Abstract
Xylose reductase (EC 1.1.1.21), an aldo-keto reductase enzyme, catalyzes the conversion of xylose into xylitol. It is present in animals, plants, and many microorganisms. In microorganisms, in addition to its production by many fungal (yeasts and molds) cultures, a few members of bacteria such as Corynebacterium sp. and Enterobacter sp. have also been reported to produce NADPH-dependent xylose reductase (XR). In fungi, XR directly converts xylose into xylitol during the metabolism of xylose by using NADH and/or NADPH as coenzyme. The tetrad of amino acids (Tyr, His, Asp, and Lys) at catalytic site is responsible for XR activity. Several attempts have been made to improve XR production using recombinant DNA technology by introducing xylose reductase gene (xyl1) into different fungal strains from other microorganisms for efficient conversion of xylose to xylitol. Site-directed mutagenesis at the catalytic site is another approach to increase the turnover number and catalytic efficiency of XRs. Xylitol is a rare pentol sugar whose global market is increasing at a very fast pace due to its applications in food, cosmetic, odontological, pharmaceutical, and medical sector. The microbial production of xylitol is emerging as a good alternative due to abundance of agriculture waste material. The present chapter will describe the different aspects of fungal XRs including their structural characteristics, sources, production, purification and characterization, immobilization, patent status, and xylitol applications.
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References
Abril JR, Stull JW, Taylor RR, Angus RC, Daniel TC (1982) Characteristics of frozen desserts sweetened with xylitol and fructose. Food Sci 47(2):472–475
Agrawal M, Chen RR (2011) Discovery and characterization of a xylose reductase from Zymomonas mobilis ZM4. Biotechnol Lett 33(11):2127–2133
Aguiar C, Oetterer M, Menezes TJB (1999) Caracterizacao e aplicacoes do xylitol na industria alimenticia. Boletim SBCTA 33(2):184–193
Ahmed YM, Ibrahim IH, Khan JA, Kumosani TA (2011) Oxidation and reduction of D-xylose by cell-free extract of Hansenula polymorpha. Aust J Basic Appl Sci 5(12):95–100
Alexander NJ (1985) Temperature sensitivity of the induction ofxylose reductase in Pachysolen tannophilus. Biotechnol Bioeng 27(12):1739–1744
Attfield PV, Bell PJ (2006) Use of population genetics to derive nonrecombinant Saccharomyces cerevisiae strains that grow using xylose as a sole carbon source. FEMS Yeast Res 6(6):862–868
Banta S, Boston M, Jarnagin A, Anderson S (2002) Mathematical modeling of in vitro enzymatic production of 2-keto-L-gulonic acid using NAD(H) or NADP(H) as cofactors. Metab Eng 4(4):273–284
Barski OA, Tipparaju SM, Bhatnagar A (2008) The aldo-keto reductase superfamily and its role in drug metabolism and detoxification. Drug Metab Rev 40(4):553–624
Bicho PA, Runnals PL, Cunningham JD, Lee H (1988) Induction of xylose reductase and xylitol dehydrogenase activities in Pachysolen tannophilus and Pichia stipitis on mixed sugars. Appl Environ Microbiol 54(1):50–54
Billard P, Menart S, Fleer R, Fukuhara MB (1995) Isolation and characterization of the gene encoding xylose reductase from Kluyveromyces lactis. Gene 162(1):93–97
Biswas D, Pandya V, Singh AK, Mondal AK, Kumaran S (2012) Co-factor binding confers substrate specificity to xylose reductase from Debaryomyces hansenii. PLoS One 7(9):1–11
Bolen PL, Detroy RW (1985) Induction of NADPH-linked D-xylose reductase and NAD-linked xylitol dehydrogenase activities in Pachysolen tannophilus by D-xylose, L-arabinose or D- galactose. Biotechnol Bioeng 27(3):302–307
