Isolation and characterization of farnesyl diphosphate synthase from the cotton boll weevil, Anthonomus grandis

Archives of Insect Biochemistry and Physiology

Volumn 71, Issue 2, 2009, Pages 88-104

  Taban, A Huma ^a   Tittiger, Claus ^a   Blomquist, Gary J ^a   Welch, William H ^a  

^a UNIVERSITY OF NEVADA   (United States)

Author keywords

Cotton boll weevil; Farnesyl diphosphate synthase; Isoprenyl transferase; Molecular modeling

Indexed keywords

COMPLEMENTARY DNA; GERANYLTRANSFERASE; INSECT PROTEIN;

AMINO ACID SEQUENCE; ANIMAL; ARTICLE; CHEMICAL STRUCTURE; ENZYMOLOGY; FEMALE; GENETICS; MALE; MOLECULAR GENETICS; NUCLEOTIDE SEQUENCE; PROTEIN QUATERNARY STRUCTURE; SEQUENCE ALIGNMENT; WEEVIL;

AMINO ACID SEQUENCE; ANIMALS; BASE SEQUENCE; DNA, COMPLEMENTARY; FEMALE; GERANYLTRANSTRANSFERASE; INSECT PROTEINS; MALE; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; PROTEIN STRUCTURE, QUATERNARY; SEQUENCE ALIGNMENT; WEEVILS;

ANTHONOMUS GRANDIS; AVES; COLEOPTERA; ESCHERICHIA COLI; GOSSYPIUM HIRSUTUM; HEXAPODA;

EID: 67649804541     PISSN: 07394462     EISSN: 15206327     Source Type: Journal    
DOI: 10.1002/arch.20302     Document Type: Article

References (48)

