Redirection of carotenoid metabolism for the efficient production of taxadiene [taxa-4(5),11(12)-diene] in transgenic tomato fruit

Transgenic Research

Volumn 16, Issue 1, 2007, Pages 121-126

  Kovacs, Katalin ^a   Zhang, Lina ^a,b   Linforth, Robert S T ^a   Whittaker, Benjamin ^a   Hayes, Christopher J ^a   Fray, Rupert G ^a  

^a UNIVERSITY OF NOTTINGHAM   (United Kingdom)

^b Shanghai Genomics Inc   (China)

Author keywords

ABC transporters; Geranylgeranyl diphosphate; Paclitaxel

Indexed keywords

ABC TRANSPORTER; ALKENE; ANTINEOPLASTIC AGENT; CAROTENOID; DITERPENE; ISOMERASE; PLANT DNA; TAXA 4(5),11(12) DIENE SYNTHASE; TAXA 4(5),11(12)DIENE; TAXA-4(5),11(12)-DIENE SYNTHASE; TAXA-4(5),11(12)DIENE; UNCLASSIFIED DRUG;

ARTICLE; BIOSYNTHESIS; CHEMISTRY; ENZYMOLOGY; GENETICS; HUMAN; IN VITRO STUDY; MASS FRAGMENTOGRAPHY; METABOLISM; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUCLEOTIDE SEQUENCE; TAXUS; TOMATO; TRANSGENIC PLANT;

ALKENES; ANTINEOPLASTIC AGENTS, PHYTOGENIC; ATP-BINDING CASSETTE TRANSPORTERS; BASE SEQUENCE; CAROTENOIDS; DITERPENES; DNA, PLANT; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; HUMANS; ISOMERASES; LYCOPERSICON ESCULENTUM; MAGNETIC RESONANCE SPECTROSCOPY; PLANTS, GENETICALLY MODIFIED; TAXUS;

LYCOPERSICON ESCULENTUM; TAXUS;

EID: 33846058003     PISSN: 09628819     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11248-006-9039-x     Document Type: Article

References (24)

