Two Blast-independent tools, CyPerl and CyExcel, for harvesting hundreds of novel cyclotides and analogues from plant genomes and protein databases
详细信息    查看全文
  • 作者:Jun Zhang (1) (2)
    Zhengshuang Hua (2)
    Zebo Huang (1)
    QiZhu Chen (1)
    Qingyun Long (1)
    David J. Craik (3)
    Alan J. M. Baker (4)
    Wensheng Shu (2)
    Bin Liao (2)

    1. School of Biosciences and Biopharmaceutics
    ; Guangdong Province Key Laboratory for Biotechnology Drug Candidates ; Guangdong Pharmaceutical University ; Guangzhou ; 510006 ; China
    2. School of Life Sciences
    ; State Key Laboratory of Biocontrol ; Sun Yat-sen University ; Guangzhou ; 510006 ; China
    3. Institute for Molecular Bioscience
    ; The University of Queensland ; Brisbane ; QLD ; 4072 ; Australia
    4. School of Botany
    ; The University of Melbourne ; Victoria ; 3010 ; Australia
  • 关键词:CyPerl ; CyExcel ; Cyclotides ; Genomes ; Protein databases ; Plant family
  • 刊名:Planta
  • 出版年:2015
  • 出版时间:April 2015
  • 年:2015
  • 卷:241
  • 期:4
  • 页码:929-940
  • 全文大小:2,552 KB
  • 参考文献:1. Aboye, TL, Ha, H, Majumder, S, Christ, F, Debyser, Z, Shekhtman, A, Neamati, N, Camarero, JA (2012) Design of a novel cyclotide-based CXCR4 antagonist with anti-human immunodeficiency virus (HIV)-1 activity. J Med Chem 55: pp. 10729-10734 468k" target="_blank" title="It opens in new window">CrossRef
    2. Avrutina, O, Schmoldt, H, Gabrijelcic-Geiger, D, Nguyen, D, Sommerhoff, CP, Diederichsen, U, Kolmar, H (2005) Trypsin inhibition by macrocyclic and open-chain variants of the squash inhibitor MCoTI-II. Biol Chem 386: pp. 1301-1306 48" target="_blank" title="It opens in new window">CrossRef
    3. Barbeta, BL, Marshall, AT, Gillon, AD, Craik, DJ, Anderson, MA (2008) Plant cyclotides disrupt epithelial cells in the midgut of Lepidopteran larvae. Proc Natl Acad Sci USA 105: pp. 1221-1225 4" target="_blank" title="It opens in new window">CrossRef
    4. Bokesch, HR, Pannell, LK, Cochran, PK, Sowder, RC, McKee, TC, Boyd, MR (2001) A novel anti-HIV macrocyclic peptide from Palicourea condensata. J Nat Prod 64: pp. 249-250 CrossRef
    5. Burman, R, Gruber, CW, Rizzardi, K, Herrmann, A, Craik, DJ, Gupta, MP, G枚ransson, U (2010) Cyclotide proteins and precursors from the genus Gloeospermum: filling a blank spot in the cyclotide map of Violaceae. Phytochemistry 71: pp. 13-20 CrossRef
    6. Burman, R, Gunasekera, S, Str枚mstedt, AA, G枚ransson, U (2014) Chemistry and biology of cyclotides: circular plant peptides outside the box. J Nat Prod 77: pp. 724-736 401055j" target="_blank" title="It opens in new window">CrossRef
    7. Chen, B, Colgrave, ML, Daly, NL, Rosengren, KJ, Gustafson, KR, Craik, DJ (2005) Isolation and characterization of novel cyclotides from Viola hederacea: solution structure and anti-HIV activity of vhl-1, a leaf-specific expressed cyclotide. J Biol Chem 28: pp. 22395-22405 4/jbc.M501737200" target="_blank" title="It opens in new window">CrossRef
    8. Colgrave, ML, Kotze, AC, Huang, YH, O鈥橤rady, J, Simonsen, SM, Craik, DJ (2008) Cyclotides: natural, circular plant peptides that possess significant activity against gastrointestinal nematode parasites of sheep. Biochemistry 47: pp. 5581-5589 CrossRef
    9. Conesa, A, G枚tz, S, Garc铆a-G贸mez, JM, Terol, J, Tal贸n, M, Robles, M (2005) Blast2GO: a universal tool for annotation, visualization and analysis in functional genomics research. Bioinformatics 21: pp. 3674-3676 CrossRef
