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Title: Modified carbohydrate-chitosan compounds, methods of making the same and methods of using the same

Abstract

Compositions of matter are provided that include chitosan and a modified carbohydrate. The modified carbohydrate includes a carbohydrate component and a cross linking agent. The modified carbohydrate has increased carboxyl content as compared to an unmodified counterpart carbohydrate. A carboxyl group of the modified carbohydrate is covalently bonded with an amino group of chitosan. The compositions of matter provided herein may include cross linked starch citrate-chitosan and cross linked hemicellulose citrate-chitosan, including foams thereof. These compositions yield excellent absorbency and metal chelation properties. Methods of making cross linked modified carbohydrate-chitosan compounds are also provided.

Inventors:
; ; ;
Publication Date:
Research Org.:
North Carolina State Univ., Raleigh, NC (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1172147
Patent Number(s):
8,975,387
Application Number:
13/052,463
Assignee:
North Carolina State University (Raleigh, NC)
DOE Contract Number:  
FG36-02GO12026
Resource Type:
Patent
Resource Relation:
Patent File Date: 2011 Mar 21
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Venditti, Richard A, Pawlak, Joel J, Salam, Abdus, and El-Tahlawy, Khaled Fathy. Modified carbohydrate-chitosan compounds, methods of making the same and methods of using the same. United States: N. p., 2015. Web.
Venditti, Richard A, Pawlak, Joel J, Salam, Abdus, & El-Tahlawy, Khaled Fathy. Modified carbohydrate-chitosan compounds, methods of making the same and methods of using the same. United States.
Venditti, Richard A, Pawlak, Joel J, Salam, Abdus, and El-Tahlawy, Khaled Fathy. Tue . "Modified carbohydrate-chitosan compounds, methods of making the same and methods of using the same". United States. https://www.osti.gov/servlets/purl/1172147.
@article{osti_1172147,
title = {Modified carbohydrate-chitosan compounds, methods of making the same and methods of using the same},
author = {Venditti, Richard A and Pawlak, Joel J and Salam, Abdus and El-Tahlawy, Khaled Fathy},
abstractNote = {Compositions of matter are provided that include chitosan and a modified carbohydrate. The modified carbohydrate includes a carbohydrate component and a cross linking agent. The modified carbohydrate has increased carboxyl content as compared to an unmodified counterpart carbohydrate. A carboxyl group of the modified carbohydrate is covalently bonded with an amino group of chitosan. The compositions of matter provided herein may include cross linked starch citrate-chitosan and cross linked hemicellulose citrate-chitosan, including foams thereof. These compositions yield excellent absorbency and metal chelation properties. Methods of making cross linked modified carbohydrate-chitosan compounds are also provided.},
doi = {},
url = {https://www.osti.gov/biblio/1172147}, journal = {},
number = ,
volume = ,
place = {United States},
year = {2015},
month = {3}
}

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Works referenced in this record:

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The performance of each cross linked chitosan product was assessed based on the amount (concentration) and the quantity of elements adsorbed. Amongst the '22' of cross-linked chitosan products tested in this study, shrimp chitosan cross-linked with maleic anhydride (J1), shrimp chitosan cross-linked with acrylic acid (I2) chitosan products were shown to be better adsorbants for Cr and Ni due to the possible influence of the amino, carboxylic, hydroxyl, etc. functional groups in these chitosan products. Results also showed the presence of smaller concentrations (0.05–0.2 mg/L) of heavy metals (Cr, Ni, Cu and Pb) in the eluted solution which suggests the versatility of the adsorbent to different elements.