Citation: Ya-Ming Liu, Xiao Cui, Chuan-Ming Hao, Fu-Rong Tao, Jun-Ying Li. Modified gelatin with quaternary ammonium salts containing epoxide groups[J]. Chinese Chemical Letters, ;2014, 25(8): 1193-1197. doi: 10.1016/j.cclet.2014.02.005 shu

Modified gelatin with quaternary ammonium salts containing epoxide groups

1.
a Shandong Provincial Key Laboratory of Fine Chemicals, Qilu University of Technology, Ji'nan 250353, China;
2.
b School of Marine Science and Engineering, Tianjin University of Science and Technology, Tianjin 300457, China

Corresponding author: Jun-Ying Li,
Received Date: 17 December 2013
Available Online: 13 February 2014
Fund Project:

An EPDDMAC-GE polymer (hydrophilic molecule) has been synthesized based on epoxypropyl dodecyl dimethyl ammonium chloride (EPDDMAC) and gelatin. A DEEPSAC-GE polymer (hydrophobicmolecule) has been synthesized based on diethyl-2,3-epoxypropyl-[3-methyldimethoxyl] silpropyl ammonium chloride (DEEPSAC) and gelatin. Compared with initial gelatin, the gelatin modified with quaternary ammonium salts containing epoxide groups exhibits stronger antibacterial activity.
- Quaternary ammonium salts,
- Epoxide group,
- Gelatin,
- Modified
1. [1]
  [1] G. Vargas, J.L. Acevedo, J. López, Study of cross-linking of gelatin by ethylene glycol diglycidyl ether, Mater. Lett. 62 (2008) 3656-3658.
2. [2]
  [2] J. Chen, E. Dickinson, Protein/surfactant interfacial interactions. Part 1. Flocculation of emulsions containing mixed protein + surfactant, Colloids Surf. A 100 (1995) 255-265.
3. [3]
  [3] S. Farris, J.H. Song, Q.R. Huang, An alternative reaction mechanism for the crosslinking of gelatin with glutaraldehyde, J. Agric. Food Chem. 58 (2010) 998-1003.
4. [4]
  [4] L. Guo, R.H. Colby, C.P. Lusignan, A.M. Howe, Physical gelation of gelatin studied with rheo-optics, Macromolecules 36 (2003) 10009-10020.
5. [5]
  [5] D. Hellio-Serughetti, M. Djabourov, Gelatin hydrogels cross-linked with bisvinyl sulfonemethyl. 2. The physical and chemical networks, Langmuir 22 (2006) 8516-8522.
6. [6]
  [6] J. Xu, T.D. Li, X.L. Tang, C.D. Qiao, Q.W. Jiang, Effect of aggregation behavior of gelatin in aqueous solution on the grafting density of gelatin modified with glycidol, Colloids Surf. B: Biointerfaces 95 (2012) 201-207.
7. [7]
  [7] Y. Kamiyama, J. Israelachvili, Effect of pH and salt on the adsorption and interactions of an amphoteric polyelectrolyte, Macromolecules 25 (1992) 5081-5088.
8. [8]
  [8] D.D. Van Slyke, A method for quantitative determination of aliphatic amino groups: applications to the study of proteolysis and proteolytic products, J. Biol. Chem. 9 (1911) 185-204.
9. [9]
  [9] R.A. Milch, Infra-red spectra of deuterated gelatin sols, Nature 202 (1964) 84-85.
10. [10]
  [10] J.E. Sarneski, H.L. Surprenant, F.K. Molen, C.N. Reilley, Chemical shifts and protonation shifts in carbon-13 nuclear magnetic resonance studies of aqueous amines, Anal. Chem. 47 (1975) 2116-2118.
11. [11]
  [11] H. Fraenkel-Conrat, The action of 1,2-epoxides on proteins, J. Biol. Chem. 154 (1944) 227-238.
12. [12]
  [12] I. Yakimets, N. Wellner, A.C. Smith, et al., Mechanical properties with respect to water content of gelatin films in glassy state, Polymer 46 (2005) 12577-12585.
13. [13]
  [13] W. Oraphan, T. Nuttha, K. Suda, P.H. Voravee, Surface-quaternized chitosan particles as an alternative and effective organic antibacterial material, Colloid Surf. B 92 (2012) 121-129.