Bolen PL, Bietz JA, Detroy RW (1985) Aldose reductase in the yeast Pachysolen tannophilus: purification, characterization and N-terminal sequence. Biotechnol Bioeng Symp 15:129–148
Bolen PL, Roth KA, Freer SN (1986) Affinity purifications of aldose reductase and xylitol dehydrogenase from the xylose fermenting yeast Pachysolen tannophilus. Appl Environ Microbiol 52(4):660–664
Boonmee A (2012) Hydrolysis of various Thai agricultural biomasses using the crude enzyme from Aspergillus aculeatusiizuka FR60 isolated from soil. Braz J Microbiol 43(2):456–466
Boontham W, Srisuk N, Kokaew K, Treeyoung P, Limtong S, Thamchaipenet A, Yurimoto H (2014) Xylitol production by thermotolerant methylotrophic yeast Ogataea siamensis and its xylose reductase gene (xyl1) cloning. Chiang Mai J Sci 41(3):491–502
Branco RF, Santos JC, Pessoa A, Silva SS (2009) Profiles of xylose reductase, xylitol dehydrogenase and xylitol production under different oxygen transfer volumetric coefficient values. J Chem Technol Biotechnol 84(3):326–330
Branco RF, Santos JC, Silva SS (2011) A solid and robust model for xylitol enzymatic production optimization. J Bioproces Biotechniq 1(4):1–6
Branden CI (1991) The TIM barrel- the most frequently occurring folding motif in proteins. Curr Opin Struct Biol 1(6):978–983
Brown CL, Graham SM, Cable BB, Ozer EA, Taft PJ, Zabner J (2004) Xylitol enhances bacterial killing in the rabbit maxillary sinus. Laryngoscope 114(11):2021–2024
Bruinenberg PM, But PHM, Dijken JP, Scheffers WA (1984) NADH-linked aldose reductase: the key to anaerobic alcoholic fermentation of xylose by yeasts. Appl Microbiol Biotechnol 19(4):256–260
Cauwenberge JE, Bolen PL, McCracken DA, Bothast RJ (1989) Effect of growth conditions on cofactor linked xylose reductase activity in Pachysolen tannophilus. Enzym Microb Technol 11(10):662–667
Chen RR, Agrawal M (2012) Industrial applications of a novel aldo/keto reductase of Zymomonas mobilis. US Patent 0,196,342, 2 Aug 2012
Chi DL, Tut OK, Milgrom P (2014) Cluster-randomized xylitol toothpaste trial for early childhood caries prevention. J Dent Child (Chic) 81(1):27–32
Clementine T, Yue CC, Xiaoling W, Marine P, Alex H, Larry M, Daniel W, Laetitia GD (2016) Maltitol and xylitol sweetened chewing gums could modulate salivary parameters involved in dental caries prevention. J Interdiscipl Med Dent Sci 4(2):1–8
Converti A, Perego P, Dominguez JM (1999) Microaerophilic metabolism of Pachysolen tannophilus at different pH values. Biotechnol Lett 21(8):719–723
Cortez EV, Pessoa A, Felipe MGA, Roberto IC, Vitolo M (2006) Characterization of xylose reductase extracted by CTAB-reversed micelles from Candida guilliermondii homogenate. Braz J Pharm Sci 42(2):251–257
Costanzo L, Penning TM, Christianson DW (2009) Aldo-keto reductases in which the conserved catalytic histidine is substituted. Chem Biol Interact 178(1–3):127–133
Cunha MAA, Converti A, Santos JC, Silva SS (2006) Yeast immobilization in Lentikats: a new strategy for xylitol bioproduction from sugarcane bagasse. World J Microbiol Biotechnol 22(1):65–72
Dahn KM, Davis BP, Pittman PE, Kenealy WR, Jeffries TW (1996) Increased xylose reductase activity in the xylose-fermenting yeast Pichia stipitis by overexpression of xyl1. Appl Biochem Biotechnol 57-58:267–276
Dasgupta D, Ghosh D, Bandhu S, Agarwal D, Suman SK, Adhikari DK (2016) Purification, characterization and molecular docking study of NADPH dependent xylose reductase from thermotolerant Kluyveromyces sp. IIPE453. Process Biochem 51(1):124–133
Decker RT, Loveren C (2003) Sugars and dental caries. Am J Clin Nutr 78(l):881–892
