Conformational aspects and hyperpotent agonists of diapause hormone for termination of pupal diapause in the corn earworm

Peptides

Volumn 30, Issue 3, 2009, Pages 596-602

  Zhang, Qirui ^a   Nachman, Ronald J ^b   Zubrzak, Pawel ^b   Denlinger, David L ^a  

^a OHIO STATE UNIVERSITY   (United States)

^b SOUTHERN PLAINS AGRICULTURAL RESEARCH CENTER   (United States)

Author keywords

Active conformation; Active core analogs; Aminopeptidases; Diapause hormone; Diapause termination; Helicoverpa zea

Indexed keywords

DIAPAUSE HORMONE; ECDYSTEROID; ECDYSTERONE; PEPTIDE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CONFORMATION; CONTROLLED STUDY; HORMONE DETERMINATION; HORMONE STRUCTURE; HORMONE SYNTHESIS; NONHUMAN; PRIORITY JOURNAL; PUPA (LIFE CYCLE STAGE);

ANIMALS; BIOLOGICAL ASSAY; ECDYSTERONE; LEPIDOPTERA; NEUROPEPTIDES; PROTEIN CONFORMATION; PUPA; TEMPERATURE;

BOMBYX MORI; HELICOVERPA ZEA;

EID: 60749088877     PISSN: 01969781     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.peptides.2008.07.006     Document Type: Article

References (30)

