Plants Defense-related Cyclic Peptides: Diversity, Structure and Applications

Lima, Sheyla Maria Lemos; Benko‐Iseppon, Ana Maria; Neto, João M.; Amorim, Lidiane; Neto, José Cipolla; Crovella, Sérgio; Pandolfi, Valesca

doi:10.2174/1389203717666160724194119

Cited by 6 publications

(4 citation statements)

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“…108,117,145,176,179,188,217,218,238,254,261,266,277,301,[311][312][313]318,[325][326][327][328]347,348 CyBase (www.cybase.org.au) 87,127 is a database dedicated to the curation and cataloguing of cyclotide data and contains a wealth of information on cyclotide sequences, structures and biological activities, as well as incorporating several useful tools for the analysis of cyclotide data. 171 Additional background reading may be found in a book 298 and selected key reviews from the last five years (2014-2019) 273,[353][354][355]384,417 covering broad aspects of cyclotide chemistry and biology as well as in specialized reviews on their discovery, 354 structures, 274 bioactivities 303,[354][355][356]366,383 and applications. 95,272,275,…”

Section: Introductionmentioning

confidence: 99%

“…CyBase () , is a database dedicated to the curation and cataloguing of cyclotide data and contains a wealth of information on cyclotide sequences, structures, and biological activities and incorporates several useful tools for the analysis of cyclotide data . Additional background reading may be found in a book and selected key reviews from the last 5 years (2014–2019) ,− ,, covering broad aspects of cyclotide chemistry and biology as well as specialized reviews on their discovery, structures, bioactivities, ,− ,, and applications. ,,,,,− ,,,, Previous reviews − ,− ,− ,− ,− ,− ,− ,− provide valuable insights into how the cyclotide field d...…”

Section: Introductionmentioning

confidence: 99%

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Cyclotides: From Structure to Function

2019

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Early studies of cyclotides [7][8][9][13][14][15] were based on discovery and characterization efforts at the peptide level. The general approach for these studies involved either bioassay-guided or mass-guided fractionation of plant extracts, followed by peptide isolation and purification, amino acid analysis, Edman sequencing and chemical, NMR 9 or mass spectrometry-based 10 approaches to deduce disulfide connectivity. The first step in many of the early discovery programs was a pre-screening procedure to determine if a given plant tissue might contain cyclotides (Figure 3). Various protocols 13,15,57,69,116,123 have been reported for quickly screening if a plant might be cyclotide-positive, with the simplest based on extraction (using dichloromethane/methanol, aqueous acetonitrile, or aqueous buffer) and purification on a C18 reverse phase column followed by a main-screen. The latter typically involves (A) examination of a reversed phase HPLC-MS profile for late-eluting peaks that are (B) in the mass range 2800-4000 Da and (C) contain six Cys residues as judged by a mass shift of 348 Da after reduction and S-alkylation, as shown in Figure 3. 116 The rationale for the target HPLC elution range was that all of the cyclotides discovered in early studies were somewhat hydrophobic and eluted relatively late on HPLC. Similarly, many of the initial cyclotides were in the mass range 2500-4000 Da and it was assumed that new cyclotides would fall within a similar range. Finally, by definition, a cyclotide must contain six Cys residues so the mass shift test in step C of the screen provided a simple way of testing for that criterion. An example of the 348 Da mass shift after reduction and alkylation is illustrated for the identification of the cyclotide Cter A from Clitoria ternatea (butterfly pea) seeds in Figure 3. Chassalia chartacea chassatides 235 Chassalia curviflora chacur c Chassalia discolor CD-1 c Chassalia parvifolia circulins 7,22,406 Hedyotis biflora hedyotides 207,213,280,350 H. centranthoides hcf-1 c H. terminalis htf-1 c Oldenlandia affinis kalata peptides 1-5,9 Palicourea condensata palicoureins 25 P. rigida parigidin-br1 236,329,345 P. tetragona paltet 1 c Psychotria brachiata psybra 1 c Psychotria brachyceras Psyleio and psybry peptides c Psychotria leiocarpa Psyleio peptides 338 Psychotria leptothyrsa psyle peptides 157,158 Psychotria longipes cyclopsychotride A 8 Psychotria poeppigiana psypoe 1 Psychotria solitudinum psysol 2 305 Psychotria suterella PS-1 c Cucurbitaceae Momordica clarkeana TI peptides 315 These trypsin inhibitor cyclotides are also referred to as cyclic knottins; typically, these peptides are found only in seeds. M. cochinchinensis MCoTI peptides 24 M. denticulate TI peptides 315 M. diocia Modi peptides 424 M. gilgiana TI peptides 315 M. macrophylla TI peptides 315 M. subangulata TI peptides 315 Fabaceae Clitoria ternatea Cter peptides; 204 cliotides 206 These cyclotides are biosynthetically processed from 'hijacked' genes (i.e. from albumin genes in which an ancestral albumin subun...