Dijken JP, Scheffers WA (1986) Redox balances in the metabolism of sugars by yeasts. FEMS Microbiol Lett 32(3–4):199–224
Ditzelmuller G, Kubicek CP, Wohrer W, Rohr M (1984) Xylose metabolism in Pachysolen tannophilus purification and properties of xylose reductase. Can J Microbiol 30(11):1330–1336
Ellis EM (2002) Microbial aldo-keto reductases. FEMS Microbiol Lett 216(2):123–131
Emodi A (1978) Xylitol: its properties and food applications. Food Technol 32:20–32
Erdei B, Barta Z, Sipos B, Reczey K, Galbe M, Zacchi G (2010) Research ethanol production from mixtures of wheat straw and wheat meal. Biotechnol Biofuels 3(1):1–9
Feldmann SD, Sahm H, Sprenger GA (1992) Pentose metabolism in Zymomonas mobilis wild-type and recombinant strains. Appl Microbiol Biotechnol 38:354–361
Fernandes S, Tuohy MG, Murray PG (2009) Xylose reductase from the thermophilic fungus Talaromyces emersonii: cloning and heterologous expression of the native gene (TeXR) and a double mutant (TeXRK 271R + N273D) with altered coenzyme specificity. J Biosci 34(6):881–890
Granstrom T, Aristidou AA, Leisola M (2002) Metabolic flux analysis of Candida tropicalis growing on xylose in an oxygen-limited chemostat. Metab Eng 4(3):248–256
Granstrom TB, Takata G, Tokuda M, Izumori K (2004) A novel and complete strategy for bioproduction of rare sugars. J Biosci Bioeng 97(2):89–94
Granstrom TB, Izumori K, Leisola M (2007) A rare sugar xylitol. Part II: biotechnological production and future applications of xylitol. Appl Microbiol Biotechnol 74(2):273–276
Gross W, Seipold P, Schnarrenberger C (1997) Characterization and purification of an aldose reductase from the acidophilic and thermophilic red alga Galdieria sulphuraria. Plant Physiol 114(1):231–236
Guo C, Zhao C, He P, Lu D, Shen A, Jiang N (2006) Screening and characterization of yeasts for xylitol production. J Appl Microbiol 101(5):1096–1104
Gurpilhares DB, Hasmann FA, Pessoa A, Roberto IC (2009) The behavior of key enzymes of xylose metabolism on the xylitol production by Candida guilliermondii grown in hemicellulosic hydrolysate. J Ind Microbiol Biotechnol 36(1):87–93
Hagerdal BH, Jeppsson H, Olsson L, Mohagheghi A (1994) An interlaboratory comparison of the performance of ethanol producing microorganisms in a xylose rich acid hydrolysate. Appl Microbiol Biotechnol 41(1):62–72
Hallborn J, Walfridsson M, Airaksinen U, Ojamo H, Hahnhagrbdal B, Penttila M, Kerasnen S (1991) Xylitol production by recombinant Saccharomyces cerevisiae. Biotechnology 9(11):1090–1095
Hallborn J, Penttila M, Ojamo H, Walfridsson M, Airaksinen U, Keranen S, Hagerdal BH (1999) Xylose utilization by recombinant yeasts. US Patent 5,866,382, 2 Feb 1999
Handumrongkul C, Ma DP, Silva JL (1998) Cloning and expression of Candida guilliermondii xylose reductase gene (xyl1) in Pichia pastoris. Appl Microbiol Biotechnol 49(4):399–404
Hong Y, Dashtban M, Kepka G, Chen S, Qin W (2014) Overexpression of D-xylose reductase (xyl1) gene and antisense inhibition of D-xylulokinase (xyiH) gene increase xylitol production in Trichoderma reesei. Biomed Res Int 2014:1–8
Horitsu H, Yahashi Y, Takamizawa K, Kawai K, Suzuki T, Watanabe N (1992) Production of xylitol from D-xylose by Candida tropicalis: optimization of production rate. Biotechnol Bioeng 40(9):1085–1091
Hyatt MP, Lickteig AJ, Klaassen CD (2013) Tissue distribution, ontogeny and chemical induction of aldo-keto reductases in mice. Drug Metab Dispos 41(8):1480–1487
Hyvonen L, Slotte M (1983) Alternative sweetening of yoghurt. J Food Technol 18(1):97–112
Jeon WY, Yoon BH, Ko BS, Shim WY, Kim JH (2012) Xylitol production is increased by expression of codon-optimized Neurospora crassa xylose reductase gene in Candida tropicalis. Bioprocess Biosyst Eng 35(1–2):191–198
