highlighted.

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Determination of the degree of sulfation of Bombyx mori chitosan by conductometric titration

Cited by 3 publications

References 1 publication

Sulfated chitosan as tear substitute with no antimicrobial activity

Sulfated chitosan as tear substitute with no antimicrobial activity

Biomedical Applications of Chitosan and Its Derivative Nanoparticles

Engineered Sulfated Polysaccharides for Biomedical Applications

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