食品与发酵工业 >

2023 , Vol. 49 >Issue 1: 288 - 296

DOI: https://doi.org/10.13995/j.cnki.11-1802/ts.032636

综述与专题评论

D-阿洛酮糖生物合成研究进展

  • 温鑫 ,
  • 宁宇航 ,
  • 刘光文 ,
  • Mesfin Angaw Tesfay ,
  • 林建强 ,
  • 任一林 ,
  • 林慧彬 ,
  • 宋欣 ,
  • 林建群
展开
  • 1(微生物技术国家重点实验室(山东大学),山东 青岛,266237)
    2(山东金宸生物科技有限公司,山东 济南,250031)
    3(济南稀有糖生物技术有限公司,山东 济南,250000)
    4(青岛龙鼎生物技术有限公司,山东 青岛,266108)
    5(山东省中医药研究院,山东 济南,250014)
第一作者：博士(林建强教授为通信作者,E-mail:jianqianglin@sdu.edu.cn)

收稿日期: 2022-06-20

  修回日期: 2022-07-21

  网络出版日期: 2023-02-14

基金资助

国家重点研发计划项目(2017YFC1701502, 2017YFC1701504, 2017YFC1702701, 2022YFC3401700);泰山学者工程项目(ts201511107);中央本级重大增减支项目(2060302);济南市农业应用技术创新计划项目(CX202112);道地药材生态种植及质量保障项目;中国博士后科学基金项目(2021M701994);山东省自然科学基金青年基金项目(ZR2022QC150);山东省博士后创新项目专项类别;青岛市应用研究项目

收起

Research progress for biosynthesis of D-allulose

  • WEN Xin ,
  • NING Yuhang ,
  • LIU Guangwen ,
  • Mesfin Angaw Tesfay ,
  • LIN Jianqiang ,
  • REN Yilin ,
  • LIN Huibin ,
  • SONG Xin ,
  • LIN Jianqun
Expand
  • 1(State Key Laboratory of Microbial Technology, Shandong University(Qingdao), Qingdao 266237, China)
    2(Shandong Jinchen Biological Scientific and Technical Corporation, Jinan 250031, China)
    3(Jinan Rare Sugar Biotechnology Company, Jinan 250000, China)
    4(Qingdao Longding Biotech Limited Company, Qingdao 266108, China)
    5(Shandong Academy of Chinese Medicine, Jinan 250014, China)

Received date: 2022-06-20

  Revised date: 2022-07-21

  Online published: 2023-02-14

Fold

摘要

D-阿洛酮糖具有低热量、低吸收特点,是目前最具市场和研究价值的具有保健功能的稀有糖,其安全性已经得到包括美国食品药品监督管理局在内的多国监管机构的认可,可以用于食品。文章简述了D-阿洛酮糖的生理功能及应用,介绍了D-阿洛酮糖生物合成过程中涉及的生物酶、生物转化过程、产品分离纯化和结晶的方法,讨论分析了当前D-阿洛酮糖生产过程的瓶颈问题,并提出可能的解决措施。

关键词： 稀有糖; D-阿洛酮糖; 生理功能; 生物转化; 分离纯化

本文引用格式

温鑫 , 宁宇航 , 刘光文 , Mesfin Angaw Tesfay , 林建强 , 任一林 , 林慧彬 , 宋欣 , 林建群 . D-阿洛酮糖生物合成研究进展[J]. 食品与发酵工业, 2023 , 49(1) : 288 -296 . DOI: 10.13995/j.cnki.11-1802/ts.032636

Abstract

D-Allulose is a rare sugar with low calorie and low assimilation characteristics. It is currently the most valuable rare sugar with health care functions in market and research. The safety of D-allulose has been approved by many health authorities including U.S. Food and Drug Administration. This paper briefly describes the physiological functions and applications of D-allulose, introduces the biological enzymes involved in the biosynthesis of D-allulose, the methods of biotransformation, and the separation, purification and crystallization of D-allulose. It also discusses and analyzes the bottleneck problem of the D-allulose production process, and proposes the possible solutions.