</span><a href='#' onclick='$(this).hide().prev().hide().prev().show();return false;' style='margin-left:10px;display:none;'>« less</a></div><div class="metadata-links small clearfix text-muted" style="margin-top:15px;"> <div class="pure-menu pure-menu-horizontal pull-right" style="width:unset;"> <ul class="pure-menu-list"> <li class="pure-menu-item"><span class="item-info-ftlink"><a class="misc doi-link " href="https://doi.org/10.1007/S10924-019-01548-2" target="_blank" rel="noopener" title="Link to document DOI" data-ostiid="22959274" data-product-type="Journal Article" data-product-subtype="AC" >https://doi.org/10.1007/S10924-019-01548-2</a></span></li> </ul> </div> </div> </div> <div class="clearfix"></div> </div> </li> <li> <div class="article item document" itemprop="itemListElement" itemscope itemtype="http://schema.org/WebPage"><meta itemprop="position" content="1" /><div class="item-info"> <h2 class="title" itemprop="name headline"><a href="/biblio/22977095-removal-nitrate-from-water-alginate-derived-carbon-aerogel-modified-protonated-cross-linked-chitosan" itemprop="url">Removal of Nitrate from Water by Alginate-Derived Carbon Aerogel Modified by Protonated Cross-Linked Chitosan</a></h2> <div class="metadata"> <small class="text-muted" style="text-transform:uppercase;display:block;line-height:2.5em;">Journal Article</small><span class="authors"> <span class="author">Kheirabadi, N. Raeisi</span> ; <span class="author">Tabrizi, N. Salman, E-mail: s.tabrizi9@gmail.com</span> ; <span class="author">Sangpour, P.</span> <span class="text-muted pubdata"> - Journal of Polymers and the Environment</span> </span></div> <div class="abstract">In this study, a carbonaceous aerogel with superior structural properties was synthesized from sodium alginate with a specific surface area and density of about 470 m{sup 2} g{sup −1} and 0.05 g cm{sup −3}, respectively. In order to adsorb nitrate from water, the surface of the aerogel was modified by protonated cross-linked chitosan. To investigate the morphology, elemental composition, crystalline phases and surface functional groups of the adsorbent, various techniques such as field emission scanning electron microscopy, energy-dispersive X-ray spectroscopy, X-ray diffraction analysis, Fourier transform infrared spectroscopy were employed. To study the performance of this green adsorbent in nitrate removal process, the effect of<a href='#' onclick='$(this).hide().next().show().next().show();return false;' style='margin-left:10px;'>more »</a><span style='display:none;'> nitrate initial concentration, adsorbent dosage, pH of solutions were investigated in batch mode. It was revealed that the Langmuir isotherm model could properly describe the experimental equilibrium data and the maximum adsorption capacity was evaluated to be about 18 mg g{sup −1} at neutral pH and room temperature. Besides, the kinetic data perfectly followed the pseudo-second order model. Thermodynamic analysis showed that the adsorption reaction was spontaneous, exothermic with decreased randomness at the solid–liquid interface. The macroscopic size of the adsorbent allowed its facile separation from the solution.</span><a href='#' onclick='$(this).hide().prev().hide().prev().show();return false;' style='margin-left:10px;display:none;'>« less</a></div><div class="metadata-links small clearfix text-muted" style="margin-top:15px;"> <div class="pure-menu pure-menu-horizontal pull-right" style="width:unset;"> <ul class="pure-menu-list"> <li class="pure-menu-item"><span class="item-info-ftlink"><a class="misc doi-link " href="https://doi.org/10.1007/S10924-019-01458-3" target="_blank" rel="noopener" title="Link to document DOI" data-ostiid="22977095" data-product-type="Journal Article" data-product-subtype="AC" >https://doi.org/10.1007/S10924-019-01458-3</a></span></li> </ul> </div> </div> </div> <div class="clearfix"></div> </div> </li> <li> <div class="article item document" itemprop="itemListElement" itemscope itemtype="http://schema.org/WebPage"><meta itemprop="position" content="2" /><div class="item-info"> <h2 class="title" itemprop="name headline"><a href="/biblio/22977048-enhancing-anti-biofouling-properties-polyethersulfone-membrane-using-chitosan-powder-activated-carbon-composite" itemprop="url">Enhancing the Anti-biofouling Properties of Polyethersulfone Membrane Using Chitosan-Powder Activated Carbon Composite</a></h2> <div class="metadata"> <small class="text-muted" style="text-transform:uppercase;display:block;line-height:2.5em;">Journal Article</small><span class="authors"> <span class="author">Gafri, Hasan F.</span> ; <span class="author">Zuki, Fathiah M., E-mail: fathiahmz@um.edu.my</span> ; <span class="author">Aroua, Mohamed K.</span> ; <span class="author">...