    10. Craik, DJ (2012) Host-defense activities of cyclotides. Toxins (Basel) 4: pp. 139-156 4020139" target="_blank" title="It opens in new window">CrossRef
    11. Craik, DJ, Malik, U (2013) Cyclotide biosynthesis. Curr Opin Chem Biol 17: pp. 546-554 CrossRef
    12. Craik, DJ, Daly, NL, Bond, T, Waine, C (1999) Plant cyclotides: a unique family of cyclic and knotted proteins that defines the cyclic cystine knot structural motif. J Mol Biol 94: pp. 1327-1336 CrossRef
    13. Daly, NL, Gustafson, KR, Craik, DJ (2004) The role of the cyclic peptide backbone in the anti-HIV activity of the cyclotide kalata B1. FEBS Lett 574: pp. 69-72 4.08.007" target="_blank" title="It opens in new window">CrossRef
    14. Gerlach, SL, G枚ransson, U, Kaas, Q, Craik, DJ, Mondal, D, Gruber, CW (2013) A systematic approach to document cyclotide distribution in plant species from genomic, transcriptomic, and peptidomic analysis. Biopolymers 100: pp. 433-437 CrossRef
    15. G枚ransson, U, Sjogren, M, Svangard, E, Claeson, P, Bohlin, L (2004) Reversible antifouling effect of the cyclotide cycloviolacin O2 against barnacles. J Nat Prod 67: pp. 1287-1290 499719" target="_blank" title="It opens in new window">CrossRef
    16. Gruber, CW, Elliott, AG, Ireland, DC, Delprete, PG, Dessein, S, G枚ransson, U, Trabi, M, Wang, CK, Kinghorn, AB, Robbrecht, E, Craik, DJ (2008) Distribution and evolution of circular miniproteins in flowering plants. Plant Cell 20: pp. 2471-2483 CrossRef
    17. Gr眉ndemann, C, Thell, K, Lengen, K, Garcia-K盲ufer, M, Huang, YH, Huber, R, Craik, DJ, Schabbauer, G, Gruber, CW (2013) Cyclotides suppress human T-lymphocyte proliferation by an Interleukin 2-dependent mechanism. PLoS One 8: pp. e68016 CrossRef
    18. Gustafson, KR, Sowder, RC, Henderson, LE, Parsons, IC, Kashman, Y, Cardellina, JH, McMahon, JB, Buckheit, RB, Pannell, LK, Boyd, MR (1994) Circulins A and B. Novel human immunodeficiency virus (HIV)-inhibitory macrocyclic peptides from the tropical tree Chassalia parvifolia. J Am Chem Soc 116: pp. 9337-9338 4" target="_blank" title="It opens in new window">CrossRef
    19. Hellinger, R, Koehbach, J, Fedchuk, H, Sauer, B, Huber, R, Gruber, CW, Gr眉ndemann, C (2014) Immunosuppressive activity of an aqueous Viola tricolor herbal extract. J Ethnopharmacol 151: pp. 299-306 44" target="_blank" title="It opens in new window">CrossRef
    20. Herrmann, A, Burman, R, Mylne, JS, Karlsson, G, Gullbo, J, Craik, DJ, Clark, RJ, G枚ransson, U (2008) The alpine violet, Viola biflora, is a rich source of cyclotides with potent cytotoxicity. Phytochemistry 69: pp. 939-952 CrossRef
    21. Ireland, DC, Colgrave, ML, Nguyencong, P, Daly, NL, Craik, DJ (2006) Discovery and characterization of a linear cyclotide from Viola odorata: implications for the processing of circular proteins. J Mol Biol 357: pp. 1522-1535 CrossRef
    22. Jennings, C, West, J, Waine, C, Craik, D, Anderson, M (2001) Biosynthesis and insecticidal properties of plant cyclotides: the cyclic knotted proteins from Oldenlandia affinis. Proc Natl Acad Sci USA 98: pp. 10614-10619 CrossRef
    23. Ji, Y, Majumder, S, Millard, M, Borra, R, Bi, T, Elnagar, AY, Neamati, N, Shekhtman, A, Camarero, JA (2013) In vivo activation of the p53 tumor suppressor pathway by an engineered cyclotide. J Am Chem Soc 135: pp. 11623-11633 405108p" target="_blank" title="It opens in new window">CrossRef
