Skip to main content
Log in

Biochemical properties of retinoid-converting enzymes and biotechnological production of retinoids

  • Mini-Review
  • Published:
Applied Microbiology and Biotechnology Aims and scope Submit manuscript

Abstract

Retinoids are a class of compounds that are forms of vitamin A and include retinal, retinol, retinoic acid, and retinyl ester. Retinal is involved in visual cycle, retinol has anti-infective, anticancer, antioxidant, and anti-wrinkle functions, and retinoic acid is used to treat acne and cancer. Retinol, retinoic acid, and retinyl ester are used in cosmetic and pharmaceutical industries. In this article, the biochemical properties and active sites and reaction mechanisms of retinoid-converting enzymes in animals and bacteria, including retinol dehydrogenase, alcohol dehydrogenase, aldo-keto reductase, and aldehyde dehydrogenase, are reviewed. The production of retinoids, using retinoid-producing enzymes and metabolically engineered cells, is also described. Uncharacterized bacterial proteins are suggested as retinoid-converting enzymes, and the production of retinoids using metabolically engineered cells is proposed as a feasible method.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4

Similar content being viewed by others

References

  • Anbu P, Gopinath SCB, Cihan AC, Chaulagain BP (2013) Microbial enzymes and their applications in industries and medicine. Biomed Res Int 2013:204014

    Article  PubMed Central  Google Scholar 

  • Bates CJ (1995) Vitamin A. Lancet 345:31–35

    Article  CAS  PubMed  Google Scholar 

  • Bchini R, Vasiliou V, Branlant G, Talfournier F, Rahuel-Clermont S (2013) Retinoic acid biosynthesis catalyzed by retinal dehydrogenases relies on a rate-limiting conformational transition associated with substrate recognition. Chem Biol Interact 202:78–84

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • Belyaeva OV, Johnson MP, Kedishvili NY (2008) Kinetic analysis of human enzyme RDH10 defines the characteristics of a physiologically relevant retinol dehydrogenase. J Biol Chem 283:20299–20308

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • Bhat PV, Labrecque J, Boutin JM, Lacroix A, Yoshida A (1995) Cloning of a cDNA encoding rat aldehyde dehydrogenase with high activity for retinal oxidation. Gene 166:303–306

    Article  CAS  PubMed  Google Scholar 

  • Bohren KM, Bullock B, Wermuth B, Gabbay KH (1989) The aldo-keto reductase superfamily. cDNAs and deduced amino acid sequences of human aldehyde and aldose reductases. J Biol Chem 264:9547–9551

    CAS  PubMed  Google Scholar 

  • Boleda MD, Saubi N, Farres J, Pares X (1993) Physiological substrates for rat alcohol dehydrogenase classes: aldehydes of lipid peroxidation, omega-hydroxyfatty acids, and retinoids. Arch Biochem Biophys 307:85–90

    Article  CAS  PubMed  Google Scholar 

  • Cerignoli F, Guo X, Cardinali B, Rinaldi C, Casaletto J, Frati L, Screpanti I, Gudas LJ, Gulino A, Thiele CJ, Giannini G (2002) retSDR1, a short-chain retinol dehydrogenase/reductase, is retinoic acid-inducible and frequently deleted in human neuroblastoma cell lines. Cancer Res 62:1196–1204

    CAS  PubMed  Google Scholar 

  • Chai X, Zhai Y, Napoli JL (1997) cDNA cloning and characterization of a cis-retinol/3 alpha-hydroxysterol short-chain dehydrogenase. J Biol Chem 272:33125–33131

    Article  CAS  PubMed  Google Scholar 

  • Crosas B, Cederlund E, Torres D, Jornvall H, Farres J, Pares X (2001) A vertebrate aldo-keto reductase active with retinoids and ethanol. J Biol Chem 276:19132–19140

    Article  CAS  PubMed  Google Scholar 

  • Cunningham Jr FX, Chamovitz D, Misawa N, Gantt E, Hirschberg J (1993) Cloning and functional expression in Escherichia coli of a cyanobacterial gene for lycopene cyclase, the enzyme that catalyzes the biosynthesis of beta-carotene. FEBS Lett 328:130–138