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Cyclotides: From Structure to Function

2019

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“…150 This motif is composed by a head-to-tail cyclization that is stabilized by a knotted arrangement of disulfide bridges, with 6 conserved cysteines, connected as follows: C1-2, C3-6, C4-5. 151 Cyclotides are generally divided into 2 subfamilies, Mӧbius and Bracelets, based on structural aspects. In addition to CCKs, 2 loops (between C1-2 and C4-5) have high similarity between both subfamilies, while the other 2 loops (between C2-3 and C3-4) exhibit some conservation within the subfamilies 152,153 (Supplementary Figure S7).…”

Section: Cyclotidementioning

confidence: 99%

Plant Antimicrobial Peptides: State of the Art, In Silico Prediction and Perspectives in the Omics Era

Santos-Silva

Zupin

Oliveira-Lima

et al. 2020

Bioinform Biol Insights

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Even before the perception or interaction with pathogens, plants rely on constitutively guardian molecules, often specific to tissue or stage, with further expression after contact with the pathogen. These guardians include small molecules as antimicrobial peptides (AMPs), generally cysteine-rich, functioning to prevent pathogen establishment. Some of these AMPs are shared among eukaryotes (eg, defensins and cyclotides), others are plant specific (eg, snakins), while some are specific to certain plant families (such as heveins). When compared with other organisms, plants tend to present a higher amount of AMP isoforms due to gene duplications or polyploidy, an occurrence possibly also associated with the sessile habit of plants, which prevents them from evading biotic and environmental stresses. Therefore, plants arise as a rich resource for new AMPs. As these molecules are difficult to retrieve from databases using simple sequence alignments, a description of their characteristics and in silico (bioinformatics) approaches used to retrieve them is provided, considering resources and databases available. The possibilities and applications based on tools versus database approaches are considerable and have been so far underestimated.

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“…Aspects of the systemic defense are evaluated in this volume, considering two plant antimicrobial peptide classes covered: snakins (review of Oliveira-Lima et al [11]) and cyclic peptides (review of Lima et al [12]), key defense players but still poorly understood considering their uses as antimicrobial agents and from an evolutionary point of view considering their prevalence in certain plant groups. Plant antimicrobial peptides have been considered as potential agents for agricultural use for plant defense as also to generate new drugs for human consumption.…”

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confidence: 99%

Editorial (Thematic Issue: Plant Immunity and Beyond: Signals from Proteins & Peptides)

Benko‐Iseppon¹,

Crovella

2017

CPPS

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Plants are the primary and most important source of food for human consumption, besides their ecological importance, since they define the diverse ecosystems worldwide. Because of their position in the ecological chain as primary supplier of biomass and food for other organisms, plants are also fundamental for animals, fungi and microorganisms, and some of them are also beneficial to other plants. Humans rely mostly on plant products for food, and many plants provide important non-food products, including wood, textiles, medicines, cosmetics, soaps, rubber, plastics, paints and other industrial chemicals. Moreover, plants are also fundamental for animal feeding, including not only mammals (e.g. cattle, sheep and goats), but also poultry and aquaculture (e.g., fish and shrimp farming).

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Plants Defense-related Cyclic Peptides: Diversity, Structure and Applications

Cited by 6 publications

References 0 publications

Cyclotides: From Structure to Function

Cyclotides: From Structure to Function

Plant Antimicrobial Peptides: State of the Art, In Silico Prediction and Perspectives in the Omics Era

Editorial (Thematic Issue: Plant Immunity and Beyond: Signals from Proteins & Peptides)

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