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Carboxymethylation and cross-linking of konjac glucomannan: structure and properties

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Abstract

A combination of cross-linking of glutaraldehyde and its carboxymethylation was selected to functionalize konjac glucomannan (KGM) in a non-homogeneous system to enlarge its utilization. The results showed that the cross-linking and carboxymethylation resulted in the swelling of KGM particles and produced an uneven destruction on KGM particles according to SEM. Besides, the carboxymethylation was more destructive to KGM than the cross-linking. Cross-linking and carboxymethylation were mainly done on larger particles during the functionalization of KGM. Carboxymethylation significantly reduced the thermal stability of KGM, while cross-linking had little effect on it. Cross-linking and carboxymethylation increased the peak temperature and conclusion temperature of KGM. However, the melting enthalpy of carboxymethyl cross-linked konjac glucomannan (CCLKGM) was between cross-linked konjac glucomannan (CLKGM) and KGM. The cross-linking could decrease the onset decomposition temperature of KGM, while the carboxymethylation could enhance this temperature. The acetyl groups in KGM molecular chains were not influenced by cross-linking of the glutaraldehyde according to FTIR. The weak stretching vibration peak of C=O bonds in the FTIR spectra of KGM and CLKGM appeared at the wavenumber of 1740 cm−1. The influence of adding CCLKGM on gelatinization behavior of potato starch was different from that of adding CLKGM. The addition of CCLKGM obviously lowered the setback and breakdown of potato starch, while the addition of CLKGM clearly increased them.

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References

  1. Fang Y, Ma J, Lei P, Wang L, Qu J, Zhao J, Liu F, Yan X, Wu W, Jin L, Ji H (2023) Konjac glucomannan: an emerging specialty medical food to aid in the treatment of type 2 diabetes mellitus. Foods 12:363

    CAS  PubMed  PubMed Central  Google Scholar 

  2. Yang D, Yuan Y, Wang L, Wang X, Mu R, Pang J, Xiao J, Zheng Y (2017) A review on konjac glucomannan gels: microstructure and application. Int J Mol Sci 18:2250

    PubMed  PubMed Central  Google Scholar 

  3. Wanga L, Zhou N, Zheng S, Pang J (2022) Formation of composite hydrogel of carboxymethyl konjac glucomannan/gelatin for sustained release of EGCG. Food Sci Hum Wellness 11:1373–1383

    Google Scholar 

  4. Behera SS, Ray RC (2016) Konjac glucomannan, a promising polysaccharide of Amorphophallus konjac K. Koch in health care. Int J Biol Macromol 92:942–956

    CAS  PubMed  Google Scholar 

  5. Wang Z, Wu L, Zhou D, Ji P, Zhou X, Zhang Y, He P (2020) Synthesis and water absorbing properties of KGM-g-P(AA-AM-(DMAEA-EB)) via grafting polymerization method. Polym Sci B 62:238–244

    CAS  Google Scholar 

  6. Yuan Y, Hong X, Mu R, Gong J, Wang L, Huang R, Wu J, Ni Y, Wu X, Pang J (2017) Structure and properties of konjac glucomannan/galactoglucomannan nanofiber membrane. Macromol Res 25:963–970

    CAS  Google Scholar 

  7. Tian D, Zhou Y, Xiong L, Lu F (2017) Synthesis and properties of caffeine molecularly imprinted polymers based on konjac glucomannan. Adv Polym Technol 36:68–76

    CAS  Google Scholar 

  8. Zhou N, Zheng S, Xie W, Cao G, Wang L, Pang J (2022) Konjac glucomannan: a review of structure, physicochemical properties, and wound dressing applications. J Appl Polym Sci 139:51780

    CAS  Google Scholar 

  9. Punia S (2020) Barley starch modifications: physical, chemical and enzymatic: a review. Int J Biol Macromol 144:578–585

    CAS  PubMed  Google Scholar 

  10. Akinterinwa A, Oladele E, Adebayo A, Gurgur E, Iyanu OO, Ajayi O (2020) Cross-linked-substituted (esterified/etherified) starch derivatives as aqueous heavy metal ion adsorbent: a review. Water Sci Technol 82:1–26

    CAS  PubMed  Google Scholar 

  11. Tang H, Lv X, Li Y, Li Q, Liu X (2020) Cationic oxidized microporous rice starch: preparation, characterization, and properties. J Food Sci 85:2041–2049

    CAS  PubMed  Google Scholar 

  12. Kang H, Guan L, An K, Tian D (2020) Preparation and physicochemical properties of konjac glucomannan ibuprofen ester as a polysaccharide-drug conjugate. J Macromol Sci A 58:32–43

    Google Scholar 

  13. Chen X, Wang S, Lu M, Chen Y, Zhao L, Li W, Yuan Q, Norde W, Li Y (2014) Formation and characterization of light-responsive TEMPO-oxidized konjac glucomannan microspheres. Biomacromol 15:2166–2171