1. Burke HR. 1959. Morphology of the reproductive systems of the cotton boll weevil (Coleoptera, Curculionidae). Ann Entomol Soc Am 52:287-294.
2. Burke C, Croteau R. 2002a. Interaction with the small subunit of geranyl diphosphate synthase modified the chain length specificity of geranylgeranyl diphosphate synthase to produce geranyl diphosphate. J Biol Chem 277:3141-3149.
3. Burke C, Croteau R. 2002b. Geranyl diphosphate synthase from Abies grandis: cDNA isolation, functional expression and characterization. Arch Biochem Biophys 405:130-136.
4. Burke CC, Wildung MR, Croteau R. 1999. Geranyl diphosphate synthase: cloning, expression and characterization of this prenyltransferase as a heterodimer. Proc Natl Acad Sci USA 96:13062-13067.
5. Castillo-Gracia M, Couillaud F. 1999. Molecular cloning and tissue expression of an insect farnesyl diphosphate synthase. Eur J Biochem 262:365-370.
6. Chen A, Kroon PA, Pouter CD. 1994. Isoprenyl diphosphate synthases: Protein sequence comparisons, a phylogentic tree, and predictions of secondary structure. Prot Sci 3:600-607.
7. Cunillera N, Arro M, Delourme D, Karst F, Boronat A, Ferrer A. 1996. Arabidopsis thaliana contains two differentially expressed farnesyl-diphosphate synthase genes. J Biol Chem 271:7774-7780.
8. Cunillera N, Boronat A, Ferrer A. 1997. The Arabidopsis thaliana FPS1 gene generates a novel mRNA that encodes a mitochondrial farnesyl-diphosphate synthase isoform. J Biol Chem 272:15381-15388.
9. Cusson M, Be'liveau C, Sen SE, Vandermoten S, Rutledge RG, Stewart D, Francis F, Haubruge E, Rehse P, Huggins DJ, Dowling AP, Grant GH. 2006. Characterization and tissue-specific expression of two lepidopteran farnesyl diphosphate synthase homologs: implications for the biosynthesis of ethyl-substituted juvenile hormones. Proteins 65:742-758.
10. Davies GE, Stark GR. 1970. Use of dimethyl suberimidate, a cross-linking reagent, in studying the subunit structure of oligomeric proteins. Proc Natl Acad Sci USA 66:651-656.
11. Fujii H, Koyama T, Ogura K. 1982. Efficient enzymatic hydrolysis of polyprenyl pyrophosphates. Biochim Biophys Acta 712:716-718.
12. Gabelli SB, McLellan JS, Montalvetti A, Oldfield E, Docampo R, Amzel LM. 2006. Structure and mechanism of the farnesyl diphosphate synthase from Trypanosoma cruzi: implications for drug design. Proteins 62:80-88.
13. Gilg AB, Bearfield JC, Tittiger C, Welch WH, Blomquist GJ. 2005. Isolation and functional expression of an animal geranyl diphosphate synthase and its role in bark beetle pheromone biosynthesis. Proc Natl Acad Sci USA 102:9760-9765
14. Goldstein JL, Brown MS. 1990. Regulation of the mevalonate pathway. Nature 343: 425-430.
15. Havel CM, Fisher P, Watson JA. 1992. Isoprenoid synthesis in embriyonic Drosophila cells: prenylated protein profile and prenyl group usage. Arch Biochem Biophys 295:410-420.
16. Hedin PA, McKibben GH, Mitchell EB, Johnson WL. 1979. Identification and field evaluation of the components comprising the sex pheromone of the female boll weevil. J Chem Ecol 5:617-627.
17. Hosfield DJ, Zhang Y, Dougan DR, Broun A, Tari LW, Swanson RV, Finn J. 2004. Structural basis for bisphosphonate-mediated inhibition of isoprenoid biosynthesis. J Biol Chem 279:8526-8529.
18. Jaroszewski L, Rychlewski L, Zhang B, Godzik A. 1998. Fold prediction by a hierarchy of sequence, threading, and modeling methods. Prot Sci 7:1431-1440.
19. Kellogg BA, Poulter CD. 1997. Chain elongation in the isoprenoid biosynthetic pathway. Curr Opin Chem Biol 1:570-578.
20. Kikuchi K, Hirai M, Shiotsuki T. 2001. Molecular cloning and tissue distribution of farnesyl pyrophophate synthase from the silkworm Bombyx mori. J Insect Biotechnol Sericol 70:167-172.
21. Koyama T, Matsubara M, Ogura K. 1985. Isoprenoid enzyme systems of silkworm. II. Formation of the juvenile hormone skeletons by Farnesyl pyrophosphate synthase II. J Biochem 98:457-463.
22. Koyama T, Obata S, Osabe M, Takeshita A, Yokoyama K, Uchita M, Nishino T, Ogura K. 1993. Thermostable farnesyl diphosphate synthase of Bacillus stearothermophilus: molecular cloning, sequence determination, overproduction, and purification. J. Biochem. (Tokyo) 113:355-363.
23. Laemmli UK. 1970. Cleavage of structural proteins during assembly of the head of bacteriophage T4. Nature 227:680-685.
24. Lai C, McMahon R, Young C, Mackay TF, Langley CH. 1998. Quemao, a Drosphila bristle locus, encodes geranylgeranyl pyrophosphate synthase. Genetics 149:1051-1061.
25. Martin D, Piulachs MD, Cunillera N, Ferrer A, Belles X. 2007. Mitochondrial targeting of farnesyl diphosphate synthase is a widespread phenomenon in eukaryotes. Biochim Biophys Acta 1773:419-426.