    24. Kaas, Q, Craik, DJ (2010) Analysis and classification of circular proteins in CyBase. Biopolymers 94: pp. 584-591 424" target="_blank" title="It opens in new window">CrossRef
    25. Kedarisetti, P, Mizianty, MJ, Kaas, Q, Craik, DJ, Kurgan, L (2014) Prediction and characterization of cyclic proteins from sequences in three domains of life. Biochim Biophys Acta 1844: pp. 181-190 CrossRef
    26. Koehbach, J, Gruber, CW (2013) From ethnopharmacology to drug design. Commun Integr Biol 6: pp. e27583 4161/cib.27583" target="_blank" title="It opens in new window">CrossRef
    27. Koehbach, J, Attah, AF, Berger, A, Hellinger, R, Kutchan, TM, Carpenter, EJ, Rolf, M, Sonibare, MA, Moody, JO, Wong, GK, Dessein, S, Greger, H, Gruber, CW (2013) Cyclotide discovery in Gentianales revisited-identification and characterization of cyclic cystine-knot peptides and their phylogenetic distribution in Rubiaceae plants. Biopolymers 100: pp. 438-452 CrossRef
    28. Koehbach, J, O鈥橞rien, M, Muttenthaler, M, Miazzo, M, Akcan, M, Elliott, AG, Daly, NL, Harvey, PJ, Arrowsmith, S, Gunasekera, S, Smith, TJ, Wray, S, G枚ransson, U, Dawson, PE, Craik, DJ, Freissmuth, M, Gruber, CW (2013) Oxytocic plant cyclotides as templates for peptide G protein-coupled receptor ligand design. Proc Natl Acad Sci USA 110: pp. 21183-21188 CrossRef
    29. Lindholm, P, Goransson, U, Johansson, S, Claeson, P, Gullbo, J, Larsson, R, Bohlin, L, Backlund, A (2002) Cyclotides: a novel type of cytotoxic agents. Mol Cancer Ther 1: pp. 365-369
    30. Mulvenna, JP, Wang, C, Craik, DJ (2006) CyBase: a database of cyclic protein sequence and structure. Nucleic Acids Res 34: pp. D192-D194 CrossRef
    31. Mylne, JS, Wang, CK, Weerden, NL, Craik, DJ (2010) Cyclotides are a component of the innate defense of Oldenlandia affinis. Biopolymers 94: pp. 635-646 419" target="_blank" title="It opens in new window">CrossRef
    32. Mylne, JS, Chan, LY, Chanson, AH, Daly, NL, Schaefer, H, Bailey, TL, Nguyencong, P, Cascales, L, Craik, DJ (2012) Cyclic peptides arising by evolutionary parallelism via asparaginyl-endopeptidase-mediated biosynthesis. Plant Cell 24: pp. 2765-2778 CrossRef
    33. Nguyen, GK, Zhang, S, Nguyen, NT, Nguyen, PQ, Chiu, MS, Hardjojo, A, Tam, JP (2011) Discovery and characterization of novel cyclotides originated from chimeric precursors consisting of albumin-1 chain a and cyclotide domains in the Fabaceae family. J Biol Chem 286: pp. 24275-24287 4/jbc.M111.229922" target="_blank" title="It opens in new window">CrossRef
    34. Nguyen, GK, Lim, WH, Nguyen, PQ, Tam, JP (2012) Novel cyclotides and uncyclotides with highly shortened precursors from Chassalia chartacea and effects of methionine oxidation on bioactivities. J Biol Chem 287: pp. 17598-17607 4/jbc.M111.338970" target="_blank" title="It opens in new window">CrossRef
    35. Nguyen, GK, Lian, Y, Pang, EW, Nguyen, PQ, Tran, TD, Tam, JP (2013) Discovery of linear cyclotides in monocot plant Panicum laxum of Poaceae family provides new insights into evolution and distribution of cyclotides in plants. J Biol Chem 288: pp. 3370-3380 4/jbc.M112.415356" target="_blank" title="It opens in new window">CrossRef
