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Novel flax orbitide derived from genetic deletion.
BMC Plant Biol. 2018 May 21; 18(1):90.BP

Abstract

BACKGROUND

Flaxseed orbitides are homodetic plant cyclic peptides arising from ribosomal synthesis and post-translation modification (N to C cyclization), and lacking cysteine double bonds (Nat Prod Rep 30:108-160, 2013). Screening for orbitide composition was conducted on the flax core collection (FCC) grown at both Saskatoon, Saskatchewan and Morden, Manitoba over three growing seasons (2009-2011). Two flax (Linum usitatissimum L.) accessions 'Hollandia' (CN 98056) and 'Z 11637' (CN 98150) produce neither [1-9-NαC]-linusorb B2 (3) nor [1-9-NαC]-linusorb B3 (1). Mass spectrometry was used to identify novel compounds and elucidate their structure. NMR spectroscopy was used to corroborate structural information.

RESULTS

Experimental findings indicated that these accessions produce a novel orbitide, identified in three oxidation states having quasimolecular ion peaks at m/z 1072.6 (18), 1088.6 (19), and 1104.6 (20) [M + H]+ corresponding to molecular formulae C57H86N9O9S, C57H86N9O10S, and C57H86N9O11S, respectively. The structure of 19 was confirmed unequivocally as [1-9-NαC]-OLIPPFFLI. PCR amplification and sequencing of the gene coding for 18, using primers developed for 3 and 1, identified the putative linear precursor protein of 18 as being comprised of the first three amino acid residues of 3 (MLI), four conserved amino acid residues of 3 and/or 1 (PPFF), and the last two residues of 1 (LI).

CONCLUSION

Comparison of gene sequencing data revealed that a 117 base pair deletion had occurred that resulted in truncation of both 3 and 1 to produce a sequence encoding for the novel orbitide precursor of 18. This observation suggests that repeat units of flax orbitide genes are conserved and suggests a novel mechanism for evolution of orbitide gene diversity. Orbitides 19 and 20 contain MetO and MetO2, respectively, and are not directly encoded, but are products of post-translation modification of Met present in 18 ([1-9-NαC]-MLIPPFFLI).

Authors+Show Affiliations

Department of Plant Sciences, College of Agriculture and Bioresources, University of Saskatchewan, Saskatoon, SK, S7N 5A8, Canada. pete.burnett@usask.ca.Department of Plant Sciences, College of Agriculture and Bioresources, University of Saskatchewan, Saskatoon, SK, S7N 5A8, Canada.Department of Food and Bioproduct Sciences, College of Agriculture and Bioresources, University of Saskatchewan, Saskatoon, SK, S7N 5A8, Canada.Department of Plant Sciences, College of Agriculture and Bioresources, University of Saskatchewan, Saskatoon, SK, S7N 5A8, Canada.Department of Plant Sciences, College of Agriculture and Bioresources, University of Saskatchewan, Saskatoon, SK, S7N 5A8, Canada.Department of Plant Sciences, College of Agriculture and Bioresources, University of Saskatchewan, Saskatoon, SK, S7N 5A8, Canada. martin.reaney@usask.ca. Guangdong Saskatchewan Oilseed Joint Laboratory, Department of Food Science and Engineering, Jinan University, Guangzhou, 510632, Guangdong, China. martin.reaney@usask.ca.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

29783946

Citation

Burnett, Peta-Gaye Gillian, et al. "Novel Flax Orbitide Derived From Genetic Deletion." BMC Plant Biology, vol. 18, no. 1, 2018, p. 90.
Burnett PG, Young LW, Olivia CM, et al. Novel flax orbitide derived from genetic deletion. BMC Plant Biol. 2018;18(1):90.
Burnett, P. G., Young, L. W., Olivia, C. M., Jadhav, P. D., Okinyo-Owiti, D. P., & Reaney, M. J. T. (2018). Novel flax orbitide derived from genetic deletion. BMC Plant Biology, 18(1), 90. https://doi.org/10.1186/s12870-018-1303-8
Burnett PG, et al. Novel Flax Orbitide Derived From Genetic Deletion. BMC Plant Biol. 2018 May 21;18(1):90. PubMed PMID: 29783946.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Novel flax orbitide derived from genetic deletion. AU - Burnett,Peta-Gaye Gillian, AU - Young,Lester Warren, AU - Olivia,Clara Marisa, AU - Jadhav,Pramodkumar Dinkar, AU - Okinyo-Owiti,Denis Paskal, AU - Reaney,Martin John Tarsisius, Y1 - 2018/05/21/ PY - 2018/01/03/received PY - 2018/04/30/accepted PY - 2018/5/23/entrez PY - 2018/5/23/pubmed PY - 2019/1/30/medline KW - Cyclolinopeptides KW - Linum usitatissimum L. KW - Mass spectrometry KW - Orbitides KW - Plant genetic resources KW - Sequencing SP - 90 EP - 90 JF - BMC plant biology JO - BMC Plant Biol. VL - 18 IS - 1 N2 - BACKGROUND: Flaxseed orbitides are homodetic plant cyclic peptides arising from ribosomal synthesis and post-translation modification (N to C cyclization), and lacking cysteine double bonds (Nat Prod Rep 30:108-160, 2013). Screening for orbitide composition was conducted on the flax core collection (FCC) grown at both Saskatoon, Saskatchewan and Morden, Manitoba over three growing seasons (2009-2011). Two flax (Linum usitatissimum L.) accessions 'Hollandia' (CN 98056) and 'Z 11637' (CN 98150) produce neither [1-9-NαC]-linusorb B2 (3) nor [1-9-NαC]-linusorb B3 (1). Mass spectrometry was used to identify novel compounds and elucidate their structure. NMR spectroscopy was used to corroborate structural information. RESULTS: Experimental findings indicated that these accessions produce a novel orbitide, identified in three oxidation states having quasimolecular ion peaks at m/z 1072.6 (18), 1088.6 (19), and 1104.6 (20) [M + H]+ corresponding to molecular formulae C57H86N9O9S, C57H86N9O10S, and C57H86N9O11S, respectively. The structure of 19 was confirmed unequivocally as [1-9-NαC]-OLIPPFFLI. PCR amplification and sequencing of the gene coding for 18, using primers developed for 3 and 1, identified the putative linear precursor protein of 18 as being comprised of the first three amino acid residues of 3 (MLI), four conserved amino acid residues of 3 and/or 1 (PPFF), and the last two residues of 1 (LI). CONCLUSION: Comparison of gene sequencing data revealed that a 117 base pair deletion had occurred that resulted in truncation of both 3 and 1 to produce a sequence encoding for the novel orbitide precursor of 18. This observation suggests that repeat units of flax orbitide genes are conserved and suggests a novel mechanism for evolution of orbitide gene diversity. Orbitides 19 and 20 contain MetO and MetO2, respectively, and are not directly encoded, but are products of post-translation modification of Met present in 18 ([1-9-NαC]-MLIPPFFLI). SN - 1471-2229 UR - https://www.unboundmedicine.com/medline/citation/29783946/Novel_flax_orbitide_derived_from_genetic_deletion_ L2 - https://bmcplantbiol.biomedcentral.com/articles/10.1186/s12870-018-1303-8 DB - PRIME DP - Unbound Medicine ER -