Jez JM, Penning TM (2001) The aldo-keto reductase (AKR) superfamily: an update. Chem Biol Interact 130-132(1–3):499–525
Kaneda J, Sasaki K, Gomi K, Shintani T (2011) Heterologous expression of Aspergillus oryzae xylose reductase and xylitol dehydrogenase genes facilitated xylose utilization in the yeast Saccharomyces cerevisiae. Biosci Biotechnol Biochem 75(1):168–170
Kapoor R, Metzger LE (2008) Process cheese: scientific and technological aspects: a review. Compr Rev Food Sci Food Saf 7(2):194–214
Karimi K, Kheradmandinia S, Taherzadeh MJ (2006) Conversion of rice straw to sugar by dilute acid hydrolysis. Biomass Bioenergy 30(3):247–253
Kauko K, Makinen KK (2010) Sugar alcohols, caries incidence and remineralization of caries lesions: a literature review. Int J Dent 2010:1–23
Kavanagh KL, Klimacek M, Nidetzky B, Wilson DK (2002) The structure of apo and holo forms of xylose reductase, a dimeric aldo-keto reductase from Candida tenuis. Biochem J 41(28):8785–8795
Kavanagh KL, Klimacek M, Nidetzky B, Wilson DK (2003) Structure of xylose reductase bound to NAD+ and the basis for single and dual co-substrate specificity in family 2 aldo-keto reductases. Biochem J 373(2):319–326
Kern M, Nidetzky B, Kulbe KD, Haltrich D (1998) Effect of nitrogen sources on the levels of aldose reductase and xylitol dehydrogenase activities in the xylose fermenting yeast Candida tenuis. J Ferment Bioeng 85(2):196–202
Khoury GA, Fazelinia H, Chin JW, Pantazes RJ, Cirino PC, Maranas CD (2009) Computational design of Candida boidinii xylose reductase for altered cofactor specificity. Protein Sci 18(10):2125–2138
Kim S, Kim J, Oh D (1997) Improvement of xylitol production by controlling oxygen supply in Candida parapsilosis. J Ferment Bioeng 83(3):267–270
Kim MD, Jeun YS, Kim SG, Ryu YW, Seo JH (2002) Comparison of xylitol production in recombinant Saccharomyces cerevisiae strains harboring xyl1 gene of Pichia stipitis and GRE3 gene of S. cerevisiae. Enzym Microb Technol 31(6):862–866
Kim SR, Park YC, Jin YS, Seo JH (2013) Strain engineering of Saccharomyces cerevisiae for enhanced xylose metabolism. Biotechnol Adv 31(6):851–861
Kinami Y, Kitagawa I (1969) Fluctuation of blood sugar, urine sugar and ketone body levels in surgical stress and application of xylitol. Shujutsu 23(11):1487–1491
Klimacek M, Szekely M, GrieMler R, Nidetzky B (2001) Exploring the active site of yeast xylose reductase by site-directed mutagenesis of sequence motifs characteristic of two dehydrogenase/reductase family types. FEBS Lett 500(3):149–152
Kogje A, Ghosalkar A (2016) Xylitol production by Saccharomyces cerevisiae overexpressing different xylose reductases using non-detoxified hemicellulosic hydrolysate of corncob. 3 Biotech 6(2):1–10
Kokaew K, Srisuk N, Limtong S, Thamchaipenet A (2009) Cloning and nucleotide sequence analysis of xylose reductase (XR) gene from thermotolerant methylotrophic yeast Ogataea siamensis N22. Thai J Genet 2(1):66–71
Kommineni A, Amamcharla J, Metzger LE (2012) Effect of xylitol on the functional properties of low-fat process cheese. J Dairy Sci 95(11):6252–6259
Kuhn A, Zyl C, Tonder AV, Prior BA (1995) Purification and partial characterization of an aldo-keto-reductase from Saccharomyces cerevisiae. Appl Environ Microbiol 61(4):1580–1585
Kumar S, Gummadi SN (2011) Purification and biochemical characterization of a moderately halotolerant NADPH dependent xylose reductase from Debaryomyces nepalensis NCYC 3413. Bioresour Technol 102(20):9710–9717
Ladisch MR, Lin KW, Voloch M, Tsao GT (1983) Process considerations in enzymatic hydrolysis of biomass. Enzym Microb Technol 5(2):82–102