  • De Luca LM (1991) Retinoids and their receptors in differentiation, embryogenesis, and neoplasia. FASEB J 5:2924–2933

    PubMed  Google Scholar 

  • Devery J, Milborrow BV (1994) beta-Carotene-15,15′-dioxygenase (EC 1.13.11.21) isolation reaction mechanism and an improved assay procedure. Br J Nutr 72:397–414

    Article  CAS  PubMed  Google Scholar 

  • Duester G (2000) Families of retinoid dehydrogenases regulating vitamin A function: production of visual pigment and retinoic acid. Eur J Biochem 267:4315–4324

    Article  CAS  PubMed  Google Scholar 

  • During A, Harrison EH (2004) Intestinal absorption and metabolism of carotenoids: insights from cell culture. Arch Biochem Biophys 430:77–88

    Article  CAS  PubMed  Google Scholar 

  • During A, Nagao A, Hoshino C, Terao J (1996) Assay of beta-carotene 15,15′-dioxygenase activity by reverse-phase high-pressure liquid chromatography. Anal Biochem 241:199–205

    Article  CAS  PubMed  Google Scholar 

  • Fisher GJ, Voorhees JJ (1996) Molecular mechanisms of retinoid actions in skin. FASEB J 10:1002–1013

    CAS  PubMed  Google Scholar 

  • Gallego O, Belyaeva OV, Porte S, Ruiz FX, Stetsenko AV, Shabrova EV, Kostereva NV, Farres J, Pares X, Kedishvili NY (2006) Comparative functional analysis of human medium-chain dehydrogenases, short-chain dehydrogenases/reductases and aldo-keto reductases with retinoids. Biochem J 399:101–109

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • Gallego O, Ruiz FX, Ardevol A, Dominguez M, Alvarez R, de Lera AR, Rovira C, Farres J, Fita I, Pares X (2007) Structural basis for the high all-trans-retinaldehyde reductase activity of the tumor marker AKR1B10. Proc Natl Acad Sci U S A 104:20764–20769

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • Gamble MV, Shang E, Zott RP, Mertz JR, Wolgemuth DJ, Blaner WS (1999) Biochemical properties, tissue expression, and gene structure of a short chain dehydrogenase/reductase able to catalyze cis-retinol oxidation. J Lipid Res 40:2279–2292

    CAS  PubMed  Google Scholar 

  • Graham CE, Brocklehurst K, Pickersgill RW, Warren MJ (2006) Characterization of retinaldehyde dehydrogenase 3. Biochem J 394:67–75

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • Haeseleer F, Huang J, Lebioda L, Saari JC, Palczewski K (1998) Molecular characterization of a novel short-chain dehydrogenase/reductase that reduces all-trans-retinal. J Biol Chem 273:21790–21799

    Article  CAS  PubMed  Google Scholar 

  • Haeseleer F, Jang GF, Imanishi Y, Driessen CA, Matsumura M, Nelson PS, Palczewski K (2002) Dual-substrate specificity short chain retinol dehydrogenases from the vertebrate retina. J Biol Chem 277:45537–45546

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • Han HS, Kwon YJ, Park MS, Park SH, Cho SM, Rho YS, Kim JW, Sin HS, Um SJ (2003) Efficacy validation of synthesized retinol derivatives in vitro: stability, toxicity, and activity. Bioorg Med Chem 11:3839–3845

    Article  CAS  PubMed  Google Scholar 

  • Hong SH, Nam HK, Kim KR, Kim SW, Oh DK (2014a) Molecular characterization of an aldo-keto reductase from Marivirga tractuosa that converts retinal to retinol. J Biotechnol 169:23–33

    Article  CAS  PubMed  Google Scholar 

  • Hong SH, Ngo HP, Kang LW, Oh DK (2014b) Characterization of alcohol dehydrogenase from Kangiella koreensis and its application to production of all-trans-retinol. Biotechnol Lett

  • Hong SH, Ngo HP, Kang LW, Oh DK (2015) Characterization of alcohol dehydrogenase from Kangiella koreensis and its application to production of all-trans-retinol. Biotechnol Lett 37:849–856