Key words： rare sugar; D-allulose; physiological function; biotransformation; separation and purification

参考文献

[1] WANG J, SUN J, QI H, et al.High production of D-psicose from D-fructose by immobilized whole recombinant Bacillus subtilis cells expressing D-psicose 3-epimerase from Agrobacterium tumefaciens[J].Biotechnology and Applied Biochemistry, 2022, 69(1):364-375.
[2] HU M, LI M, JIANG B, et al.Bioproduction of D-allulose:Properties, applications, purification, and future perspectives[J].Comprehensive Reviews in Food Science and Food Safety, 2021, 20(6):6 012-6 026.
[3] ZHANG W, ZHANG Y, HUANG J, et al.Thermostability improvement of the D-allulose 3-epimerase from Dorea sp.CAG317 by site-directed mutagenesis at the interface regions[J].Journal of Agricultural and Food Chemistry, 2018, 66(22):5 593-5 601.
[4] 刘梦璐, 袁卫涛, 李宁, 等.功能性甜味剂D-阿洛酮糖研究进展[J].中国食品添加剂, 2022, 33(1):21-25.
LIU M L, YUAN W T, LI N, et al.Research progress on functional sweetener D-allulose[J].China Food Additives, 2022, 33(1):21-25.
[5] HAYASHI N, IIDA T, YAMADA T, et al.Study on the postprandial blood glucose suppression effect of D-psicose in borderline diabetes and the safety of long-term ingestion by normal human subjects[J].Bioscience, Biotechnology, and Biochemistry, 2010, 74(3):510-519.
[6] HAN Y, KWON E Y, YU M K, et al.A preliminary study for evaluating the dose-dependent effect of D-allulose for fat mass reduction in adult humans:A randomized, double-blind, placebo-controlled trial[J].Nutrients, 2018, 10(2):E160.
[7] IIDA T, HAYASHI N, YAMADA T, et al.Failure of D-psicose absorbed in the small intestine to metabolize into energy and its low large intestinal fermentability in humans[J].Metabolism, 2010, 59(2):206-214.
[8] TAKATA M K, YAMAGUCHI F, NAKANOSE K, et al.Neuroprotective effect of D-psicose on 6-hydroxydopamine-induced apoptosis in rat pheochromocytoma (PC12) cells[J].Journal of Bioscience and Bioengineering, 2005, 100(5):511-516.
[9] SATO M, KUROSE H, YAMASAKI T, et al.Potential anthelmintic:D-psicose inhibits motility, growth and reproductive maturity of L1 larvae of Caenorhabditis elegans[J].Journal of Natural Medicines, 2008, 62(2):244-246.
[10] IZUMORI K.Izumoring:A strategy for bioproduction of all hexoses[J].Journal of Biotechnology, 2006, 124(4):717-722.
[11] JIANG S, XIAO W, ZHU X, et al.Review on D-allulose:in vivo metabolism, catalytic mechanism, engineering strain construction, bio-production technology[J].Front Bioeng Biotechnol, 2020, 8:26.
[12] IZUMORI K, KHAN A R, OKAYA H, et al.A new enzyme, D-ketohexose 3-epimerase, from Pseudomonas sp.ST-24[J].Bioscience, Biotechnology, and Biochemistry, 1993, 57(6):1 037-1 039.
[13] KIM H J, HYUN E K, KIM Y S, et al.Characterization of an Agrobacterium tumefaciens D-psicose 3-epimerase that converts D-fructose to D-psicose[J].Appl Environ Microbiol, 2006, 72(2):981-985.
[14] ITOH H, OKAYA H, KHAN A R, et al.Purification and characterization of D-tagatose 3-epimerase from Pseudomonas sp.ST-24[J].Bioscience, Biotechnology, and Biochemistry, 1994, 58(12):2 168-2 171.
[15] ZHANG L T, MU W M, JIANG B, et al.Characterization of D-tagatose-3-epimerase from Rhodobacter sphaeroides that converts D-fructose into D-psicose[J].Biotechnology Letters, 2009, 31(6):857-862.
[16] MU W M, CHU F F, XING Q C, et al.Cloning, expression, and characterization of a D-psicose 3-epimerase from Clostridium cellulolyticum H10[J].Journal of Agricultural and Food Chemistry, 2011, 59(14):7 785-7 792.