    36. Park, S, Str枚mstedt, AA, G枚ransson, U (2014) Cyclotide structure-activity relationships: qualitative and quantitative approaches linking cytotoxic and anthelmintic activity to the clustering of physicochemical forces. PLoS One 9: pp. e91430 430" target="_blank" title="It opens in new window">CrossRef
    37. Poth, AG, Colgrave, ML, Lyons, RE, Daly, NL, Craik, DJ (2011) Discovery of an unusual biosynthetic origin for circular proteins in legumes. Proc Natl Acad Sci USA 108: pp. 10127-10132 CrossRef
    38. Poth, AG, Colgrave, ML, Philip, R, Kerenga, B, Daly, NL, Anderson, MA, Craik, DJ (2011) Discovery of cyclotides in the Fabaceae plant family provides new insights into the cyclization, evolution, and distribution of circular proteins. ACS Chem Biol 6: pp. 345-355 CrossRef
    39. Poth, AG, Mylne, JS, Grassl, J, Lyons, RE, Millar, AH, Colgrave, ML, Craik, DJ (2012) Cyclotides associate with leaf vasculature and are the products of a novel precursor in petunia (Solanaceae). J Biol Chem 287: pp. 27033-27046 4/jbc.M112.370841" target="_blank" title="It opens in new window">CrossRef
    40. Poth, AG, Chan, LY, Craik, DJ (2013) Cyclotides as grafting frameworks for protein engineering and drug design applications. Biopolymers 100: pp. 480-491 4" target="_blank" title="It opens in new window">CrossRef
    41. Qin, Q, McCallum, EJ, Kaas, Q, Suda, J, Saska, I, Craik, DJ, Mylne, JS (2010) Identification of candidates for cyclotide biosynthesis and cyclisation by expressed sequence tag analysis of Oldenlandia affinis. BMC Genom 11: pp. 111 471-2164-11-111" target="_blank" title="It opens in new window">CrossRef
    42. Schroeder, CI, Swedberg, JE, Craik, DJ (2013) Recent progress towards pharmaceutical applications of disulfide-rich cyclic peptides. Curr Protein Pept Sci 14: pp. 532-542 4/13892037113149990069" target="_blank" title="It opens in new window">CrossRef
    43. Shenkarev, ZO, Nadezhdin, KD, Lyukmanova, EN, Sobol, VA, Skjeldal, L, Arseniev, AS (2008) Divalent cation coordination and mode of membrane interaction in cyclotides: NMR spatial structure of ternary complex Kalata B7/Mn2 +/DPC micelle. J Inorg Biochem 102: pp. 1246-1256 CrossRef
    44. Simonsen, SM, Sando, L, Ireland, DC, Colgrave, ML, Bharathi, R, G枚ransson, U, Craik, DJ (2005) A continent of plant defense peptide diversity: cyclotides in Australian Hybanthus (Violaceae). Plant Cell 17: pp. 3176-3189 4678" target="_blank" title="It opens in new window">CrossRef
    45. Skjeldal, L, Gran, L, Sletten, K, Volkman, BF (2002) Refined structure and metal binding site of the kalata B1 peptide. Arch Biochem Biophys 399: pp. 142-148 CrossRef
    46. Svangard, E, Goransson, U, Hocaoglu, Z, Gullbo, J, Larsson, R, Claeson, P, Bohlin, L (2004) Cytotoxic cyclotides from Viola tricolor. J Nat Prod 67: pp. 144-147 CrossRef
    47. Tam, JP, Lu, YA, Yang, JL, Chiu, KW (1999) An unusual structural motif of antimicrobial peptides containing end-to-end macrocycle and cystine-knot disulfides. Proc Natl Acad Sci USA 96: pp. 8913-8918 CrossRef
    An update of the Angiosperm Phylogeny Group classification for the orders and families of flowering plants: APG III. Bot J Lin Soc 161: pp. 105-121 CrossRef
    48. Trabi, M, Craik, DJ (2004) Tissue-specific expression of head-to-tail cyclized miniproteins in Violaceae and structure determination of the root cyclotide Viola hederacea root cyclotide1. Plant Cell 16: pp. 2204-2216 4.021790" target="_blank" title="It opens in new window">CrossRef
