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
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  • 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

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.

Cite this article

WEN Xin , NING Yuhang , LIU Guangwen , Mesfin Angaw Tesfay , LIN Jianqiang , REN Yilin , LIN Huibin , SONG Xin , LIN Jianqun . Research progress for biosynthesis of D-allulose[J]. Food and Fermentation Industries, 2023 , 49(1) : 288 -296 . DOI: 10.13995/j.cnki.11-1802/ts.032636

References

[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.
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