改性壳寡糖中羧基含量对其吸湿保湿和抗氧化性能的影响

doi:10.3969/j.issn.1001-1803.2020.10.006

日用化学工业 ›› 2020, Vol. 50 ›› Issue (10): 687-692.doi: 10.3969/j.issn.1001-1803.2020.10.006

改性壳寡糖中羧基含量对其吸湿保湿和抗氧化性能的影响

潘玙璠¹(),张方东¹(),卜鑫^1,²(),裴继诚¹

1.天津科技大学天津市制浆造纸重点实验室,天津 300457
2.新疆哈密市环境保护监测站,新疆哈密 839000

收稿日期:2020-01-18 修回日期:2020-09-27 出版日期:2020-10-22 发布日期:2020-10-22
通讯作者: 张方东,卜鑫
作者简介:潘玙璠（2000-）,女,安徽人,电话：（022）60601051,E-mail： 1076390345@qq.com。
基金资助:
国家级大学生创新创业训练计划资助项目(201910057049);天津科技大学大学生实验室创新基金项目资助(1906A203)

Effects of carboxyl content in modified chitooligomer on moisture absorption-retention and anti-oxidant activities

PAN Yu-fan¹(),ZHANG Fang-dong¹(),BU Xin^1,²(),PEI Ji-cheng¹

1. Tianjin Key Laboratory of Pulp and Paper, Tianjin University of Science & Technology, Tianjin 300457, China
2. Xinjiang Hami Environmental Protection Monitoring Station, Hami, Xinjiang 839000, China

Received:2020-01-18 Revised:2020-09-27 Online:2020-10-22 Published:2020-10-22
Contact: Fang-dong ZHANG,Xin BU

摘要/Abstract

摘要：

采用漆酶/TEMPO/O₂体系（TEMPO用量控制在1%,2%,4%和8%）氧化壳寡糖（COS）制备得到改性壳寡糖（MC）,利用电导滴定和低场核磁共振波谱（LF-NMR）分析产物中羧基含量及水的存在形态,并检测了吸湿保湿性和抗氧化性能。结果表明,MC中羧基含量随着TEMPO用量增加而增多,MC-8中羧基含量最高达2.82%;随着羧基含量的增加,MC分子内结合水数量先增加后减小,吸湿保湿能力也呈现相同变化趋势,MC-2在饱和硫酸铵和饱和碳酸钾溶液中60 h的吸湿率最高达63.14%和20.26%,24 h的保湿率为4.71%;羧基含量的增加有利于提高产物的抗氧化性能,MC-8在0.5 g/L质量浓度下ABTS自由基清除率为85.47%。改性壳寡糖的研究在化妆品领域具有潜在的应用价值。

关键词: 改性壳寡糖, 羧基含量, 分子内水的存在形态, 吸湿保湿性, 抗氧化性

Abstract:

Modified chitooligomer （MC） was prepared by oxidation of chitooligomer （COS） using laccase/TEMPO/O₂ system （TEMPO dosage was controlled at 1%, 2%, 4% and 8%）. The carboxyl content and water existing forms in products were analyzed by conductometric titration and low-field nuclear magnetic resonance （LF-NMR）, and the moisture absorption-retention activity and anti-oxidant activity were detected. The results show that the carboxyl content in MC increases with the TEMPO usage, and the carboxyl content in MC-8 is as high as 2.82%. With the increase of carboxyl content, the amount of bound water in MC increases at first and then decreases, and the moisture absorption-retention capacity shows the same trend. The moisture absorption rate of MC-2 in saturated ammonium sulfate and saturated potassium carbonate solution for 60 h is up to 63.14% and 20.26%, respectively. The moisture retention rate for 24 h is 4.71%. The increase of carboxyl content is beneficial to improve the anti-oxidant activity of the product, and the ABTS radical scavenging rate of MC-8 at the mass concentration of 0.5 g/L is 85.47%. The study indicates that MC has potential application value in the field of cosmetics.

Key words: modified chitooligomer, carboxyl content, intramolecular water existing forms, moisture absorption-retention activity, anti-oxidant activity

中图分类号:

O636.1

潘玙璠,张方东,卜鑫,裴继诚. 改性壳寡糖中羧基含量对其吸湿保湿和抗氧化性能的影响[J]. 日用化学工业, 2020, 50(10): 687-692.

PAN Yu-fan,ZHANG Fang-dong,BU Xin,PEI Ji-cheng. Effects of carboxyl content in modified chitooligomer on moisture absorption-retention and anti-oxidant activities[J]. China Surfactant Detergent & Cosmetics, 2020, 50(10): 687-692.