</span> <span class="text-muted pubdata"> - Journal of Polymers and the Environment</span> </span></div> <div class="abstract">Biofouling is one of the major challenges of membrane technology in water and wastewater treatments. In this work, we investigated the potential of chitosan/chitosan powder activated carbon (PAC) composite to reduce biofouling of membrane. Polyethersulfone (PES) membrane was modified with chitosan/chitosan-PAC composite and the performance of the modified membrane in river water treatment was evaluated. The effect of different concentration of polymer [(chitosan: 2.0% (w/v), 1.0% (w/v), 0.5% (w/v), 0.1% (w/v), and chitosan-PAC composite: 1.5% (w/v) − 1.0 (w/v), 0.5% (w/v) − 0.2% (w/v)] on the membrane performance was examined. The properties of the modified membrane such as roughness, morphology, surface functional groups wettability,<a href='#' onclick='$(this).hide().next().show().next().show();return false;' style='margin-left:10px;'>more »</a><span style='display:none;'> swelling ration and contact angle were analyzed. The membrane water flux increased with increasing chitosan concentration from 0.1% (w/v) (7.36 mL/cm{sup 2} m) to 1.0% (w/v) (9.46 mL/cm{sup 2} m), but decreased at (2.0 w/v) (5.30 mL/cm{sup 2} m). However, the water flux for chitosan-PAC-modified membrane was about 6.86 mL/cm{sup 2} m, which was slightly lower than unmodified membrane (7.36 mL/cm{sup 2} m). The chitosan-modified membrane resulted in 28% reduction in total coliform bacteria while the chitosan-PAC-modified membrane reduced 45% of the total coliform bacteria. These results indicated that chitosan and chitosan-PAC composite could enhance the anti-microbial properties of PES membrane, which would prevent biofilm formation during water treatment.</span><a href='#' onclick='$(this).hide().prev().hide().prev().show();return false;' style='margin-left:10px;display:none;'>« less</a></div><div class="metadata-links small clearfix text-muted" style="margin-top:15px;"> <div class="pure-menu pure-menu-horizontal pull-right" style="width:unset;"> <ul class="pure-menu-list"> <li class="pure-menu-item"><span class="item-info-ftlink"><a class="misc doi-link " href="https://doi.org/10.1007/S10924-019-01505-Z" target="_blank" rel="noopener" title="Link to document DOI" data-ostiid="22977048" data-product-type="Journal Article" data-product-subtype="AC" >https://doi.org/10.1007/S10924-019-01505-Z</a></span></li> </ul> </div> </div> </div> <div class="clearfix"></div> </div> </li> <li> <div class="article item document" itemprop="itemListElement" itemscope itemtype="http://schema.org/WebPage"><meta itemprop="position" content="3" /><div class="item-info"> <h2 class="title" itemprop="name headline"><a href="/biblio/1628098-coupled-high-throughput-functional-screening-next-generation-sequencing-identification-plant-polymer-decomposing-enzymes-metagenomic-libraries" itemprop="url">Coupled high-throughput functional screening and next generation sequencing for identification of plant polymer decomposing enzymes in metagenomic libraries</a></h2> <div class="metadata"> <small class="text-muted" style="text-transform:uppercase;display:block;line-height:2.5em;">Journal Article</small><span class="authors"> <span class="author">Nyyssönen, Mari</span> ; <span class="author">Tran, Huu M.</span> ; <span class="author">Karaoz, Ulas</span> ; <span class="author">...</span> <span class="text-muted pubdata"> - Frontiers in Microbiology</span> </span></div> <div class="abstract">Recent advances in sequencing technologies generate new predictions and hypotheses about the functional roles of environmental microorganisms. Yet, until we can test these predictions at a scale that matches our ability to generate them, most of them will remain as hypotheses. Function-based mining of metagenomic libraries can provide direct linkages between genes, metabolic traits and microbial taxa and thus bridge this gap between sequence data generation and functional predictions. Here we developed high-throughput screening assays for function-based characterization of activities involved in plant polymer decomposition from environmental metagenomic libraries. The multiplexed assays use fluorogenic and chromogenic substrates, combine automated liquid<a href='#' onclick='$(this).hide().next().show().next().show();return false;' style='margin-left:10px;'>more »</a><span style='display:none;'> handling and use a genetically modified expression host to enable simultaneous screening of 12,160 clones for 14 activities in a total of 170,240 reactions. Using this platform we identified 374 (0.26%) cellulose, hemicellulose, chitin, starch, phosphate and protein hydrolyzing clones from fosmid libraries prepared from decomposing leaf litter. Sequencing on the Illumina MiSeq platform, followed by assembly and gene prediction of a subset of 95 fosmid clones, identified a broad range of bacterial phyla, including Actinobacteria, Bacteroidetes, multiple Proteobacteria sub-phyla in addition to some Fungi. Carbohydrate-active enzyme genes from 20 different glycoside hydrolase (GH) families were detected. Using tetranucleotide frequency (TNF) binning of fosmid sequences, multiple enzyme activities from distinct fosmids were linked, demonstrating how biochemically-confirmed functional traits in environmental metagenomes may be attributed to groups of specific organisms. Overall, our results demonstrate how functional screening of metagenomic libraries can be used to connect microbial functionality to community composition and, as a result, complement large-scale metagenomic sequencing efforts.