14. [14]
  [14] S. Rostamizadeh, M. Nojavan, R. Aryan, H. Sadeghian, M. Davoodnejad, A novel and efficient synthesis of pyrazolo[3,4-d]pyrimidine derivatives and the study of their anti-bacterial activity, Chin. Chem. Lett. 24 (2013) 629-632.
15. [15]
  [15] L.Q. Fu, C.Y. Ling, X.S. Guo, H.L. He, Y.S. Yang, Synthesis and antibacterial activity of pleuromutilin derivatives with novel C(14) side chain, Chin. Chem. Lett. 23 (2012) 9-12.
16. [16]
  [16] L.Q. Fu, X.S. Guo, X. Liu, et al., Synthesis and antibacterial activity of C-2(S)-substituted pleuromutilin derivatives, Chin. Chem. Lett. 21 (2010) 507-510.
17. [17]
  [17] N. Vallapa, O. Wiarachai, N. Thongchul, et al., Enhancing antibacterial activity of chitosan surface by heterogeneous quaternization, Carbohyd. Polym. 83 (2011) 868-875.
18. [18]
  [18] A.M. Bonilla, M.F. García, Polymeric materials with antimicrobial activity, Prog. Polym. Sci. 37 (2012) 281-339.
1. [1]
  Zhaoru Chen , Xiaoxu Liu , Haonan Chen , Jialong Li , Xiaofeng Wang , Jianfeng Zhu . Application of epoxy resin in cultural relics protection. Chinese Chemical Letters, 2024, 35(4): 109194-. doi: 10.1016/j.cclet.2023.109194
2. [2]
  Wei Huang , Weiwei Chen , Yongxing Tang . Green Mountains and Blue Waters Spanning Nine Centuries: Decrypting “The Picture of a Thousand Miles of Rivers and Mountains” from a Chemical Perspective. University Chemistry, 2024, 39(9): 189-195. doi: 10.12461/PKU.DXHX202312075
3. [3]
  Jinjie Lu , Qikai Liu , Yuting Zhang , Yi Zhou , Yanbo Zhou . Antibacterial performance of cationic quaternary phosphonium-modified chitosan polymer in water. Chinese Chemical Letters, 2024, 35(9): 109406-. doi: 10.1016/j.cclet.2023.109406
4. [4]
  Ruilong Geng , Lingzi Peng , Chang Guo . Dynamic kinetic stereodivergent transformations of propargylic ammonium salts via dual nickel and copper catalysis. Chinese Chemical Letters, 2024, 35(8): 109433-. doi: 10.1016/j.cclet.2023.109433
5. [5]
  Yuanzheng Wang , Chen Zhang , Shuyan Han , Xiaoli Kong , Changyun Quan , Jun Wu , Wei Zhang . Cancer cell membrane camouflaged biomimetic gelatin-based nanogel for tumor inhibition. Chinese Chemical Letters, 2024, 35(11): 109578-. doi: 10.1016/j.cclet.2024.109578
6. [6]
  Jun LI , Huipeng LI , Hua ZHAO , Qinlong LIU . Preparation and photocatalytic performance of AgNi bimetallic modified polyhedral bismuth vanadate. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 601-612. doi: 10.11862/CJIC.20230401
7. [7]
  Wenda WANG , Jinku MA , Yuzhu WEI , Shuaishuai MA . Waste biomass-derived carbon modified porous graphite carbon nitride heterojunction for efficient photodegradation of oxytetracycline in seawater. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 809-822. doi: 10.11862/CJIC.20230353
8. [8]
  Linshan Peng , Qihang Peng , Tianxiang Jin , Zhirong Liu , Yong Qian . Highly efficient capture of thorium ion by citric acid-modified chitosan gels from aqueous solution. Chinese Chemical Letters, 2024, 35(5): 108891-. doi: 10.1016/j.cclet.2023.108891
9. [9]
  Yinglian LI , Chengcheng ZHANG , Xinyu ZHANG , Xinyi WANG . Spin crossover in [Co(pytpy)₂]²⁺ complexes modified by organosulfonate anions. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1162-1172. doi: 10.11862/CJIC.20240087
10. [10]