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参考文献 22

[1]	Imen Hamed, Fatih Özogul, Joe M Regenstein. Industrial applications of crustacean by-products (chitin, chitosan, and chitooligosaccharides): A review[J]. Trends in Food Science & Technology, 2016,48:40-50. doi: 10.1016/j.tifs.2015.11.007
[2]	Xia W, Liu P, Zhang J, et al. Biological activities of chitosan and chitooligosaccharides[J]. Food Hydrocolloids, 2011,25(2) : 170-179. doi: 10.1016/j.foodhyd.2010.03.003
[3]	Islam S, Bhuiyan M A R, Islam M N, Chitin and chitosan: structure, properties and applications in biomedical engineering[J]. Journal of Polymers & the Environment, 2017,25(3) : 854-866.
[4]	Kim S K, Rajapakse N. Enzymatic production and biological activities of chitosan oligosaccharides (COS): A review[J]. Carbohydrate Polymers, 2005,62(4) : 357-368. doi: 10.1016/j.carbpol.2005.08.012
[5]	Il’ina A V, Varlamov V P. Hydrolysis of chitosan in lactic acid[J]. Applied Biochemistry & Microbiology, 2004,40(3) : 300-303.
[6]	Liu X, Mo Y, Liu X, et al. Synjournal, characterisation and preliminary investigation of the haemocompatibility of polyethyleneimine-grafted carboxymethyl chitosan for gene delivery[J]. Materials Science & Engineering C: Materials for Biological Applications, 2016,62:173-182. pmid: 26952412
[7]	Aracri E, Vidal T, Ragauskas A J. Wet strength development in sisal cellulose fibers by effect of a laccase-TEMPO treatment[J]. Carbohydrate Polymers, 2011,84(4) : 1384-1390.
[8]	Aracri E, Valls C, Vidal T. Paper strength improvement by oxidative modification of sisal cellulose fibers with laccase-TEMPO system: Influence of the process variables[J]. Carbohydrate Polymers, 2012,88(3) : 830-837.
[9]	Pei Jicheng, Yin Yunbei, Hu wen, et al. Study on the selective oxidation of the C-6-hydroxyl of chitosan by laccase-TEMPO system to improve antioxidant capability of the product[J]. Journal of Functional Materials, 2016,47(6) : 6010-6015.
[10]	Bu Xin, Pei Jicheng, Chan Huifang, et al. The high moisture-absorption and moisture-retention mechanism of molecularly modified c-cos[J]. Fine Chemicals, 2018,35(10) : 1795-1800.
[11]	Liu Yijun, Lou Chenyu, Hou Zhimou, et al. Process of chitosan oxide degradation by hydrogen peroxide in acetic acid homogeneous phase[J]. Journal of Functional Polymers, 2007 (4) : 426-430.
[12]	Pei J, Yin Y, Shen Z, et al. Oxidation of primary hydroxyl groups in chitooligomer by a laccase-TEMPO system and physico-chemical characterisation of oxidation products[J]. Carbohydrate Polymers, 2016,135:234-238. doi: 10.1016/j.carbpol.2015.08.099 pmid: 26453873
[13]	Jia Zhishen, Li Xuling. Determination of the deacetylation degree of chitosan by acid-base conductometric titration[J]. Chinese Journal of Analytical Chemistry, 2002,30(7) : 846-848.
[14]	Gussoni M, Greco F, Vezzoli A, et al. Osmotic and aging effects in caviar oocytes throughout water and lipid changes assessed by ¹H NMR T₁ and T₂ relaxation and MRI [J]. Magnetic Resonance Imaging, 2007,25(1) : 117-128. doi: 10.1016/j.mri.2006.08.017 pmid: 17222723
[15]	Chen L, Du Y, Wu H, et al. Relationship between molecular structure and moisture-retention ability of carboxymethyl chitin and chitosan[J]. Journal of Applied Polymer Science, 2002,83(6) : 1233-1241.
[16]	Vithya T, Kavimani V, Rajkapoor B, et al. Free radical scavenging activity of Gyrocarpus asiaticus by using DPPH and ABTS method[J]. International Journal of Pharmaceutical, Chemical and Biological Sciences, 2012,2(2) : 155-158.
[17]	Bu Xin, Pei Jicheng, Zhang Fangdong, et al. The hydration mechanism and hydrogen bonding structure of 6-carboxylate chitooligosaccharides superabsorbent material prepared by laccase/TEMPO oxidation system[J]. Carbohydrate Polymers, 2018,188:151-158. doi: 10.1016/j.carbpol.2018.01.099 pmid: 29525151
[18]	Yang Yuedong, Yu Jiugao, Zhou Yongguo, et al. Preparation and blood compatibility of 6-carboxy chitosan[J]. Chinese Journal of Biomedical Engineering, 2007,26(4) : 605-609.
[19]	Lertworasirikul A, Yokoyama S, Noguchi K, et al. Molecular and crystal structures of chitosan/HI type I salt determined by X-ray fiber diffraction[J]. Carbohydrate Research, 2004,339(4) : 825-833. doi: 10.1016/j.carres.2004.01.001 pmid: 14980826
[20]	Li X, Yang M, Shi X, et al. Effect of the intramolecular hydrogen bond on the spectral and optical properties in chitosan oligosaccharide[J]. Physica E: Low-dimensional Systems and Nanostructures, 2015,69:237-242.
[21]	Huang J, Chen W W, Hu S, et al. Biochemical activities of 6-carboxy β-chitin derived from squid pens[J]. Carbohydrate Polymers, 2013,91(1) : 191-197. doi: 10.1016/j.carbpol.2012.08.027 pmid: 23044122
[22]	Lemańska K, Szymusiak H, Tyrakowska B, et al. The influence of pH on antioxidant properties and the mechanism of antioxidant action of hydroxyflavones[J]. Free Radical Biology and Medicine, 2001,31(7) : 869-881. doi: 10.1016/s0891-5849(01)00638-4 pmid: 11585705

样品	R_h/%
样品	0 h	2 h	4 h	6 h	8 h	10 h	12 h	24 h
COS	100	20.12	5.36	0.90	0.40	0.30	0.25	0
MC-1	100	64.24	48.12	32.75	20.14	10.84	6.04	2.12
MC-2	100	68.84	51.28	35.17	23.15	13.06	10.43	4.71
MC-4	100	66.75	49.06	33.84	22.07	12.45	8.29	3.64
MC-8	100	65.41	48.28	32.87	21.26	11.33	7.18	2.86
HA	100	67.12	49.87	34.32	22.44	12.76	9.13	4.00

改性壳寡糖中羧基含量对其吸湿保湿和抗氧化性能的影响

Effects of carboxyl content in modified chitooligomer on moisture absorption-retention and anti-oxidant activities

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