脂肪酶Novozym 435催化合成单月桂酸甘油酯

doi:10.3866/PKU.DXHX201911062

Abstract

Abstract:

The potential of biocatalysis has been recognized as an efficient and green tool for modern organic synthesis due to its high selectivity, mild reaction conditions and sustainability. The enzyme-catalyzed synthesis of glycerol monolaurate were investigated in this study. The optimized reaction takes place with a 1:3.5 molar ratio of lauric acid to glycerol in the presence of 5% enzyme catalyst at 52℃ for 80 min. The product with 90% purity was obtained in 47%-53% yield via several separation steps. This enzymatic synthesis shows high stability and good repeatability, and is a suitable organic chemistry experiment for undergraduate laboratory teaching.

Key words: Lipase, Novozym 435, Glycerol monolaurate

MSC2000:

Zijun Yan, Xin Zhang, Zuoao Wu, Kaiqun Wu, Yuliang Wang. Enzymatic Synthesis of Glycerol Monolaurate Catalyzed by Lipase Novozym 435[J].University Chemistry, 2020, 35(4): 119-124.

Figures/Tables 3

References 22

1	刘环宇; 林森; 梅德胜. 江西化工, 2003, (3), 1. doi: 10.3969/j.issn.1008-3103.2003.03.001
2	徐礼生; 王治元; 刘均忠; 张宏娟; 刘茜; 焦庆才. 精细化工, 2013, 30 (4), 370.
3	Yu S. ; Yu L. ; Yu B. ; Sun W. ; Liu C. ; Yang M. ; Cui F. Agri. Sci. & Technol. 2013, 14, 169.
4	崔海萍.脂肪酶催化合成月桂酸单甘酯和乙酸癸酯[D].大连:大连理工大学, 2012.
5	Pawongrat R. ; Xu X. B. ; H-Kittikun A. Food Chem. 2007, 104, 251. doi: 10.1016/j.foodchem.2006.11.036
6	孟祥河.功能性甘油二酯的酶促酯化合成及其减肥功能的研究[D].无锡:江南大学, 2004.
7	张春鸣.单辛酸甘油酯的酶法合成及性质研究无锡[D].无锡:江南大学, 2008.
8	罗文玲,汪钊,郑建永,章银军.酶催化在香精香料中的应用[D].浙江:浙江工业大学, 2008.
9	冯凤琴; 张辉; 王莉; 何勇. 光学学报, 2008, 28 (2), 326. doi: 10.3321/j.issn:0253-2239.2008.02.022
10	Li Q. S. ; Estes J. D. ; Patrick S. M. ; Duan J. L. ; Brosnahan A. J. ; Southern P. J. ; Reilly C. S. ; Peterson M. L. ; Schultz-Darken N. ; Brunner K. G. ; et al Nature 2009, 458, 1034. doi: 10.1038/nature07831
11	宋国胜; 郭祀远; 蔡妙颜; 郑必胜. 食品科技, 2002, (1), 37.
12	杨宏杰.月桂酸单甘酯合成与提纯的研究[D].杭州:浙江大学, 2004.
13	游利琴; 肖咏梅; 张风雷. 广东化工, 2011, 38 (9), 273. doi: 10.3969/j.issn.1007-1865.2011.09.159
14	游利琴; 王宏雁. 粮油食品科技, 2012, 20 (4), 54. doi: 10.3969/j.issn.1007-7561.2012.04.016
15	梁准成.月桂酸单甘酯类衍生物的合成及性质研究[D].广州:华南理工大学, 2015.
16	胡朝阳.产脂肪酶菌株的筛选及酶法合成单甘酯[D].广西:广西大学, 2004.
17	高永辉; 曹伯锋. 合成化学, 2000, 8 (2), 104. doi: 10.3969/j.issn.1005-1511.2000.02.004
18	谷玉杰; 马石刚; 吕剑. 日用化学工业, 2006, 36 (1), 12. doi: 10.3969/j.issn.1001-1803.2006.01.004
19	赵国钧. 上海化工, 1999, 24 (20), 23.
20	Pereira C. C. B. ; da Silva M. A.P ; Langone M. A. P. Appl. Biochem. Biotechnol. 2004, 114, 433. doi: 10.1385/ABAB:114:1-3:433
21	马清仪; 陈洪; 杜毅; 许平. 过程工程学报, 2004, 4 (1), 37. doi: 10.3321/j.issn:1009-606X.2004.01.008
22	栗俊田; 杨万斌; 张莹; 王海堂. 广东化工, 2018, 45 (16), 33. doi: 10.3969/j.issn.1007-1865.2018.16.017

石油醚/mL	第一次洗涤	单酯含量/%	产率/%	第二次洗涤	单酯含量/%	产率/%
4	1.5 mL石油醚(冰)	87.17	54.20	1.5 mL石油醚(冰)	90.60	50.07
5	1.5 mL石油醚(冰)	90.67	52.88	1.5 mL石油醚(冰)	91.53	50.44