    Article  CAS  PubMed  Google Scholar 

  • Hur E, Wilson DK (2000) Crystallization and aldo-keto reductase activity of Gcy1p from Saccharomyces cerevisiae. Acta Crystallogr D Biol Crystallogr 56:763–765

    Article  CAS  PubMed  Google Scholar 

  • Jang HJ, Yoon SH, Ryu HK, Kim JH, Wang CL, Kim JY, Oh DK, Kim SW (2011) Retinoid production using metabolically engineered Escherichia coli with a two-phase culture system. Microb Cell Factories 10:59

    Article  CAS  Google Scholar 

  • Jang HJ, Ha BK, Zhou J, Ahn J, Yoon SH, Kim SW (2015) Selective retinol production by modulating the composition of retinoids from metabolically engineered E. coli. Biotechnol Bioeng 112:1604–1612

    Article  CAS  PubMed  Google Scholar 

  • Kanan Y, Wicker LD, Al-Ubaidi MR, Mandal NA, Kasus-Jacobi A (2008) Retinol dehydrogenases RDH11 and RDH12 in the mouse retina: expression levels during development and regulation by oxidative stress. Invest Ophthalmol Vis Sci 49:1071–1078

    Article  PubMed Central  PubMed  Google Scholar 

  • Kaschula CH, Jin MH, Desmond-Smith NS, Travis GH (2006) Acyl CoA: retinol acyltransferase (ARAT) activity is present in bovine retinal pigment epithelium. Exp Eye Res 82:111–121

    Article  CAS  PubMed  Google Scholar 

  • Kedishvili NY, Chumakova OV, Chetyrkin SV, Belyaeva OV, Lapshina EA, Lin DW, Matsumura M, Nelson PS (2002) Evidence that the human gene for prostate short-chain dehydrogenase/reductase (PSDR1) encodes a novel retinal reductase (RalR1). J Biol Chem 277:28909–28915

    Article  CAS  PubMed  Google Scholar 

  • Kim YS, Kim NH, Kim HJ, Lee JK, Kim SW, Oh DK (2007) Effective production of retinal from beta-carotene using recombinant mouse beta-carotene 15,15′-monooxygenase. Appl Microbiol Biotechnol 76:1339–1345

    Article  CAS  PubMed  Google Scholar 

  • Kim NH, Kim YS, Kim HJ, Oh DK (2008) Optimized formation of detergent micelles of beta-carotene and retinal production using recombinant human beta,beta-carotene 15,15′-monooxygenase. Biotechnol Prog 24:227–231

    Article  CAS  PubMed  Google Scholar 

  • Kim YS, Park CS, Oh DK (2010) Retinal production from beta-carotene by beta-carotene 15,15′-dioxygenase from an unculturable marine bacterium. Biotechnol Lett 32:957–961

    Article  CAS  PubMed  Google Scholar 

  • Lapshina EA, Belyaeva OV, Chumakova OV, Kedishvili NY (2003) Differential recognition of the free versus bound retinol by human microsomal retinol/sterol dehydrogenases: characterization of the holo-CRBP dehydrogenase activity of RoDH-4. Biochemistry 42:776–784

    Article  CAS  PubMed  Google Scholar 

  • Lee PC, Schmidt-Dannert C (2002) Metabolic engineering towards biotechnological production of carotenoids in microorganisms. Appl Microbiol Biotechnol 60:1–11

    Article  CAS  PubMed  Google Scholar 

  • Lee JH, Choi JG, Kim YS, Kim KR, Kim SW, Oh DK (2012) Enhancement of retinal production by supplementing the surfactant Span 80 using metabolically engineered Escherichia coli. J Biosci Bioeng 113:461–466

    Article  CAS  PubMed  Google Scholar 

  • Lin M, Zhang M, Abraham M, Smith SM, Napoli JL (2003) Mouse retinal dehydrogenase 4 (RALDH4), molecular cloning, cellular expression, and activity in 9-cis-retinoic acid biosynthesis in intact cells. J Biol Chem 278:9856–9861