Lakshmi SV, Yadav HKS, Mahesh KP, Raizaday A, Manne N, Ayaz A, Nagavarma NBV (2014) Medicated chewing gum: an overview. Res Rev J Dent Sci 2(2):50–64
Laskowski RA, MacArthur MW, Moss DS, Thornton JM (1993) Procheck: a program to check the stereochemical quality of protein structures. J Appl Crystallogr 26:283–291
Lee J (1997) Biological conversion of lignocellulosic biomass to ethanol. J Biotechnol 56(1):1–24
Lee H (1998) The structure and function of yeast xylose (aldose) reductases. Yeast 14(11):977–984
Lee H, Sopher CR, Yau KYF (1996) Induction of xylose reductase and xylitol dehydrogenase activities on mixed sugars in Candida guilliermondii. J Chem Technol Biotechnol 65(4):375–379
Lee JK, Koo BS, Kim SY (2003) Cloning and characterization of the xyl1 gene, encoding an NADH-preferring xylose reductase from Candida parapsilosis and its functional expression in Candida tropicalis. Appl Environ Microbiol 69(10):6179–6188
Llop MR, Jimeno FG, Acien RM, Dalmau LJB (2010) Effects of xylitol chewing gum on salivary flow rate, pH, buffering capacity and presence of Streptococcus mutans in saliva. Eur J Paediatr Dent 11(1):9–14
Lourenco MVM, Andreote FD, Vildoso CIA, Basso LC (2014) Biotechnological potential of Candida sp. for the bioconversion of D-xylose to xylitol. Afr J Microbiol Res 8(20):2030–2036
Loveren C (2004) Sugar alcohols: what is the evidence for caries-preventive and caries-therapeutic effects? Caries Res 38(3):286–293
Luccio E, Elling RA, Wilson DK (2006) Identification of a novel NADH-specific aldo-keto reductase using sequence and structural homologies. Biochem J 400(1):105–114
Lugani Y, Sooch BS (2017) Xylitol, an emerging prebiotic: a review. Int J Appl Pharm Biol Res 2(2):67–73
Lugani Y, Oberoi S, Sooch BS (2017) Xylitol: a sugar substitute for patients of diabetes mellitus. World J Pharm Pharm Sci 6(4):741–749
Lunzer R, Mamnun Y, Haltrich D, Kulbe KD, Nidetzky B (1998) Structural and functional properties of a yeast xylitol dehydrogenase, a Zn2+-containing metalloenzyme similar to medium-chain sorbitol dehydrogenases. Biochem J 336(1):91–99
Ly KA, Milgrom P, Rothen M (2006) Xylitol, sweeteners and dental caries. Pediatr Dent 28(2):154–163
Machiulskiene V, Nyvad B, Baelum V (2001) Caries preventive effect of sugar-substituted chewing gum. Community Dent Oral Epidemiol 29:278–288
Makinen KK (1976) Possible mechanisms for the cariostatic effect of xylitol. In: Ritzel G, Brubacher G (eds) Monosaccharides and polyalcohols in nutrition, therapy and dietetics. Huber, Bern, pp 368–380
Makinen KK (1992) Dietary prevention of dental caries by xylitol-clinical effectiveness and safety. J Appl Nutr 44:16–28
Makinen KK (2000) The rocky road of xylitol to its clinical application. J Dent Res 79(6):1352–1355
Makinen KK (2009) An end to crossover designs for studies on the effect of sugar substitutes on caries? Caries Res 43(5):331–333
Makinen KK, Alanen P, Isokangas P, Isotupa K, Soderling E, Makinen PL, Wenhui W, Weijian W, Xiaochi C, Yi W, Boxue Z (2008) Thirty-nine-month xylitol chewing-gum programme in initially 8-year-old school children: a feasibility study focusing on mutans Streptococci and Lactobacilli. Int Dent J 58(1):41–50
Markets and Markets (2016) Industrial enzymes market. http://www.marketsandmarkets.com/PressReleases/industrial-enzymes.asp. Accessed 21 April 2017
Mayerhoff ZDVL, Roberto IC, Franco TT (2004) Purification of xylose reductase from Candida mogii in aqueous two-phase systems. Biochem Eng J 18(3):217–223