[17] MU W M, ZHANG W L, FANG D, et al.Characterization of a D-psicose-producing enzyme, D-psicose 3-epimerase, from Clostridium sp.[J].Biotechnology Letters, 2013, 35(9):1 481-1 486.
[18] ZHANG W L, FANG D, XING Q C, et al.Characterization of a novel metal-dependent D-psicose 3-epimerase from Clostridium scindens 35704[J].PLoS One, 2013, 8(4):e62987.
[19] JIA M, MU W M, CHU F F, et al.A D-psicose 3-epimerase with neutral pH optimum from Clostridium bolteae for D-psicose production:Cloning, expression, purification, and characterization[J].Applied Microbiology and Biotechnology, 2014, 98(2):717-725.
[20] ZHANG W, FANG D, ZHANG T, et al.Characterization of a metal-dependent D-psicose 3-epimerase from a novel strain, Desmospora sp.8437[J].Journal of Agricultural and Food Chemistry, 2013, 61(47):11 468-11 476.
[21] ZHANG W L, LI H, ZHANG T, et al.Characterization of a D-psicose 3-epimerase from Dorea sp.CAG317 with an acidic pH optimum and a high specific activity[J].Journal of Molecular Catalysis B:Enzymatic, 2015, 120:68-74.
[22] ZHANG W, ZHANG T, JIANG B, et al.Biochemical characterization of a D-psicose 3-epimerase from Treponema primitia ZAS-1 and its application on enzymatic production of D-psicose[J].Journal of the Science of Food and Agriculture, 2016, 96(1):49-56.
[23] PARK C S, KIM T, HONG S H, et al.D-allulose production from D-fructose by permeabilized recombinant cells of Corynebacterium glutamicum cells expressing D-allulose 3-epimerase Flavonifractor plautii[J].PLoS One, 2016, 11(7):e0160044.
[24] YOSHIHARA A, KOZAKAI T, SHINTANI T, et al.Purification and characterization of D-allulose 3-epimerase derived from Arthrobacter globiformis M30, a GRAS microorganism[J].Journal of Bioscience and Bioengineering, 2017, 123(2):170-176.
[25] LI C, LIN J Q, GUO Q Q, et al.D-psicose 3-epimerase secretory overexpression, immobilization, and D-psicose biotransformation, separation and crystallization[J].Journal of Chemical Technology & Biotechnology, 2018, 93(2):350-357.
[26] ZHU Z L, LI L, ZHANG W, et al.Improving the enzyme property of D-allulose 3-epimerase from a thermophilic organism of Halanaerobium congolense through rational design[J].Enzyme and Microbial Technology, 2021, 149:109850.
[27] CHEN J J, CHEN D, KE M Y, et al.Characterization of a recombinant D-allulose 3-epimerase from Thermoclostridium caenicola with potential application in D-allulose production[J].Molecular Biotechnology, 2021, 63(6):534-543.
[28] JIA D X, SUN C Y, JIN Y T, et al.Properties of D-allulose 3-epimerase mined from Novibacillus thermophilus and its application to synthesis of d-allulose[J].Enzyme and Microbial Technology, 2021, 148:109816.
[29] WEN X, LIN H, NING Y, et al.D-allulose (D-psicose) biotransformation from allitol by a newly found NAD(P)-dependent alcohol dehydrogenase from Gluconobacter frateurii NBRC 3264 and the enzyme characterization[J].Frontiers in Microbiology, 2022, 13:870168.
[30] PARK C S, PARK C S, SHIN K C, et al.Production of D-psicose from D-fructose by whole recombinant cells with high-level expression of D-psicose 3-epimerase from Agrobacterium tumefaciens[J].Journal of Bioscience and Bioengineering, 2016, 121(2):186-190.