    Article  CAS  PubMed  Google Scholar 

  • Lindqvist A, Andersson S (2002) Biochemical properties of purified recombinant human beta-carotene 15,15′-monooxygenase. J Biol Chem 277:23942–23948

    Article  CAS  PubMed  Google Scholar 

  • MacGibbon AK, Blackwell LF, Buckley PD (1977) Kinetics of sheep-liver cytoplasmic aldehyde dehydrogenase. Eur J Biochem 77:93–100

    Article  CAS  PubMed  Google Scholar 

  • Martras S, Alvarez R, Gallego O, Dominguez M, de Lera AR, Farres J, Pares X (2004a) Kinetics of human alcohol dehydrogenase with ring-oxidized retinoids: effect of Tween 80. Arch Biochem Biophys 430:210–217

    Article  CAS  PubMed  Google Scholar 

  • Martras S, Alvarez R, Martinez SE, Torres D, Gallego O, Duester G, Farres J, de Lera AR, Pares X (2004b) The specificity of alcohol dehydrogenase with cis-retinoids. Activity with 11-cis-retinol and localization in retina. Eur J Biochem 271:1660–1670

    Article  CAS  PubMed  Google Scholar 

  • Misawa N, Nakagawa M, Kobayashi K, Yamano S, Izawa Y, Nakamura K, Harashima K (1990) Elucidation of the Erwinia uredovora carotenoid biosynthetic pathway by functional analysis of gene products expressed in Escherichia coli. J Bacteriol 172:6704–6712

    PubMed Central  CAS  PubMed  Google Scholar 

  • Moon RC (1994) Vitamin A, retinoids and breast cancer. Adv Exp Med Biol 364:101–107

    Article  CAS  PubMed  Google Scholar 

  • Moon RC, Grubbs CJ, Sporn MB, Goodman DG (1977) Retinyl acetate inhibits mammary carcinogenesis induced by N-methyl-N-nitrosourea. Nature 267:620–621

    Article  CAS  PubMed  Google Scholar 

  • Moore SA, Baker HM, Blythe TJ, Kitson KE, Kitson TM, Baker EN (1998) Sheep liver cytosolic aldehyde dehydrogenase: the structure reveals the basis for the retinal specificity of class 1 aldehyde dehydrogenases. Structure 6:1541–1551

    Article  CAS  PubMed  Google Scholar 

  • Nagatsuma K, Hayashi Y, Hano H, Sagara H, Murakami K, Saito M, Masaki T, Lu T, Tanaka M, Enzan H, Aizawa Y, Tajiri H, Matsuura T (2009) Lecithin: retinol acyltransferase protein is distributed in both hepatic stellate cells and endothelial cells of normal rodent and human liver. Liver Int 29:47–54

    Article  CAS  PubMed  Google Scholar 

  • Ngo HP, Hong SH, Oh DK, Kang LW (2013) Expression, crystallization and preliminary X-ray crystallographic analysis of aldehyde dehydrogenase (ALDH) from Bacillus cereus. Acta Crystallogr Sect F Struct Biol Cryst Commun 69:528–531

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • O’Flaherty C, Beconi M, Beorlegui N (1997) Effect of natural antioxidants, superoxide dismutase and hydrogen peroxide on capacitation of frozen-thawed bull spermatozoa. Andrologia 29:269–275

    Article  PubMed  Google Scholar 

  • Orland MD, Anwar K, Cromley D, Chu CH, Chen L, Billheimer JT, Hussain MM, Cheng D (2005) Acyl coenzyme A dependent retinol esterification by acyl coenzyme A: diacylglycerol acyltransferase 1. Biochim Biophys Acta 1737:76–82

    Article  CAS  PubMed  Google Scholar 

  • Paik J, Blaner WS, Swisshelm K (2005) cis-Retinol dehydrogenase: 9-cis-retinol metabolism and its effect on proliferation of human MCF7 breast cancer cells. Exp Cell Res 303:183–196