Mayr P, Bruggler K, Kulbe KD, Nidetzky B (2000) D-xylose metabolism by Candida intermedia: isolation and characterization of two forms of aldose reductase with different coenzyme specificities. J Chromatogr B Biomed Sci Appl 737(1–2):195–202
Mayr P, Petschacher B, Nidetzky B (2003) Xylose reductase from the basidiomycete fungus Cryptococcus flavus: purification, steady-state kinetic characterization and detailed analysis of the substrate binding pocket using structure-activity relationships. J Biochem 133(4):553–562
Melaja J, Hamalainen L (1977) Process for making xylitol. US Patent 4008285, 15 Feb 1977
Milessi TSS, Chandel AK, Branco RF, Silva SS (2011) Effect of dissolved oxygen and inoculum concentration on xylose reductase production from Candida guilliermondii using sugarcane bagasse hemicellulosic hydrolysate. Food Nutr Sci 2(3):235–240
Moyses DN, Reis VC, Almeida JR, Moraes LM, Torres FA (2016) Xylose fermentation by Saccharomyces cerevisiae: challenges and prospects. Int J Mol Sci 17(3):1–18
Mueller M, Wilkins MR, Banat IM (2011) Production of xylitol by the thermotolerant Kluyveromyces marxianus IMB strains. J Bioprocess Biotechniq 1(2):1–5
Nayak PA, Nayak UA, Khandelwal V (2014) The effect of xylitol on dental caries and oral flora. Clin Cosmet Investig Dent 6:89–94
Neuhauser W, Haltrich D, Kulbe KD, Nidetzky B (1997) NAD(P)H-dependent aldose reductase from the xylose-assimilating yeast Candida tenuis. Biochem J 326(3):683–692
Nigam P, Singh D (1995) Processes for fermentative production of xylitol- a sugar substitute. Process Biochem 30(2):117–124
Nyyssola A, Pihlajaniemi A, Palva A, Weymarn N, Leisola M (2005) Production of xylitol from D-xylose by recombinant Lactococcus lactis. J Biotechnol 118(1):55–66
Parajo JC, Dominguez H, Dominguez JM (1998) Biotechnological production of xylitol Part 2: operation in culture media made with commercial sugars. Bioresour Technol 65(3):203–212
Pepper T, Olinger PM (1998) Xylitol in sugar-free confections. Food Technol 42:98–106
Pereira AFF, Silva TC, Silva TL, Caldana ML, Baston JRM, Buzalaf MAR (2012) Xylitol concentrations in artificial saliva after application of different xylitol dental varnishes. J Appl Oral Sci 20(2):146–150
Rafiqul ISM, Sakinah AMM (2012) A perspective: bioproduction of xylitol by enzyme technology and future prospects. Int Food Res J 19(2):405–408
Rafiqul SM, Sakinah AM (2015) Biochemical properties of xylose reductase prepared from adapted strain of Candida tropicalis. Appl Biochem Biotechnol 175(1):387–399
Rehman A, Gulfraz M, Raja GK, Haq MI, Anwar Z (2015) Comprehensive approach to utilize an agricultural pea peel (Pisum sativum) waste as a potential source for bio-ethanol production. Rom Biotechnol Lett 20(3):10422–10430
Ronzon YC, Zaldo MZ, Lozano MLC, Uscanga MGA (2012) Preliminary characterization of xylose reductase partially purified by reversed micelles from Candida tropicalis IEC5-ITV, an indigenous xylitol-producing strain. Adv Chem Eng Sci 2(1):9–14
Rosa SMA, Felipe MGA, Silva SS, Vitolo M (1998) Xylose reductase production by Candida guilliermondii. Appl Biochem Biotechnol 70(72):127–135
Russo JR (1977) Xylitol: anti-carie sweetener? Food Eng 79:37–40
Saha BC, Bothast RJ (1997) Microbial production of xylitol. In: Saha BC, Woodward J (eds) Fuels and chemicals from biomass. American Chemical Society, Washington, DC, pp 307–319
Saha BC, Bothast RJ (1999) Production of xylitol by Candida peltata. J Ind Microbiol Biotechnol 22(6):633–636
Sattur AP, Rao KC, Babu KN, Soundar D, Karanth NG, Tumkur RS (2003) Aldose reductase inhibitor and process for preparation thereof. US Patent 0,134,399, 17 Jul 2003
Scheie AA, Fejerskov O, Danielsen B (1998) The effects of xylitol containing chewing gums on dental plaque and acidogenic potential. J Dent Res 77:1547–1542