[31] YANG P Z, ZHU X X, ZHENG Z, et al.Cell regeneration and cyclic catalysis of engineered Kluyveromyces marxianus of a D-psicose-3-epimerase gene from Agrobacterium tumefaciens for D-allulose production[J].World Journal of Microbiology and Biotechnology, 2018, 34(5):1-7.
[32] MEN Y, ZHU Y M, ZENG Y, et al.Co-expression of D-glucose isomerase and D-psicose 3-epimerase:Development of an efficient one-step production of D-psicose[J].Enzyme and Microbial Technology, 2014, 64-65:1-5.
[33] ZHANG W, LI H, JIANG B, et al.Production of D-allulose from D-glucose by Escherichia coli transformant cells co-expressing D-glucose isomerase and D-psicose 3-epimerase genes[J].Journal of the Science of Food and Agriculture, 2017, 97(10):3 420-3 426.
[34] ZHAO J Y, WEI H B, CHEN J, et al.Efficient biosynthesis of D-allulose in Bacillus subtilis through D-psicose 3-epimerase translation modification[J].International Journal of Biological Macromolecules, 2021, 187:1-8.
[35] GULLAPALLI P, TAKATA G, POONPERM W, et al.Bioproduction of D-psicose from allitol with Enterobacter aerogenes IK7:A new frontier in rare ketose production[J].Bioscience, Biotechnology, and Biochemistry, 2007, 71(12):3 048-3 054.
[36] POONPERM W, TAKATA G, ANDO Y, et al.Efficient conversion of allitol to D-psicose by Bacillus pallidus Y25[J].Journal of Bioscience and Bioengineering, 2007, 103(3):282-285.
[37] KIM N H, KIM H J, KANG D I, et al.Conversion shift of D-fructose to D-psicose for enzyme-catalyzed epimerization by addition of borate[J].Applied and Environmental Microbiology, 2008, 74(10):3 008-3 013.
[38] WAGNER N, BOSSHART A, WAHLER S, et al.Model-based cost optimization of a reaction-separation integrated process for the enzymatic production of the rare sugar D-psicose at elevated temperatures[J].Chemical Engineering Science, 2015, 137:423-435.
[39] LI C, LIN J Q, GAO L, et al.Modeling and simulation of enzymatic gluconic acid production using immobilized enzyme and CSTR–PFTR circulation reaction system[J].Biotechnology Letters, 2018, 40(4):649-657.
[40] LI C, ZHANG C J, LIN J Q, et al.Enzymatic fructose removal from D-psicose bioproduction model solution and the system modeling and simulation[J].Journal of Chemical Technology & Biotechnology, 2018, 93(5):1 249-1 260.
[41] TESFAY M A, WIN X, LIN H B, et al.Efficient L-xylulose production using whole-cell biocatalyst with NAD+ regeneration system through co-expression of xylitol dehydrogenase and NADH oxidase in Escherichia coli[J].Biochemical Engineering Journal, 2021, 175:108137.
[42] SU W B, LI F L, LI X Y, et al.Using galactitol dehydrogenase coupled with water-forming NADH oxidase for efficient enzymatic synthesis of L-tagatose[J].New Biotechnology, 2021, 62:18-25.
[43] WAGNER N, HKANSSON E, WAHLER S, et al.Multi-objective optimization for the economic production of D-psicose using simulated moving bed chromatography[J].Journal of Chromatography A, 2015, 1 398:47-56.
[44] SONG Y, NGUYEN Q A, WI S G, et al.Strategy for dual production of bioethanol and D-psicose as value-added products from cruciferous vegetable residue[J].Bioresource Technology, 2017, 223:34-39.
[45] KIM S B, PARK S W, AN J G, et al.Method for preparing D-psicose crystal:US10808002[P].2020-10-20.
[46] 佟毅, 吕哲, 郭元亨, 等.一种从乙醇溶液中结晶阿洛酮糖的方法:CN109748940A[P].2019-05-14.
TONG Y, LV Z,GUO Y H, et al.A method for crystallizing allulose from ethanol solution:CN109748940A[P].2019-05-14.
Options
文章导航

/

〈 〉

技术支持：北京玛格泰克科技发展有限公司