    CAS  Google Scholar 

  14. Wu F, Yan N, Guo Y, Yu X, Yi L, Ouyang Y, Wang X, Zhang Z (2022) Pattern of specific oxidation of konjac glucomannan with TEMPO/NaBr/NaClO system. Carbohydr Res 515:108558–108566

    CAS  PubMed  Google Scholar 

  15. Yuan L, Yu J, Mu J, Shi T, Sun Q, Jin W, Gao R (2019) Effects of deacetylation of konjac glucomannan on the physico-chemical properties of surimi gels from silver carp (Hypophthalmichthys molitrix). RSC Adv 9:19828–19836

    CAS  PubMed  PubMed Central  ADS  Google Scholar 

  16. Tanaka Y, Okamoto K, Matsushima A, Ota T, Matsumoto Y, Akasaki T (2013) Microwave-assisted acid hydrolysis of konjac products for determining the konjac powder content. Anal Sci 29:1049–1053

    CAS  PubMed  Google Scholar 

  17. Li Y, Tang H, He Q, Duan X (2020) Cross-linking of partially hydrolyzed sesbania gum, property and characterization. Int J Biol Macromol 159:11–17

    Google Scholar 

  18. Wang Y, He M, Wu Y, Liu Y, Ouyang J (2020) Effect of crosslinking agents on the physicochemical and digestive properties of corn starch aerogel. Starch 73:2000161

    Google Scholar 

  19. Lu F, Huang C, You L, Yin Y, Zhang Q (2017) Cross-linked amino konjac glucomannan as an eco-friendly adsorbent for adsorption of Cr(VI) from aqueous solution. J Mol Liq 247:141–150

    CAS  Google Scholar 

  20. Xie Y, Yi Z, Wang J, Hou T, Jiang Q (2018) Carboxymethyl konjac glucomannan—crosslinked chitosan sponges for wound dressing. Int J Biol Macromol 112:1225–1233

    CAS  PubMed  Google Scholar 

  21. Wu C, Sun J, Jiang H, Li Y, Pang J (2021) Construction of carboxymethyl konjac glucomannan/chitosan complex nanogels as potential delivery vehicles for curcumin. Food Chem 362:130242

    CAS  PubMed  Google Scholar 

  22. Wang W, Jin X, Zhu Y, Zhu C, Yang J, Wang H, Lin T (2016) Effect of vapor-phase glutaraldehyde crosslinking on electrospun starch fibers. Carbohydr Polym 140:356–361

    CAS  PubMed  Google Scholar 

  23. Jeon JG, Kim HC, Palem RR, Kim J, Kang TJ (2019) Cross-linking of cellulose nanofiber films with glutaraldehyde for improved mechanical properties. Mater Lett 250:99–102

    CAS  Google Scholar 

  24. Dodi G, Hritcu D, Popa MI (2011) Carboxymethylation of guar gum: synthesis and characterization. Cellul Chem Technol 45:171–176

    CAS  Google Scholar 

  25. Liao J, Dai H, Huang H (2021) Construction of hydrogels based on the homogeneous carboxymethylated chitin from Hericium erinaceus residue: role of carboxymethylation degree. Carbohydr Polym 262:117953

    CAS  PubMed  Google Scholar 

  26. Shukri R, Alavi S, Dogan H, Shi YC (2021) Properties of extruded cross-linked waxy maize starches and their effects on extruded oat flour. Carbohydr Polym 253:117259

    CAS  PubMed  Google Scholar 

  27. Wang Y, Xie Z, Wu Q, Song W, Liu L, Wu Y, Gong Z (2020) Preparation and characterization of carboxymethyl starch from cadmium-contaminated rice. Food Chem 308:125674

    CAS  PubMed  Google Scholar 

  28. Meng F, Zheng L, Wang Y, Liang Y, Zhong G (2014) Preparation and properties of konjac glucomannan octenyl succinate modified by microwave method. Food Hydrocoll 38:205–210

    CAS  Google Scholar 

  29. Shen Y, Zhang N, Xu Y, Huang J, Yuan M, Wu D, Shu X (2019) Physicochemical properties of hydroxypropylated and cross-linked rice starches differential in amylose content. Int J Biol Macromol 128:775–781

    CAS  PubMed  Google Scholar 

  30. Ren W, Zhang A, Qin S, Li Z (2016) Synthesis and evaluation of a novel cationic konjac glucomannan-based flocculant. Carbohydr Polym 144:238–244

    CAS  PubMed  Google Scholar 

  31. Ma S, Zhu P, Wang M (2018) Effects of konjac glucomannan on pasting and rheological properties of corn starch. Food Hydrocoll 89:234–240

    Google Scholar 

  32. Wang K, Gao S, Shen C, Liu J, Li S, Chen J, Ren X, Yuan Y (2018) Preparation of cationic konjac glucomannan in NaOH/urea aqueous solution. Carbohydr Polym 181:736–743

    CAS  PubMed  Google Scholar 

  33. Zhu JS, Eid M, Li J, Geng F, Li B (2022) Synergistic interactions between konjac glucomannan and welan gum mixtures. LWT Food Sci Technol 162:113425