1. Besumbes Ó, Sauret-Güeto S, Phillips MA, Imperial S, Rodriguez-conception M, Boronat A (2004) Metabolic engineering of isoprenoid biosynthesis in Arabidopsis for the production of taxadiene, the first commited precursor of taxol. Biotechnol Bioeng 88:168-175
2. Bevan M (1984) Binary Agrobacterium vectors for plant transformation. Nucleic Acids Res 12:8711-8721
3. Bird CR, Smith CJS, Ray JA, Moureau P, Bevan MW, Bird AS, Hughes S, Morris PC, Grierson D, Schuch W (1988) The tomato polygalacturonase gene and ripening-specific expression in transgenic plants. Plant Mol Biol 13:303-311
4. Brooks T, Mindermann H, O'Loughlin KL, Pera P, Ojima I, Baer MR, Bernacky RJ (2003) Taxane-based reversal agents modulate drug resistance mediated by P-glycoprotein, multidrug resistance protein, and breast cancer resistance protein. Mol Cancer Therap 2:1195-1205
5. Brooks TA, Kennedy DR, Groul DJ, Ojima I, Baer MR, Bernacky RJ (2004) Structure-activity analysis of taxane-based broad-spectrum multidug resistance modulators. Anticancer Res 24:409-415
6. DeJong JM, Liu Y, Bollon AP, Long RM, Jennewein S, Williams D, Croteau RB (2006) Genetic engineering of taxol biosynthetic genes in Saccharomyces cerevisiae. Biotech and Bioeng 93:212-224
7. Fos M, Proano K, Nuez F, Garcia-Martinez JL (2001) Role of gibberellins in parthenocarpic fruit development induced by the genetic system pat-3/pat-4 in tomato. Phys Plant 111:545-550
8. Fray RG, Grieson D (1993) Idenfication and genetic analysis of normal and mutant phytoene synthase genes of tomato by sequencing, complementation an co-supression. Plant Mol Biol 22:589-602
9. Fray RG, Wallace AD, Fraser PD, Valero D, Hedden P, Bramley PM, Grieson D (1995) Constitutive expression of a fruit Phytoene sythase gene in transgenic tomatoes causes dwarfism by redirecting metabolites from the gibberellin pathway. The Plant J 8:693-701
10. Geney R, Ungureanu IM, Li DS, Ojima I (2002) Overcoming multidrug resistance in taxane chemotherapy. Clin Chem Lab Med 40:918-925
11. Holton RA, Somoza C, Kim HB, Liang F, Biediger RJ, Boatman PD, Shindo M, Smith CC, Kim S et al (1994) First total synthesis of Taxol. 1. Functionalization of the B ring. J Am Chem Soc 116:1597-1598
12. Huang Q, Roessner CA, Croteau R, Scott AI (2001) Engineering Escherichia coli for the synthesis of taxadiene, a key intermediate in the biosynthesis of taxol. Bioorganic Med Chem 9:2237-2242
13. Koepp AE, Hezari M, Zaicek J, Vogel BS, LaFever RE, Lewis NG, Croteau R (1995) Cyclization of geranyl-geranyl diphosphate to Taxa-4(20),11(12)-diene is the committed step of taxol biosynthesis is Pacific Yew. J Biol Chem 270:8686-8690
14. Leonard J, Lygo B, Procter G (1998) Advanced practical organic chemistry, 2nd edn Stanley Thornes (Publishers) Ltd., Cheltenham
15. Michaud LB, Valero V, Hortobagyi G (2000) Risks and benefits of Taxanes in breast and ovarian cancer. Drug Saf 23:401-428
16. Miller ML, Ojima I (2000) Chemistry and chemical biology of Taxane anticancer agents. Chem Record 1:195-211
17. Mindermann H, Brooks TA, O'Loughlin KL, Ojima I, Bernacky RJ, Baer MR (2004) Broad-spectrum modulation of ATP-binding cassette transport proteins by the taxane derivates ortataxel (IDN-5109, Bay 59-8862) and tRA96023. Cancer Chemothe Pharmacol 53:363-369
18. Navia-Osorio A, Garden H, Cucido RM, Palazon J, Alfermann AW, Pinol MT (2002) Taxol®and baccatin III production in suspension cultures of Taxus baccata and Taxus wallichiana in an airlift bioreactor. J Plant Physiol 159:97-102
19. Nicholass F, Smith CJS, Schuch W, Bird CR, Grierson D (1995) High levels of ripening-specific reporter gene expression directed by tomato ruit polygalacturonase gene-flanking regions. Plant Mol Biol 28:423-435
20. Nicolaou KC, Yang Z, Liu JJ, Ueno H, Nantermot PG, Guy RK, Claiborne CF, Ronaud J, Couladouros EA, Paulvannan K, Soronsen EJ (1994) Total synthesis of Taxol. Nature 367:630-634
21. Ojima I, Borella CP, Wu XY, Bounaud PY, Oderda CF, Sturm M, Miller ML, Chakravarty S, Chen J, Huang Q, Pera P, Brooks TA, Baer MR, Bernacky RJ (2005) Design, synthesis and structure-activity relationships of novel taxane-based multidrug resistance reversal agent. J Med Chem 48: 2218-2228
22. Pietrzak M, Shillito RD, Hohn T, Potrykus I (1986) Expression in plants of two bacterial antibiotic resistance genes after protoplast transformation with a new plant expression vector. Nucleic Acids Res 14:5857-5868
23. Rowinsky EK, Donehower RC (1995) Paclitaxel (Taxol). Drug Ther 332:1004-1014
24. Wani MC, Taylor HL, Wall ME, Coggon P, McPhail AT (1971) The isolation and structure of taxol, a novel antileukemic and antitumor agent from Taxus brevifolia. J Am Chem Soc 93:2325-2327