  Yu ZHANG , Fangfang ZHAO , Cong PAN , Peng WANG , Liangming WEI . Application of double-side modified separator with hollow carbon material in high-performance Li-S battery. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1218-1232. doi: 10.11862/CJIC.20230412
11. [11]
  Chunxiu Yu , Zelin Wu , Hongle Shi , Lingyun Gu , Kexin Chen , Chuan-Shu He , Yang Liu , Heng Zhang , Peng Zhou , Zhaokun Xiong , Bo Lai . Insights into the electron transfer mechanisms of peroxydisulfate activation by modified metal-free acetylene black for degradation of sulfisoxazole. Chinese Chemical Letters, 2024, 35(8): 109334-. doi: 10.1016/j.cclet.2023.109334
12. [12]
  Shuqi Yu , Yu Yang , Keisuke Kuroda , Jian Pu , Rui Guo , Li-An Hou . Selective removal of Cr(Ⅵ) using polyvinylpyrrolidone and polyacrylamide co-modified MoS₂ composites by adsorption combined with reduction. Chinese Chemical Letters, 2024, 35(6): 109130-. doi: 10.1016/j.cclet.2023.109130
13. [13]
  Cheng Guo , Xiaoxiao Zhang , Xiujuan Hong , Yiqiu Hu , Lingna Mao , Kezhi Jiang . Graphene as adsorbent for highly efficient extraction of modified nucleosides in urine prior to liquid chromatography-tandem mass spectrometry analysis. Chinese Chemical Letters, 2024, 35(4): 108867-. doi: 10.1016/j.cclet.2023.108867
14. [14]
  Dexuan Xiao , Tianyu Chen , Tianxu Zhang , Sirong Shi , Mei Zhang , Xin Qin , Yunkun Liu , Longjiang Li , Yunfeng Lin . Transdermal treatment for malignant melanoma by aptamer-modified tetrahedral framework nucleic acid delivery of vemurafenib. Chinese Chemical Letters, 2024, 35(4): 108602-. doi: 10.1016/j.cclet.2023.108602
15. [15]
  Qiaojia GUO , Junkai CAI , Chunying DUAN . Effects of anions on the structural regulation of Zn-salen-modified metal-organic cage. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2203-2211. doi: 10.11862/CJIC.20240209
16. [16]
  Haining Peng , Huijun Liu , Chengzong Li , Yingfu Li , Qizhi Chen , Tao Li . Diluent modified weakly solvating electrolyte for fast-charging high-voltage lithium metal batteries. Chinese Chemical Letters, 2025, 36(1): 109556-. doi: 10.1016/j.cclet.2024.109556
17. [17]
  Du Liu , Yuyan Li , Hankun Zhang , Benhua Wang , Chaoyi Yao , Minhuan Lan , Zhanhong Yang , Xiangzhi Song . Three-in-one erlotinib-modified NIR photosensitizer for fluorescence imaging and synergistic chemo-photodynamic therapy. Chinese Chemical Letters, 2025, 36(2): 109910-. doi: 10.1016/j.cclet.2024.109910
18. [18]
  Cailing Wu , Shaojie Wu , Qifei Huang , Kai Sun , Xianqiang Huang , Jianji Wang , Bing Yu . Potassium-modified carbon nitride photocatalyzed-aminoacylation of N-sulfonyl ketimines. Chinese Chemical Letters, 2025, 36(2): 110250-. doi: 10.1016/j.cclet.2024.110250
19. [19]
  Xin Wang , Changzhao Chen , Qishen Wang , Kai Dai . Graphene quantum dot modified Bi2MoO6 nanoflower for efficient degradation of BPA under visible light. Chinese Journal of Structural Chemistry, 2024, 43(12): 100473-100473. doi: 10.1016/j.cjsc.2024.100473
20. [20]
  Bo Liu , Shuaiqiang Shao , Junjie Cai , Zijian Zhang , Feng Tian , Kun Yang , Fan Li . Signal cascade amplification of streptavidin-biotin-modified immunofluorescence nanocapsules for ultrasensitive detection of glial fibrillary acidic protein. Chinese Chemical Letters, 2025, 36(3): 109814-. doi: 10.1016/j.cclet.2024.109814

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(680)
HTML views(6)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142