26. Mitlin N, Hedin PA. 1974. Biosynthesis of grandlure, the pheromone of the boll weevil, Anthonomus grandis, from acetate, mevalonate and glucose. J Insect Physiol 20:1825-1831.
27. Ogura K, Koyama T. 1998. Enzymatic aspects of isoprenoid chain elongation. Chem Rev 98:1263-1276.
28. Ogura K, Toyama T, Sagami H. 1997. Polyprenyl diphosphate synthases. In: Bittman R, editor. Subcellular biochemistry. New York: Plenum Press. p 57-88.
29. Ohnuma S-I, Hirooka K, Hemmi H, Ishida C, Ohto C, Nishito T. 1996a. Conversion of product specificity of archaebacterial geranylgeranyl diphosphate synthase. J Biol Chem 271:18831-18837.
30. Ohnuma S-I, Narita K, Nakazawa T, Hemmi H, Hallberg A-M, Koyama T, Ogura K, Nishito T. 1996b. Conversion from farnesyl diphosphate synthase to geranylgeranyl diphosphate synthase by random chemical mutagenesis. J Biol Chem 271:10087-10095.
31. Ohnuma S-I, Narita K, Nakazawa T, Ishida C, Takeuchi Y, Ohto C, Nishito T. 1996c. A role of the amino acid residue located on the fifth position before the first Aspartate-rich motif of farnesyl diphosphate synthase on determination of the final product. J Biol Chem 271:30748-30754.
32. Ohnuma S, Hirooka K, Tsuruoka N, Yano M, Ohto C, Nakane N, Nishino T. 1998. A pathway where polyprenyl diphosphate elongates in prenyltransferase. J Biol Chem 273: 26705-26713.
33. Okada K, Suzuki K, Kamiya Y, Zhu X, Fujisaki S, Nishimura Y, Nishino T, Nakagawa T, Kawamukai M, Matsuda H. 1996. Polyprenyl diphosphate synthase essentially defines the length of the side chain of ubiquinone. Biochim Biophys Acta 1302:217-223.
34. Rondeau J-M, Bitsch F, Bourgier E, Geiser M, Hemmig R, Kroemer M, Lehmann S, Ramage P, Rieffel S, Strauss A, Green JR, Jahnke W. 2006. Structural basis for the exceptional in vivo efficacy of bisphosphonate drugs. Chem Med Chem 1:267-273.
35. Sato M, Sato K, Nishikawa S-I, Hirata A, Kato J-I, Nakano A. 1999. The yeast RER2 gene, identified by endoplasmic reticulum protein localization mutations, encodes cis-prenyltransferase, a key enzyme in dolichol synthesis. Mol Cell Biol 19:471-483.
36. Schooley DA, Baker F. 1985. Juvenile hormone biosynthesis. In: Kerkut GA, Gilbert LI, editors. Comprehensive insect physiology biochemistry and pharmacology. Permagon Press, Oxford, p 363-389.
37. Sen SE, Trobaugh C, Be'liveau C, Richard T, Cusson M. 2007a. Cloning, expression and characterization of a dipteran farnesyl diphosphate synthase. Insect Biochem Mol Biol 37:1198-1206.
38. Sen SE, Cusson M, Trobaugh C, Be'liveau C, Richard T, GrahamW, Mimms A, Roberts G. 2007b. Purification, properties and heteromeric association of type-1 and type-2 lepidopteran farnesyl diphosphate synthases. Insect Biochem Mol Biol 37:819-828.
39. Srinivasan N, Blundell TL. 1993. An evaluation of the performance of an automated procedure for comparative modeling of protein tertiary structure. Protein Eng 6:501-512.
40. Taban AH, Fu J, Blake J, Awano A, Tittiger C, Blomquist GJ. 2006. Site of pheromone biosynthesis and isolation of HMG-CoA reductase cDNA in the cotton boll weevil, Anthonomus grandis. Arch Insect Biochem Physiol 62:153-163.
41. Tarshis LC, Yan M, Pouther CD, Sacchettini JC. 1994. Crystal structure of recombinant farnesyl diphosphate synthase at 2.6-A° resolution. Biochemistry 33:10871-10877.
42. Tarshis LC, Proteau P, Kellogg BA, Sacchettini JC, Poulter CD. 1996. Regulation of product chain length by isoprenyl diphosphate synthases. Proc Natl Acad Sci USA 93:15018-15023.
43. Thompson JD, Higgins DG, Gibson TJ. 1994. CLUSTAL W: improving the sensitivity of progressive multiple sequence alignment through sequence weighing, positions-specific gap penalties and weight matrix choice. Nucleic Acids Res 22:4673-4680.
44. Tumlinson JH, Hardee DD, Gueldner RC, Thomson AC, Hedin PA. 1969. Sex pheromones produced by male boll weevil: isolation, identification and synthesis. Science 166: 1010-1012.
45. Van Doren M, Broihier HT, Moore LA, Lehmann R. 1998. HMG-CoA reductase guides migrating primordial germ cells. Nature 396:466-469.
46. Von Heijne G, Steppuhn J, Herrmann RG. 1989. Domain structure of mitochondrial and chloroplast targeting peptides. Eur J Biochem 180:535-545.
47. Wang K, Ohnuma S. 1999. Chain-length determination mechanism of isoprenyl diphosphate synthases and implications for molecular evolution. Trends Biochem Sci 24:445-451.
48. Zhang D, Poulter CD. 1993. Analysis and purification of phosphorylated isoprenoids by reversephase HPLC. Anal Biochem 213:356-361.