Scheinin A, Makinen KK, Ylitalo K (1976) Turku sugar studies. V. Final report on the effect of sucrose, fructose and xylitol diets on the caries incidence in man. Acta Odontol Scand 34(4):179–216
Schneider H (1989) Conversion of pentoses to ethanol by yeasts and fungi. Crit Rev Biotechnol 9(1):1–40
Sene L, Vitolo M, Felipe MGA, Silva SS (2000) Effects of environmental conditions on xylose reductase and xylitol dehydrogenase production by Candida guilliermondii. Appl Biochem Biotechnol 84(1):371–380
Sharma A (2014) Production of xylitol by catalytic hydrogenation of xylose. Pharm Innov 2(12):1–6
Silva DDV, Felipe MGA (2006) Effect of glucose:xylose ratio on xylose reductase and xylitol dehydrogenase activities from Candida guilliermondii in sugarcane bagasse hydrolysate. J Chem Technol Biotechnol 81(7):1294–1300
Sirisansaneeyakul S, Staniszewski M, Rizzi M (1995) Screening of yeasts for production of xylitol from D-xylose. J Ferment Bioeng 80(6):565–570
Soderling EM (2009) Xylitol, mutans streptococci and dental plaque. Adv Dent Res 21(1):74–78
Su Y, Li W, Zhu W, Yu R, Fei B, Wen T, Cao Y, Qiao D (2010) Characterization of xylose reductase from Candida tropicalis immobilized on chitosan bead. Afr J Biotechnol 9(31):4954–4965
Takuma S, Nakashima N, Tantirungkij M, Kinoshita S, Okada H, Seki T, Yoshida T (1991) Isolation of xylose reductase gene of Pichia stipitis and its expression in Saccharomyces cerevisiae. Appl Biochem Biotechnol 28-29:327–340
Tamburini E, Bianchini E, Bruni A, Forlani G (2010) Cosubstrate effect on xylose reductase and xylitol dehydrogenase activity levels and its consequence on xylitol production by Candida tropicalis. Enzym Microb Technol 46(5):352–359
Tomotani EJ, Arruda PVD, Vitolo M, Felipe MGA (2009) Obtaining partial purified xylose reductase from Candida guilliermondii. Braz J Microbiol 40(3):631–635
Twetman S (2009) Consistent evidence to support the use of xylitol and sorbitol containing chewing gum to prevent dental caries. Evid Based Dent 10(1):10–11
Uhari M, Tapiainen T, Kontiokari T (2000) Xylitol in preventing acute otitis media. Vaccine 19(1):144–147
Vandeska E, Kuzmanova S, Jeffries TW (1995) Xylitol formation and key enzyme activities in Candida boidinii under different oxygen transfer rates. J Ferment Bioeng 80(5):513–516
Velazquez Pereda MDC, Polezel MA, Dieamant GC, Cecilia Nogueira C, Mussi L, Rossan MR, Carlos Correia RD, Camilo NS (2011) Xylitol esters and ethers applied as alternative emulsifier, solvents, co-emulsions and preservative systems for pharmaceutical and cosmetic products. US Patent 0,251,415, 13 Oct 2011
Verduyn C, Jzn JF, Dijken JPV, Scheffers WA (1985a) Multiple forms of xylose reductase in Pachysolen tannophilus CBS4044. FEMS Microbiol Lett 30(3):313–317
Verduyn C, Kleef RV, Frank J, Schreuder H, Dijken JPV, Scheffers WA (1985b) Properties of the NAD(P)H-dependent xylose reductase from the xylose fermenting yeast Pichia stipitis. Biochem J 226(3):669–677
Vogl M, Kratzer R, Nidetzky B, Brecker L (2011) Candida tenuis xylose reductase catalysed reduction of acetophenones: the effect of ring-substituents on catalytic efficiency. Org Biomol Chem 9(16):5863–5870
Vongsuvanlert V, Tani Y (1988) Purification and characterization of xylose isomerase of a methanol yeast, Candida boidinii, which is involved in sorbitol production from glucose. Agric Biol Chem 52(7):1817–1824
Webb SR, Lee H (1991) Inhibition of xylose reductase from the yeast Pichia stipitis. Appl Biochem Biotechnol 30:325–337
