Cited by 88Chemical Synthesis and AnalysisAntimicrobial Peptides and ActivitiesBiochemical and Structural Characterization

Cyclization of the Antimicrobial Peptide Gomesin with Native Chemical Ligation: Influences on Stability and Bioactivity

Chan, Lai Yue, Zhang, Veronica M., Huang, Yen‐hua, Waters, Norman C., Bansal, Paramjit S., Craik, David J., Daly, Norelle L.·2013·ChemBioChem

Abstract

Gomesin is an 18‐residue peptide originally isolated from the hemocytes of the Brazilian spider Acanthoscurria gomesiana. A broad spectrum of bioactivities have been attributed to gomesin, including in vivo and in vitro cytotoxicity against tumour cells, antimicrobial, antifungal, anti‐Leishmania and antimalarial effects. Given the potential therapeutic applications of gomesin, it was of interest to determine if an engineered version with a cyclic backbone has improved stability and bioactivity. Cyclization has been shown to confer enhanced stability and activity to a range of bioactive peptides and, in the case of a cone snail venom peptide, confer oral activity in a pain model. The current study demonstrates that cyclization improves the in vitro stability of gomesin over a 24 hour time period and enhances cytotoxicity against a cancer cell line without being toxic to a noncancerous cell line. In addition, antimalarial activity is enhanced upon cyclization. These findings provide additional insight into the influences of backbone cyclization on the therapeutic potential of peptides.

Integrity signals

Registry

Crossref · 10.1002/cbic.201300034

Cites

46 of 46 references verified0 citation errors · 0 not checkable

Statistics

Recomputing p-values needs the paper’s full text.

Claims the paper makes

This paper’s full text isn’t openly available, so its claims and self-check weren’t run. The registry and citation checks still apply.

Cites

Flagged first, then by citations

Cited by

Sorted by citations

Authors
Chan, L. Y., Zhang, V. M., Huang, Y., Waters, N. C., Bansal, P. S., Craik, D. J., & Daly, N. L.
Affiliations
  • The University of Queensland (AU)
  • Australian Nuclear Science and Technology Organisation (AU)
Corresponding author
Daly, Norelle L.
Venue
ChemBioChem
Publisher
Wiley
Published
2013-02-20
Volume
14
Issue
5
Pages
617-624
ISSN
  • 1439-4227 (ISSN-L)
  • 1439-7633
OpenAlex
W2067337286
Cited by
88
References
46
Citations by year
2026: 7 · 2025: 10 · 2024: 5 · 2023: 5 · 2022: 15 · 2021: 3 · 2020: 12 · 2019: 7 · 2018: 4 · 2017: 4 · 2016: 5 · 2015: 8 · 2014: 3
FWCI
2.39
Type
journal article
Language
en
Open access
closed
Locations
  • ChemBioChem (publishedVersion)
  • PubMed (publishedVersion)
  • ResearchOnline at James Cook University (James Cook University) (submittedVersion)
  • The Australian Nuclear Science and Technology Organisation Institutional Repository (The Australian Nuclear Science and Technology Organisation) (submittedVersion)
Topics
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Chemical Synthesis and Analysis
  • Life Sciences › Immunology and Microbiology › Microbiology › Antimicrobial Peptides and Activities
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Biochemical and Structural Characterization
Keywords
gomesin, antimicrobial peptides, peptide cyclization, native chemical ligation, spider venom peptides, peptide stability, cytotoxicity, antimalarial activity, antifungal activity
MeSH terms
Amino Acid Sequence, Animals, Anti-Infective Agents, Antimalarials, Cell Membrane, Cyclization, HeLa Cells, Humans, Molecular Sequence Data, Spiders, Sequence Alignment, Protein Structure, Secondary, Antimicrobial Cationic Peptides, Cell Line, Tumor, Protein Stability

About these checks

Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.

Statistics and arithmetic are recomputed, not judged.

Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.

What counts as a claim ›How we measure confidence ›How we check this ›

Are you an author, or do you see a problem with this page? Request a review