Efficient two-step chemo-enzymatic synthesis of all- trans -retinyl palmitate with high substrate concentration and product yield

Verfasser / Beitragende:
[Zhi-Qiang Liu, Ling-Mei Zhou, Peng Liu, Peter Baker, Shan-Shan Liu, Ya-Ping Xue, Ming Xu, Yu-Guo Zheng]
Ort, Verlag, Jahr:
2015
Enthalten in:
Applied Microbiology and Biotechnology, 99/21(2015-11-01), 8891-8902
Format:
Artikel (online)
ID: 605505438
LEADER caa a22 4500
001 605505438
003 CHVBK
005 20210128100622.0
007 cr unu---uuuuu
008 210128e20151101xx s 000 0 eng
024 7 0 |a 10.1007/s00253-015-6825-5  |2 doi 
035 |a (NATIONALLICENCE)springer-10.1007/s00253-015-6825-5 
245 0 0 |a Efficient two-step chemo-enzymatic synthesis of all- trans -retinyl palmitate with high substrate concentration and product yield  |h [Elektronische Daten]  |c [Zhi-Qiang Liu, Ling-Mei Zhou, Peng Liu, Peter Baker, Shan-Shan Liu, Ya-Ping Xue, Ming Xu, Yu-Guo Zheng] 
520 3 |a A new two-step chemo-enzymatic approach for highly efficient synthesis of all-trans-retinyl palmitate is constructed in this study. In the first step, retinyl acetate as starting material was fully hydrolyzed to retinol by potassium hydroxide. In the hydrolysis system, anhydrous ethanol was the best co-solvent to increase the solubility of retinyl acetate. The addition amounts of 5M potassium hydroxide and anhydrous ethanol were 8 and 10mL against 10g retinyl acetate, respectively, and 100% hydrolysis rate was obtained. In the second step, esterification was catalyzed by immobilized lipase on macroporous acrylic resin AB-8 using the extracted retinol and palmitic acid as substrates in non-aqueous system. After optimization, the parameters of esterification reaction were confirmed as follows: non-aqueous solvent was selected as n-hexane, washing times of extraction solution was four times, retinol concentration was 300 g/L, substrate molar ratio of retinol to palmitic acid was 1:1.1, the amount of immobilized enzyme was 10g/L, and the esterification temperature was 30°C. Under the optimal conditions, this protocol resulted in a 97.5% yield of all-trans-retinyl palmitate in 700-L reactor. After purification, all-trans-retinyl palmitate was obtained with above 99% of purity and 88% of total recovery rate. This methodology provides a promising strategy for the large-scale production of all-trans-retinyl palmitate. 
540 |a Springer-Verlag Berlin Heidelberg, 2015 
690 7 |a Lipase  |2 nationallicence 
690 7 |a Immobilization  |2 nationallicence 
690 7 |a Esterification  |2 nationallicence 
690 7 |a Chemo-enzymatic synthesis  |2 nationallicence 
690 7 |a All- trans -retinyl palmitate  |2 nationallicence 
700 1 |a Liu  |D Zhi-Qiang  |u Institute of Bioengineering, Zhejiang University of Technology, 310014, Hangzhou, People's Republic of China  |4 aut 
700 1 |a Zhou  |D Ling-Mei  |u Institute of Bioengineering, Zhejiang University of Technology, 310014, Hangzhou, People's Republic of China  |4 aut 
700 1 |a Liu  |D Peng  |u Institute of Bioengineering, Zhejiang University of Technology, 310014, Hangzhou, People's Republic of China  |4 aut 
700 1 |a Baker  |D Peter  |u Institute of Bioengineering, Zhejiang University of Technology, 310014, Hangzhou, People's Republic of China  |4 aut 
700 1 |a Liu  |D Shan-Shan  |u Institute of Bioengineering, Zhejiang University of Technology, 310014, Hangzhou, People's Republic of China  |4 aut 
700 1 |a Xue  |D Ya-Ping  |u Institute of Bioengineering, Zhejiang University of Technology, 310014, Hangzhou, People's Republic of China  |4 aut 
700 1 |a Xu  |D Ming  |u Zhejiang Laiyi Biotechnology Co. Ltd., 312400, Shengzhou, Zhejiang, People's Republic of China  |4 aut 
700 1 |a Zheng  |D Yu-Guo  |u Institute of Bioengineering, Zhejiang University of Technology, 310014, Hangzhou, People's Republic of China  |4 aut 
773 0 |t Applied Microbiology and Biotechnology  |d Springer Berlin Heidelberg  |g 99/21(2015-11-01), 8891-8902  |x 0175-7598  |q 99:21<8891  |1 2015  |2 99  |o 253 
856 4 0 |u https://doi.org/10.1007/s00253-015-6825-5  |q text/html  |z Onlinezugriff via DOI 
898 |a BK010053  |b XK010053  |c XK010000 
900 7 |a Metadata rights reserved  |b Springer special CC-BY-NC licence  |2 nationallicence 
908 |D 1  |a research-article  |2 jats 
949 |B NATIONALLICENCE  |F NATIONALLICENCE  |b NL-springer 
950 |B NATIONALLICENCE  |P 856  |E 40  |u https://doi.org/10.1007/s00253-015-6825-5  |q text/html  |z Onlinezugriff via DOI 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Liu  |D Zhi-Qiang  |u Institute of Bioengineering, Zhejiang University of Technology, 310014, Hangzhou, People's Republic of China  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Zhou  |D Ling-Mei  |u Institute of Bioengineering, Zhejiang University of Technology, 310014, Hangzhou, People's Republic of China  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Liu  |D Peng  |u Institute of Bioengineering, Zhejiang University of Technology, 310014, Hangzhou, People's Republic of China  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Baker  |D Peter  |u Institute of Bioengineering, Zhejiang University of Technology, 310014, Hangzhou, People's Republic of China  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Liu  |D Shan-Shan  |u Institute of Bioengineering, Zhejiang University of Technology, 310014, Hangzhou, People's Republic of China  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Xue  |D Ya-Ping  |u Institute of Bioengineering, Zhejiang University of Technology, 310014, Hangzhou, People's Republic of China  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Xu  |D Ming  |u Zhejiang Laiyi Biotechnology Co. Ltd., 312400, Shengzhou, Zhejiang, People's Republic of China  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Zheng  |D Yu-Guo  |u Institute of Bioengineering, Zhejiang University of Technology, 310014, Hangzhou, People's Republic of China  |4 aut 
950 |B NATIONALLICENCE  |P 773  |E 0-  |t Applied Microbiology and Biotechnology  |d Springer Berlin Heidelberg  |g 99/21(2015-11-01), 8891-8902  |x 0175-7598  |q 99:21<8891  |1 2015  |2 99  |o 253