    Article  CAS  PubMed  Google Scholar 

  • Peralba JM, Cederlund E, Crosas B, Moreno A, Julia P, Martinez SE, Persson B, Farrs J, Pares X, Jornvall H (1999) Structural and enzymatic properties of a gastric NADP(H)-dependent and retinal-active alcohol dehydrogenase. J Biol Chem 274:26021–26026

    Article  CAS  PubMed  Google Scholar 

  • Persson B, Zigler Jr JS, Jornvall H (1994) A super-family of medium-chain dehydrogenases/reductases (MDR). Sub-lines including zeta-crystallin, alcohol and polyol dehydrogenases, quinone oxidoreductase enoyl reductases, VAT-1 and other proteins. Eur J Biochem 226:15–22

  • Rogers NE, Avram MR (2008) Medical treatments for male and female pattern hair loss. J Am Acad Dermatol 59:547–566

    Article  PubMed  Google Scholar 

  • Ruiz FX, Porte S, Gallego O, Moro A, Ardevol A, Del Rio-Espinola A, Rovira C, Farres J, Pares X (2011) Retinaldehyde is a substrate for human aldo-keto reductases of the 1C subfamily. Biochem J 440:335–344

    Article  CAS  PubMed  Google Scholar 

  • Ruiz FX, Porte S, Pares X, Farres J (2012) Biological role of aldo-keto reductases in retinoic acid biosynthesis and signaling. Front Pharmacol 3:58

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • Ruther A, Misawa N, Boger P, Sandmann G (1997) Production of zeaxanthin in Escherichia coli transformed with different carotenogenic plasmids. Appl Microbiol Biotechnol 48:162–167

    Article  CAS  PubMed  Google Scholar 

  • Ryan H (1967) Alcohol dehydrogenase activity and electron transport in living yeast. Biochem J 105:137–143

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • Saari JC, Champer RJ, Asson-Batres MA, Garwin GG, Huang J, Crabb JW, Milam AH (1995) Characterization and localization of an aldehyde dehydrogenase to amacrine cells of bovine retina. Vis Neurosci 12:263–272

    Article  CAS  PubMed  Google Scholar 

  • Saitou N, Nei M (1987) The neighbor-joining method: a new method for reconstructing phylogenetic trees. Mol Biol Evol 4:406–425

    CAS  PubMed  Google Scholar 

  • See SJ, Levin VA, Yung WK, Hess KR, Groves MD (2004) 13-cis-Retinoic acid in the treatment of recurrent glioblastoma multiforme. Neuro-Oncology 6:253–258

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • Semba RD (1999) Vitamin A as “anti-infective” therapy, 1920–1940. J Nutr 129:783–791

    CAS  PubMed  Google Scholar 

  • Sima A, Parisotto M, Mader S, Bhat PV (2009) Kinetic characterization of recombinant mouse retinal dehydrogenase types 3 and 4 for retinal substrates. Biochim Biophys Acta 1790:1660–1664

    Article  CAS  PubMed  Google Scholar 

  • Stefanaki C, Stratigos A, Katsambas A (2005) Topical retinoids in the treatment of photoaging. J Cosmet Dermatol 4:130–134

    Article  PubMed  Google Scholar 

  • Su Q, Rowley KG, O’Dea K (1999) Stability of individual carotenoids, retinol and tocopherols in human plasma during exposure to light and after extraction. J Chromatogr B Biomed Sci Appl 729:191–198

    Article  CAS  PubMed  Google Scholar 

  • Takahashi Y, Moiseyev G, Farjo K, Ma JX (2009) Characterization of key residues and membrane association domains in retinol dehydrogenase 10. Biochem J 419:113–122 111 p following 122

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • Tamura K, Stecher G, Peterson D, Filipski A, Kumar S (2013) MEGA6: Molecular Evolutionary Genetics Analysis version 6.0. Mol Biol Evol 30:2725–2729

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • Theorell H (1961) Reaction mechanism of liver alcohol dehydrogenase. Fed Proc 20:967–970

    CAS  PubMed  Google Scholar 

  • Vallee BL, Hoch FL (1955) Zinc, a component of yeast alcohol dehydrogenase. Proc Natl Acad Sci U S A 41:327–338