</span><a href='#' onclick='$(this).hide().prev().hide().prev().show();return false;' style='margin-left:10px;display:none;'>« less</a></div><div class="metadata-links small clearfix text-muted" style="margin-top:15px;"> <div class="pure-menu pure-menu-horizontal pull-right" style="width:unset;"> <ul class="pure-menu-list"> <li class="pure-menu-item"><span class="item-info-ftlink"><a class="misc doi-link " href="https://doi.org/10.3389/fmicb.2013.00282" target="_blank" rel="noopener" title="Link to document DOI" data-ostiid="1628098" data-product-type="Journal Article" data-product-subtype="AM" >https://doi.org/10.3389/fmicb.2013.00282</a></span></li> <li class="pure-menu-item"><span class="item-info-ftlink"><a class="misc fulltext-link " href="/servlets/purl/1628098" title="Link to document media" target="_blank" rel="noopener" data-ostiid="1628098" data-product-type="Journal Article" data-product-subtype="AM" >Full Text Available</a></span></li> </ul> </div> </div> </div> <div class="clearfix"></div> </div> </li> <li> <div class="article item document" itemprop="itemListElement" itemscope itemtype="http://schema.org/WebPage"><meta itemprop="position" content="4" /><div class="item-info"> <h2 class="title" itemprop="name headline"><a href="/biblio/963178-investigation-chitosan-decorporation-rat" itemprop="url">Investigation of Chitosan for Decorporation of 60Co in the Rat</a></h2> <div class="metadata"> <small class="text-muted" style="text-transform:uppercase;display:block;line-height:2.5em;">Journal Article</small><span class="authors"> <span class="author">Levitskaia, Tatiana G</span> ; <span class="author">Creim, Jeffrey A</span> ; <span class="author">Curry, Terry L</span> ; <span class="author">...</span> <span class="text-muted pubdata"> - Health Physics, 97(2):115-124</span> </span></div> <div class="abstract">Purpose: The reported investigation is a part of our on-going research aimed at identifying effective in vivo non-toxic decorporation agents and developing new therapies to treat internal contamination with radionuclides. The non-toxic nature of chitosan makes it an especially attractive candidate for unsupervised treatment of the general population in case of radiological/nuclear emergency. In this study, chemically unmodified water-soluble chitosan oligosaccharide of low molecular weight was tested for decorporation of cobalt-60 (Co-60) using a rodent model. Methods: Affinity of chitosan oligosaccharide for Co(II) was tested in vitro under conditions of physiological pH range and ionic strength using combined spectrophotometric and<a href='#' onclick='$(this).hide().next().show().next().show();return false;' style='margin-left:10px;'>more »</a><span style='display:none;'> potentiometric titration techniques. Fisher F344 rat model was used for in vivo studies. To evaluate effect of chitosan on ingested Co-60, animals received single oral dose of Co-60 chloride (7 – 13.2 kBq per animal) followed by oral administration of chitosan material (288 – 366 mg per kg body weight); chitosan dosing was repeated in 24 hours. Chitosan was also tested for removal of internalized Co-60. In this study, Co-60 single intravenous injection (7 – 8 kBq per animal) was followed by repetitive oral (300 mg per kg body weight) or intravenous (195 mg per kg body weight) administration of the chitosan material once daily for 5 days. Control animal groups received a single dose of Co-60 without chelator treatment. Excreta was collected daily. Tissues were collected postmortem and analyzed for radioactivity by gamma counting technique. Results: In vitro experiments confirmed binding of Co(II) by chitosan oligosaccharide, formation of mixed cobalt-chitosan-hydroxide complex species was proposed, and stability constants was calculated. Control in vivo studies indicated that about 71% of ingested Co-60 was excreted in two days predominantly through the gastrointestinal tract. For intravenously administered Co-60, urinal excretion was dominant and was found to decrease linearly with time. The oral administration of chitosan appeared to reduce absorption of ingested Co-60; radioactivity in liver and kidney was reduced by over 50%. Intravenously administered chitosan reduced Co-60 levels (after intravenous dosing) in multiple tissues by 15 – 30 %. Decorporation efficacy of oral chitosan was weak. Conclusion: Commercial chemically-unmodified chitosan oligosaccharide exhibited strong potential for the treatment of oral or systemic cobalt exposure. Further studies are warranted to evaluate the dosing regiment.