1. Abernathy R.L., Nachman R.J., Teal P.E., Yamashita O., and Tumlinson J.H. Pheromonotropic activity of naturally occurring pyrokinin insect neuropeptides (FXPRLamide) in Helicoverpa zea. Peptides 16 (1995) 215-219
2. Abernathy R.L., Teal P.E., Meredith J.A., and Nachman R.J. Induction of pheromone production in a moth by topical application of a pseudopeptide mimic of a pheromonotropic neuropeptide. Proc Natl Acad Sci USA 93 (1996) 12621-12625
3. Altstein M., Ben-Aziz O., Zeltser I., Bhargava K., Davidovitch M., Strey A., et al. Inhibition of PK/PBAN-mediated functions in insects: discovery of selective and non-selective inhibitors. Peptides 28 (2007) 574-584
4. Ben-Aziz O., Zeltser I., and Altstein M. PBAN selective antagonists: inhibition of PBAN induced cuticular melanization and sex pheromone biosynthesis in moths. J Insect Physiol 51 (2005) 305-314
5. Choi M.Y., Fuerst E.J., Rafaeli A., and Jurenka R. Identification of a G protein-coupled receptor for pheromone biosynthesis activating neuropeptide from pheromone glands of the moth Helicoverpa zea. Proc Natl Acad Sci USA 100 (2003) 9721-9726
6. Denlinger D.L. In: Kerkut G.A., and Gilbert L.I. (Eds). Hormonal control of diapause. Comprehensive insect physiology, biochemistry and pharmacology (1985), Pergamon Press, Oxford 353-412
7. Denlinger D.L. Regulation of diapause. Annu Rev Entomol 47 (2002) 93-122
8. Gregory H., Hardy P.M., Jones D.S., Kenner G.W., and Sheppard R.C. The antral hormone gastrin: structure of gastrin. Nature 204 (1964) 931-933
9. Holman G.M., Cook B.J., and Nachman R.J. Primary structure and synthesis of a blocked myotropic neuropeptide isolated from the cockroach, Leucophaea maderae. Comp Biochem Physiol 85C (1986) 329-333
10. Homma T., Watanabe K., Tsurumaru S., Kataoka H., Imai K., Kamba M., et al. G protein-coupled receptor for diapause hormone, an inducer of Bombyx embryonic diapause. Biochem Biophys Res Commun 344 (2006) 386-393
11. Hull J.J., Ohnishi A., Moto K., Kawasaki Y., Kurata R., Suzuki M.G., et al. Cloning and characterization of the pheromone biosynthesis activating neuropeptide receptor from the silkmoth, Bombyx mori. Significance of the carboxyl terminus in receptor internalization. J Biol Chem 279 (2004) 51500-51507
12. Imai K., Konno T., Nakazawa Y., Komiya T., Isobe M., Koga K., et al. Isolation and structure of diapause hormone of the silkworm, Bombyx mori. Proc Jpn Acad 67B (1991) 98-101
13. Kim Y.J., Nachman R.J., Aimanova K., Gill S., and Adams M.E. The pheromone biosynthesis activating neuropeptide (PBAN) receptor of Heliothis virescens: identification, functional expression, and structure-activity relationships of ligand analogs. Peptides (2008) 268-275
14. Ma P.W., Knipple D.C., and Roelofs W.L. Structural organization of the Helicoverpa zea gene encoding the precursor protein for pheromone biosynthesis-activating neuropeptide and other neuropeptides. Proc Natl Acad Sci USA 91 (1994) 6506-6510
15. Nachman RJ, Kim YJ, Wong XJ, Etzkorn FA, Kaczmarek K, Zabrocki J, et al. Potent mimetic PBAN core agonists identify a transPro type I β-turn conformation and hydrophobic pocket as important structural aspects of the interaction with a pheromonotropic Heliothine moth GPCR. Bioorg Med Chem; in press.
16. Nachman R.J., Kuniyoshi H., Roberts V.A., Holman G.M., and Suzuki A. Active conformation of the pyrokinin/PBAN neuropeptide family for pheromone biosynthesis in the silkworm. Biochem Biophys Res Commun 193 (1993) 661-666
17. Nachman R.J., Roberts V.A., Dyson H.J., Holman G.M., and Tainer J.A. Active conformation of an insect neuropeptide family. Proc Natl Acad Sci USA 88 (1991) 4518-4522
18. Nachman R.J., Teal P.E., and Strey A. Enhanced oral availability/pheromonotropic activity of peptidase-resistant topical amphiphilic analogs of pyrokinin/PBAN insect neuropeptides. Peptides 23 (2002) 2035-2043
19. Schoofs L., Holman M.G., Nachman R.J., Hayes T.K., and DeLoof A. Isolation, primary structure, and synthesis of locustapyrokinin: a myotropic peptide of Locusta migratoria. Gen Comp Endocrinol 81 (1991) 97-104
20. Teal P.E.A., and Nachman R.J. A brominated-fluorene insect neuropeptide analog exhibits pyrokinin/PBAN-specific toxicity for adult females of the tobacco budworm moth. Peptides 23 (2002) 801-806
21. Verleyen P., Clynen E., Huybrechts J., Van Lommel A., Vanden Bosch L., DeLoof A., et al. Fraenkel's pupariation factor identified at last. Dev Biol 273 (2004) 38-47
22. Wang X., Hart S.A., Xu B., Mason M.D., Goodell J., and Etzkorn F.A. Serine-cis-proline and serine-trans-proline isosteres: Stereoselective synthesis of (Z)- and (E)-alkene mimics by Still-Wittig and Ireland-Claisen rearrangements. J Org Chem 68 (2003) 2343-2349
23. Watanabe K., Hull J.J., Niimi T., Imai K., Matsumoto S., Yaginuma T., et al. FXPRL-amide peptides induce ecdysteroidogenesis through a G-protein coupled receptor expressed in the prothoracic gland of Bombyx mori. Mol Cell Endocrinol 273 (2007) 51-58
24. Xu W.H., and Denlinger D.L. Molecular characterization of prothoracicotropic hormone and diapause hormone in Heliothis virescens during diapause, and a new role for diapause hormone. Insect Mol Biol 12 (2003) 509-516
25. Yamashita O. Diapause hormone of the silkworm, Bombyx mori: structure, gene expression and function. J Insect Physiol 42 (1996) 669-679
26. Zdarek J., Nachman R.J., and Hayes T.K. Insect neuropeptides of the pyrokinin/PBAN family accelerate pupariation in the flesh fly (Sarcophaga bullata) larvae. In: Strand F., Beckwith W., and Sandman C. (Eds). Neuropeptides in development and aging 814 (1997), Ann NY Acad of Sci 67-72
27. Zhang Q., Zdarek J., Nachman R.J., and Denlinger D.L. Diapause hormone in the corn earworm, Helicoverpa zea: optimum temperature for activity, structure-activity relationships, and efficacy in accelerating flesh fly pupariation. Peptides (2008) 196-205
28. Zhang T.Y., Sun J.S., Zhang Q.R., Xu J., Jiang R.J., and Xu W.H. The diapause hormone-pheromone biosynthesis activating neuropeptide gene of Helicoverpa armigera encodes multiple peptides that break, rather than induce, diapause. J Insect Physiol 50 (2004) 547-554
29. Zhao J.Y., Xu W.H., and Kang L. Functional analysis of the SGNP I in the pupal diapause of the oriental tobacco, Helicoverpa assulta (Lepidoptera: Noctuidae). Regul Pept 118 (2004) 25-31
30. Zheng L., Lytle C., Njauw C.N., Altstein M., and Martins-Green M. Cloning and characterization of the pheromone biosynthesis activating neuropeptide receptor gene in Spodoptera littoralis larvae. Gene 393 (2007) 20-30