[1]	Zhuping Xiao, Qiuju Feng. Application of Electronic Density Distribution Analysis in Organic Chemistry Teaching for Developing Organic Chemistry Thinking [J]. University Chemistry, 0, (): 2106046-.
[2]	Qingwang Xue, Shuling Xu, Yuanfu Zhang, Debin Huang, Aifeng Li, Xia Li, Huaisheng Wang. Exploration on the Experimental Teaching Mode Based on Scientific Research Penetration from the Perspective of Ideological and Political Courses [J]. University Chemistry, 0, (): 2107046-.
[3]	Ningning Dong, Linqi Xu, Feng Xiong, Boyu Yan, Kun Li, Dongcai Guo. Design of a Comprehensive Experiment: Titanium Carbide MXenes Mediated In Situ Reduction for Label-Free and Visualized Sensing of Silver Ions [J]. University Chemistry, 0, (): 2111060-.
[4]	Hongwei Zhao, Jiameng Huai, Ze Wang, Xia Chen. Complexometric Titration for the Determination of Zno in Pharmaceutical Preparations: Application of Quantitative Chemical Analysis in Practice [J]. University Chemistry, 0, (): 2111067-.
[5]	Zhixiang Yao, Xin Ma, Jingqing Zhang, Yuting Su, Hui Su. Laboratory Teaching Practice of On-Line Analysis of Aspirin Synthesis Process [J]. University Chemistry, 0, (): 2111076-.
[6]	Jianghua Li, Juntao Tang, Mei Mei, Wansong Chen, Limiao Chen, Fa Zhou, Jianhan Huang, Younian Liu. Preparation and Flame Retardancy Test of Ammonium Polyphosphate: A Comprehensive Applied Chemistry Experiment [J]. University Chemistry, 0, (): 2112001-.
[7]	Lihua Jin, Lei Tian, Chaozhan Wang, Yan Li, Yanli Guo, Hongfang Zhang. The Application Exploitation of Integrating Mind-Mapping into TaskDriven Teaching Method in Analytical Chemistry Course [J]. University Chemistry, 0, (): 2112042-.
[8]	Peijuan Zhang, Bo Zhao, Fengyi He, Hanfei Luo, Qifei Shen, Dongfeng Dang. The Comprehensive Innovation Experiment for Undergraduate: Study on Aggregation-Induced Emission of Tetraphenylethylene and the Application in Fingerprint Imaging [J]. University Chemistry, 0, (): 2112045-.
[9]	Xiaoyan Li, Huaiyu Zhang, Lingpeng Meng, Yanli Zeng. Exploration and Practice of Mixed Online/Offline Teaching in Computational Chemistry Laboratory [J]. University Chemistry, 0, (): 2112054-.
[10]	Yuanfei Li, Xunfang Yang, Guiling Wang, Ying Guo, Xu Wang, Xinru Li, Yanxia Zhou, Ying Xie. Determination of Surface Tension Isotherm of Phospholipid Solution Using Wilhelmy Method [J]. University Chemistry, 0, (): 2201014-.
[11]	Yu Zhang, Tingting Ji, Xinyan Zhang, Chunhao Li, Shuai Wang. Comprehensive Experimental Design of Organic Chemistry Based on Scientific Research Infiltration: Preparation of an Anti-Counterfeiting Ink [J]. University Chemistry, 0, (): 2111080-.
[12]	Ya Wu, Rongmiao Fang, Dan Xue, Wenzhen Wang, Yefei Nan, Biyun Su, Jun Shi. Exploration and Practice of Chemistry Laboratory Skill Competition in Collaboration with Traditional Laboratory Teaching [J]. University Chemistry, 0, (): 2111083-.
[13]	Hexiang Qi, Zhipeng Wang, Ding Peng, Fengze Han, Yangqiu Liu, Min Pu, Zuoyin Yang, Yaping Li, Sai An, Ming Lei. Identification of Point Group of Molecules [J]. University Chemistry, 0, (): 2112038-.
[14]	Xuexiang Ma, Chengbu Liu, Dongju Zhang. Revealing the Stereoselective Rule of Electrocyclic Reactions of Chain Conjugated Polyenes by Performing Quantum Chemical Calculations [J]. University Chemistry, 0, (): 2112089-.
[15]	Nan Zhang, Jianyang Zang, Gang Wang, Taihong Liu. Nonlinear Characterization and Related Photophysics of Two-Photon Absorption [J]. University Chemistry, 0, (): 2201037-.

Enzymatic Synthesis of Glycerol Monolaurate Catalyzed by Lipase Novozym 435

RichHTML

PDF

Like

Knowledge

Abstract

Cite this article

share this article

Figures/Tables 3

References 22

Related Articles 15

Metrics

Recommended 0