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • Vella JB, Thompson SD, Bucsek MJ, Song M, Huard J (2011) Murine and human myogenic cells identified by elevated aldehyde dehydrogenase activity: implications for muscle regeneration and repair. PLoS One 6:e29226

  • Wang X, Weiner H (1995) Involvement of glutamate 268 in the active site of human liver mitochondrial (class 2) aldehyde dehydrogenase as probed by site-directed mutagenesis. Biochemistry 34:237–243

    Article  CAS  PubMed  Google Scholar 

  • Wang Z, Boudjelal M, Kang S, Voorhees JJ, Fisher GJ (1999) Ultraviolet irradiation of human skin causes functional vitamin A deficiency, preventable by all-trans-retinoic acid pre-treatment. Nat Med 5:418–422

    Article  CAS  PubMed  Google Scholar 

  • Wenzel A, Grimm C, Samardzija M, Reme CE (2005) Molecular mechanisms of light-induced photoreceptor apoptosis and neuroprotection for retinal degeneration. Prog Retin Eye Res 24:275–306

    Article  CAS  PubMed  Google Scholar 

  • Xie P, Parsons SH, Speckhard DC, Bosron WF, Hurley TD (1997) X-ray structure of human class IV sigmasigma alcohol dehydrogenase. Structural basis for substrate specificity. J Biol Chem 272:18558–18563

    Article  CAS  PubMed  Google Scholar 

  • Yan J, Xia Q, Wamer WG, Boudreau MD, Warbritton A, Howard PC, Fu PP (2007) Levels of retinyl palmitate and retinol in the skin of SKH-1 mice topically treated with retinyl palmitate and concomitant exposure to simulated solar light for thirteen weeks. Toxicol Ind Health 23:581–589

    Article  CAS  PubMed  Google Scholar 

  • Yang ZN, Davis GJ, Hurley TD, Stone CL, Li TK, Bosron WF (1994) Catalytic efficiency of human alcohol dehydrogenases for retinol oxidation and retinal reduction. Alcohol Clin Exp Res 18:587–591

    Article  CAS  PubMed  Google Scholar 

  • Ye RW, Stead KJ, Yao H, He H (2006) Mutational and functional analysis of the beta-carotene ketolase involved in the production of canthaxanthin and astaxanthin. Appl Environ Microbiol 72:5829–5837

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • Yoshida A, Hsu LC, Yanagawa Y (1993) Biological role of human cytosolic aldehyde dehydrogenase 1: hormonal response, retinal oxidation and implication in testicular feminization. Adv Exp Med Biol 328:37–44

    Article  CAS  PubMed  Google Scholar 

  • Yoshida A, Rzhetsky A, Hsu LC, Chang C (1998) Human aldehyde dehydrogenase gene family. Eur J Biochem 251:549–557

    Article  CAS  PubMed  Google Scholar 

  • Yoshimura K, Momosawa A, Aiba E, Sato K, Matsumoto D, Mitoma Y, Harii K, Aoyama T, Iga T (2003) Clinical trial of bleaching treatment with 10 % all-trans-retinol gel. Dermatol Surg 29:155–160 discussion 160

    PubMed  Google Scholar 

  • Zgombic-Knight M, Ang HL, Foglio MH, Duester G (1995) Cloning of the mouse class IV alcohol dehydrogenase (retinol dehydrogenase) cDNA and tissue-specific expression patterns of the murine ADH gene family. J Biol Chem 270:10868–10877

    Article  CAS  PubMed  Google Scholar 

  • Zuckerkandl E, Pauling L (1965) Molecules as documents of evolutionary history. J Theor Biol 8:357–366

    Article  CAS  PubMed  Google Scholar 

Download references

Acknowledgments

This paper was supported by Konkuk University in 2014.

Conflict of interest

The authors declare that they have no competing interests.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Deok-Kun Oh.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Hong, SH., Kim, KR. & Oh, DK. Biochemical properties of retinoid-converting enzymes and biotechnological production of retinoids. Appl Microbiol Biotechnol 99, 7813–7826 (2015). https://doi.org/10.1007/s00253-015-6830-8

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00253-015-6830-8

Keywords

Navigation