Cited by 16Chemical Synthesis and AnalysisCancer-related Molecular PathwaysRNA Interference and Gene Delivery

Conjugation of spermine enhances cellular uptake of the stapled peptide-based inhibitors of p53-Mdm2 interaction

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Muppidi, Avinash, Li, Xiaolong, Chen, Jiandong, Lin, Qing·2011·Bioorganic & Medicinal Chemistry Letters

Abstract

We report the first synthesis of the C-terminally spermine-conjugated stapled peptide-based inhibitors of the p53-Mdm2 interaction. Subsequent biological, biophysical and cellular uptake assays with the spermine-conjugated stapled peptides revealed that spermine conjugation minimally affects biological activity while significantly increases peptide helicity and cellular uptake without apparent cytotoxicity.

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Crossref · 10.1016/j.bmcl.2011.10.009

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  1. [5](a) Bracken C Gulyas J Taylor JW Baum J J Am Chem Soc 1994 116 6431 (b) Phelan CJ Skelton NJ Braisted AC McDowell RS J Am Chem Soc 1997 119 455 (c) Harrison RS Shepherd NE Hoang HN Ruiz-Gomez G Hill TA Driver RW Desai VS Young PR Abbenante G Fairlie DP Proc Natl Acad Sci USA 2010 107 11686 20543141 PMC2900680

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Authors
Muppidi, A., Li, X., Chen, J., & Lin, Q.
Affiliations
  • University at Buffalo, State University of New York (US)
  • Moffitt Cancer Center (US)
  • University of South Florida (US)
Corresponding author
Lin, Qing
Venue
Bioorganic & Medicinal Chemistry Letters
Publisher
Elsevier BV
Published
2011-12
Volume
21
Issue
24
Pages
7412-7415
ISSN
0960-894X (ISSN-L)
OpenAlex
W2018227338
Cited by
16
References
30
Citations by year
2026: 1 · 2024: 1 · 2023: 1 · 2021: 1 · 2018: 2 · 2016: 1 · 2015: 2 · 2014: 5 · 2013: 1 · 2012: 1
FWCI
0.91
Type
journal article
Language
en
Open access
Locations
  • Bioorganic & Medicinal Chemistry Letters (publishedVersion)
  • PubMed (publishedVersion)
  • Europe PMC (PubMed Central) (acceptedVersion)
  • PubMed Central (acceptedVersion)
Funders
  • Elsa U. Pardee Foundation
  • National Cancer Institute (R01CA109636, CA 109636, CA 118210, P01CA118210)
Topics
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Chemical Synthesis and Analysis
  • Health Sciences › Medicine › Oncology › Cancer-related Molecular Pathways
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › RNA Interference and Gene Delivery
Keywords
stapled peptides, p53-MDM2 interaction, peptide inhibitors, cellular uptake, peptide helicity, p53
MeSH terms
Amino Acid Sequence, Cell Survival, Cells, Circular Dichroism, HeLa Cells, Humans, Microscopy, Fluorescence, Peptides, Spermine, Tumor Suppressor Protein p53, Fluorescein, Proto-Oncogene Proteins c-mdm2

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