    49. Trabi, M, Svang氓rd, E, Herrmann, A, G枚ransson, U, Claeson, P, Craik, DJ, Bohlin, L (2004) Variations in cyclotide expression in Viola species. J Nat Prod 67: pp. 806-810 4068e" target="_blank" title="It opens in new window">CrossRef
    50. Wang, CK, Colgrave, ML, Gustafson, KR, Ireland, DC, G枚ransson, U, Craik, DJ (2007) Anti-HIV cyclotides from the Chinese medicinal herb Viola yedoensis. J Nat Prod 71: pp. 47-52 CrossRef
    51. Wang, CK, Kaas, Q, Chiche, L, Craik, DJ (2008) CyBase, a database of cyclic protein sequences and structures, with applications in protein discovery and engineering. Nucleic Acids Res 36: pp. D206-D210 CrossRef
    52. Zarrabi, M, Dalirfardouei, R, Sepehrizade, Z, Kermanshahi, RK (2013) Comparison of the antimicrobial effects of semipurified cyclotides from Iranian Viola odorata against some of plant and human pathogenic bacteria. J Appl Microbiol 115: pp. 367-375 CrossRef
    53. Zhang, J, Hu, M, Li, JT, Guan, JP, Yang, B, Shu, WS, Liao, B (2009) A transcriptional profile of metallophyte Viola baoshanensis involved in general and species-specific cadmium-defense mechanisms. J Plant Physiol 166: pp. 862-870 CrossRef
    54. Zhang, J, Liao, B, Craik, DJ, Li, JT, Hu, M, Shu, WS (2009) Identification of two suites of cyclotide precursor genes from metallophyte Viola baoshanensis: cDNA sequence variation, alternative RNA splicing and potential cyclotide diversity. Gene 431: pp. 23-32 CrossRef
  • 刊物主题:Plant Sciences; Agriculture; Ecology; Forestry;
  • 出版者:Springer Berlin Heidelberg
  • ISSN:1432-2048
文摘
Main conclusion Two high-throughput tools harvest hundreds of novel cyclotides and analogues in plants. Cyclotides are gene-encoded backbone-cyclized polypeptides displaying a diverse range of bioactivities associated with plant defense. However, genome-scale or database-scale evaluations of cyclotides have been rare so far. Here, a novel time-efficient Perl program, CyPerl, was developed for searching cyclotides from predicted ORFs of 34 available plant genomes and existing plant protein sequences from Genbank databases. CyPerl-isolated sequences were further analyzed by removing repeats, evaluating their cysteine-distributed regions (CDRs) and comparing with CyBase-collected cyclotides in a user-friendly Excel (Microsoft Office) template, CyExcel. After genome-screening, 186 ORFs containing 145 unique cyclotide analogues were identified by CyPerl and CyExcel from 30 plant genomes tested from 10 plant families. Phaseolus vulgaris and Zea mays were the richest two species containing cyclotide analogues in the plants tested. After screening protein databases, 266 unique cyclotides and analogues were identified from seven plant families. By merging with 288 unique CyBase-listed cyclotides, 510 unique cyclotides and analogues were obtained from 13 plant families. In total, seven novel plant families containing cyclotide analogues and 202 novel cyclotide analogues were identified in this study. This study has established two Blast-independent tools for screening cyclotides from plant genomes and protein databases, and has also significantly widened the plant distribution and sequence diversity of cyclotides and their analogues.

© 2004-2018 中国地质图书馆版权所有 京ICP备05064691号 京公网安备11010802017129号

地址:北京市海淀区学院路29号 邮编:100083

电话:办公室:(+86 10)66554848;文献借阅、咨询服务、科技查新:66554700