</span><a href='#' onclick='$(this).hide().prev().hide().prev().show();return false;' style='margin-left:10px;display:none;'>« less</a></div><div class="metadata-links small clearfix text-muted" style="margin-top:15px;"> <div class="pure-menu pure-menu-horizontal pull-right" style="width:unset;"> <ul class="pure-menu-list"> <li class="pure-menu-item"><span class="item-info-ftlink"><a class="misc doi-link " href="https://doi.org/10.1097/01.HP.0000346798.82764.d7" target="_blank" rel="noopener" title="Link to document DOI" data-ostiid="963178" data-product-type="Journal Article" data-product-subtype="AC" >https://doi.org/10.1097/01.HP.0000346798.82764.d7</a></span></li> </ul> </div> </div> </div> <div class="clearfix"></div> </div> </li> </ul> </aside> </div> </section> </div> <div class="col-sm-3 order-sm-3"> <ul class="nav nav-stacked"> <li class="active"><a class="tab-nav disabled" data-tab="related" style="color: #636c72 !important; opacity: 1;"><span class="fa fa-angle-right"></span> Similar Records</a></li> </ul> </div> </div> </section> </div></div> </div> </div> </section> <footer class="" style="background-color:#f9f9f9; /* padding-top: 0.5rem; */"> <div class="footer-minor"> <div class="container"> <hr class="footer-separator" /> <div class="text-center" style="margin-top:1.25rem;"> <div class="pure-menu pure-menu-horizontal"> <ul class="pure-menu-list" id="footer-org-menu"> <li class="pure-menu-item d-block d-inline-small"> <a href="https://energy.gov" target="_blank" rel="noopener noreferrer"> <img src="data:image/gif;base64,R0lGODlhAQABAIAAAP///wAAACH5BAEAAAAALAAAAAABAAEAAAICRAEAOw==" class="sprite sprite-footer-us-doe-min" alt="U.S. Department of Energy" /> </a> </li> <li class="pure-menu-item d-block d-inline-small"> <a href="https://www.energy.gov/science/office-science" target="_blank" rel="noopener noreferrer"> <img src="data:image/gif;base64,R0lGODlhAQABAIAAAP///wAAACH5BAEAAAAALAAAAAABAAEAAAICRAEAOw==" class="sprite sprite-footer-office-of-science-min" alt="Office of Science" /> </a> </li> <li class="pure-menu-item d-block d-inline-small"> <a href="/"> <img src="data:image/gif;base64,R0lGODlhAQABAIAAAP///wAAACH5BAEAAAAALAAAAAABAAEAAAICRAEAOw==" class="sprite sprite-footer-osti-min" alt="Office of Scientific and Technical Information" /> </a> </li> </ul> </div> </div> <div class="text-center small" style="margin-top:0.5em;margin-bottom:2.0rem;"> <div class="pure-menu pure-menu-horizontal"> <ul class="pure-menu-list"> <li class="pure-menu-item"><a href="/disclaim" class="pure-menu-link"><span class="fa fa-institution"></span> Website Policies <span class="d-none d-sm-inline" style="color:#737373;">/ Important Links</span></a></li> <li class="pure-menu-item"><a href="/contact" class="pure-menu-link"><span class="fa fa-comments-o"></span> Contact Us</a></li> <li class="d-block d-md-none mb-1"></li> <li class="pure-menu-item"><a href="https://www.facebook.com/ostigov" target="_blank" rel="noopener noreferrer" class="pure-menu-link social"><span class="fa fa-facebook" style=""></span></a></li> <li class="pure-menu-item"><a href="https://twitter.com/OSTIgov" target="_blank" rel="noopener noreferrer" class="pure-menu-link social"><span class="fa fa-twitter" style=""></span></a></li> <li class="pure-menu-item"><a href="https://www.youtube.com/user/ostigov" target="_blank" rel="noopener noreferrer" class="pure-menu-link social"><span class="fa fa-youtube-play" style=""></span></a></li> </ul> </div> </div> </div> </div> </footer> <link href="/css/ostigov.fonts.210406.0026.css" rel="stylesheet"> <script src="/js/ostigov.210406.0026.js"></script><noscript></noscript> <script defer src="/js/ostigov.biblio.210406.0026.js"></script><noscript></noscript> <script defer src="/js/lity.js"></script><noscript></noscript> <script async�type="text/javascript" src="/js/Universal-Federated-Analytics-Min.js?agency=DOE" id="_fed_an_ua_tag"></script><noscript></noscript> </body> <!-- OSTI.GOV v.210406.0026 --> </html>