    CAS  Google Scholar 

  34. Tong C, Ahmed S, Pang Y, Zhou X, Bao J (2018) Fine structure and gelatinization and pasting properties relationships among starches from pigmented potatoes. Food Hydrocoll 83:45–52

    CAS  Google Scholar 

  35. Li Y, Yuan Y, Lei L, Li F, Zhang Y, Chen J, Zhao G, Wu S, Yin R, Ming J (2017) Carboxymethylation of polysaccharide from Morchella angusticeps Peck enhances its cholesterol-lowering activity in rats. Carbohydr Polym 172:85–92

    CAS  PubMed  Google Scholar 

  36. Liu Y, Duan X, Zhang M, Li C, Zhang Z, Hu B, Liu A, Li Q, Chen H, Tang Z, Wu W, Chen D (2021) Extraction, structure characterization, carboxymethylation and antioxidant activity of acidic polysaccharides from Craterellus cornucopioides. Ind Crop Prod 159:113079

    CAS  Google Scholar 

  37. Phromsopha T, Baimark Y (2014) Preparation of starch/gelatin blend microparticles by a water-in-oil emulsion method for controlled release drug delivery. Int J Biomater 2014:1–6

    Google Scholar 

  38. Zhou M, Shi L, Cheng F, Lin Y, Zhu PX (2018) High-efficient preparation of carboxymethyl starch via ball milling with limited solvent content. Starch 70:1700250

    Google Scholar 

  39. Liu Q, Cai W, Zhen T, Ji N, Dai L, Xiong L, Sun Q (2020) Preparation of debranched starch nanoparticles by ionic gelation for encapsulation of epigallocatechin gallate. Int J Biol Macromol 161:481–491

    CAS  PubMed  Google Scholar 

  40. Gong H, Liu M, Chen J, Han F, Gao C, Zhang B (2012) Synthesis and characterization of carboxymethyl guar gum and rheological properties of its solutions. Carbohydr Polym 88:1015–1022

    CAS  Google Scholar 

  41. Lawal OS, Lechner MD, Kulicke WM (2008) Single and multi-step carboxymethylation of water yam (Dioscorea alata) starch: synthesis and characterization. Int J Biol Macromol 42:429–435

    CAS  PubMed  Google Scholar 

  42. Yussof NS, Utra U, Alias AK (2013) Hydrolysis of native and cross-linked corn, tapioca, and sweet potato starches at sub-gelatinization temperature using a mixture of amylolytic enzymes. Starch 65:285–295

    CAS  Google Scholar 

  43. Tang H, Wang L, Li Y, Dong S (2019) Effect of acidolysis and oxidation on structure and properties of konjac glucomannan. Int J Biol Macromol 130:378–387

    CAS  Google Scholar 

  44. Wang LX, Lee AR, Yuan Y, Wang XM, Lu TJ (2020) Preparation and FTIR, Raman and SEM characterizations of konjac glucomannan-KCl electrogels. Food Chem 331:127289

    CAS  PubMed  Google Scholar 

  45. Haroon M, Yu H, Wang L, Ullah RS, Haq F, Teng L (2019) Synthesis and characterization of carboxymethyl starch-g-polyacrylic acids and their properties as adsorbents for ammonia and phenol. Int J Biol Macromol 138:349–358

    CAS  PubMed  Google Scholar 

  46. Xiao M, Dai S, Wang L, Ni X, Yan W, Fang Y, Corke H, Jiang F (2015) Carboxymethyl modification of konjac glucomannan affects water binding properties. Carbohydr Polym 130:1–8

    CAS  PubMed  Google Scholar 

  47. Chen J, Zhang W, Li X (2015) Preparation and characterization of a novel superabsorbent of konjac glucomannan-poly(acrylic acid) with trimethylolpropane trimethacrylate cross-linker. RSC Adv 5:38417–38423

    CAS  ADS  Google Scholar 

  48. Xiao JX, Wang LH, Xu TC, Huang GQ (2019) Complex coacervation of carboxymethyl konjac glucomannan and chitosan and coacervate characterization. Int J Biol Macromol 123:436–445

    CAS  PubMed  Google Scholar 

  49. Zhang B, Tao H, Wei B, Jin Z, Xu X, Tian Y (2014) Characterizations of different substituted carboxymethyl starch microgels and their interactions with lysozyme. PLoS ONE 9:e114634

    PubMed  PubMed Central  ADS  Google Scholar 

  50. Guo J, Wang C, Liu C, Wang P (2021) Effect of konjac glucomannan on gelatinization, retrogradation, and gelling properties of frozen wheat starch. Starch 73:2000025

    CAS  Google Scholar 

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Tang, H., Bai, Y., Li, Y. et al. Carboxymethylation and cross-linking of konjac glucomannan: structure and properties. Iran Polym J 33, 305–316 (2024). https://doi.org/10.1007/s13726-023-01252-y

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