Woodyer R, Simurdiak M, Donk WA, Zhao HM (2005) Heterologous expression, purification, and characterization of a highly active xylose reductase from Neurospora crassa. Appl Environ Microbiol 71(3):1642–1647
Yablochkova EN, Bolotnikova OI, Mikhailova NP, Nemova NN, Ginak AI (2003) Specific features of fermentation of D-xylose and D-glucose by xylose-assimilating yeasts. Appl Biochem Biotechnol 39(3):265–269
Ye Q, Hyndman D, Green NC, Li L, Jia Z, Flynn TG (2001) The crystal structure of an aldehyde reductase Y50F mutant NADP complex and its implications for substrate binding. Chem Biol Interact 130-132(1–3):651–658
Yin SY, Kim HJ, Kim HJ (2014) Protective effect of dietary xylitol on influenza: a virus infection. PLoS One 9(1):1–7
Yokoyama S, Suzuki T, Kawai K, Horitsu H, Takamizawa K (1995) Purification, characterization and structure analysis of NADPH-dependent D-xylose reductases from Candida tropicalis. J Ferment Bioeng 79(3):217–223
Yoshitake J, Ohiwa H, Shimamura M, Imai T (1971) Production of polyalcohol by a Corynebacterium sp. Part I Production of pentitol from aldopentose. Agric Biol Chem 35(6):905–911
Yoshitake J, Ishizaki H, Shimamura M, Imai T (1973) Xylitol production by an Enterobacter species. Agric Biol Chem 37(10):2261–2266
Zeid AAA, Fouly MZ, Zawahry YA, Mongy TM, Aziz ABA (2008) Bioconversion of rice straw xylose to xylitol by a local strain of Candida tropicalis. J Appl Sci Res 4(8):975–986
Zhang F, Qiao D, Xu H, Lio C, Li S, Cao Y (2009) Cloning, expression and characterization of xylose reductase with higher activity from Candida tropicalis. J Microbiol 47(3):351–357
Zhang Y, Gao F, Zhang SP, Su ZG, Ma GH, Wang P (2011) Simultaneous production of 1,3-dihydroxyacetone and xylitol from glycerol and xylose using a nanoparticle supported multi-enzyme system with in situ cofactor regeneration. Bioresour Technol 102(2):1837–1843
Zhang B, Zhang J, Wang D, Gao X, Sun L, Hong J (2015a) Data for rapid ethanol production at elevated temperatures by engineered thermotolerant Kluyveromyces marxianus via the NADP(H)-preferring xylose reductase-xylitol dehydrogenase pathway. Data Brief 5:179–186
Zhang M, Jiang ST, Zheng Z, Li XJ, Luo SZ, Wu XF (2015b) Cloning, expression, and characterization of a novel xylose reductase from Rhizopus oryzae. J Basic Microbiol 55(7):907–921
Zhao H, Nair NU (2010) Xylose reductase mutants and uses thereof. US Patent 0,291,645, 18 Nov 2010
Zhao X, Gao P, Wang Z (1998) The production and properties of a new xylose reductase from fungus. Appl Biochem Biotechnol 70–72(1):405–414
Zhao H, Woodyer R, Simurdiak M, Donk WA (2006) Highly active xylose reductase from Neurospora crass. US Patent 0,035,353, 16 Feb 2006
Zhao H, Woodyer R, Simurdiak M, Donk WA (2008) Highly active xylose reductase from Neurospora crass. US Patent 7,381,553, 3 Jun 2008
Zheng Y, Yu X, Li T, Xiong X, Chen S (2014) Induction of D-xylose uptake and expression of NAD(P)H-linked xylose reductase and NADP -linked xylitol dehydrogenase in the oleaginous microalga Chlorella sorokiniana. Biotechnol Biofuels 7(1):1–8
Acknowledgments
The authors are thankful to the Department of Biotechnology, Punjabi University, Patiala, India, for providing necessary facilities and also thankful to Bhai Kahn Singh Nabha Library of the university for providing access to scientific literature available with them.
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Lugani, Y., Sooch, B.S. (2018). Insights into Fungal Xylose Reductases and Its Application in Xylitol Production. In: Kumar, S., Dheeran, P., Taherzadeh, M., Khanal, S. (eds) Fungal Biorefineries. Fungal Biology. Springer, Cham. https://doi.org/10.1007/978-3-319-90379-8_7
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