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Literature DB >> 21277201

Synthesis of cell-permeable stapled peptide dual inhibitors of the p53-Mdm2/Mdmx interactions via photoinduced cycloaddition.

Michael M Madden¹, Avinash Muppidi, Zhenyu Li, Xiaolong Li, Jiandong Chen, Qing Lin.

Abstract

We report the first application of a photoinduced 1,3-dipolar cycloaddition reaction to 'staple' a peptide dual inhibitor of the p53-Mdm2/Mdmx interactions. A series of stapled peptide inhibitors were efficiently synthesized and showed excellent dual inhibitory activity in ELISA assay. Furthermore, the positively charged, stapled peptides showed enhanced cellular uptake along with modest in vivo activity.

Entities: CellLine Chemical Disease Gene Species

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Year: 2011 PMID： 21277201 PMCID： PMC3057119 DOI： 10.1016/j.bmcl.2011.01.004

Source DB: PubMed Journal: Bioorg Med Chem Lett ISSN： 0960-894X Impact factor: 2.823

26 in total

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4. High affinity interaction of the p53 peptide-analogue with human Mdm2 and Mdmx.

Authors: Anna Czarna; Grzegorz M Popowicz; Aleksandra Pecak; Siglinde Wolf; Grzegorz Dubin; Tad A Holak
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5. Structure-based design of high affinity peptides inhibiting the interaction of p53 with MDM2 and MDMX.

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7. Bridged beta(3)-peptide inhibitors of p53-hDM2 complexation: correlation between affinity and cell permeability.

Authors: Arjel D Bautista; Jacob S Appelbaum; Cody J Craig; Julien Michel; Alanna Schepartz
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8. Activation of apoptosis in vivo by a hydrocarbon-stapled BH3 helix.

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9. HdmX stimulates Hdm2-mediated ubiquitination and degradation of p53.

Authors: Laëtitia K Linares; Arnd Hengstermann; Aaron Ciechanover; Stefan Müller; Martin Scheffner
Journal: Proc Natl Acad Sci U S A Date: 2003-09-24 Impact factor: 11.205

10. Facile synthesis of stapled, structurally reinforced peptide helices via a photoinduced intramolecular 1,3-dipolar cycloaddition reaction.

Authors: Michael M Madden; Claudia I Rivera Vera; Wenjiao Song; Qing Lin
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30 in total

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Review 4. An enhanced functional interrogation/manipulation of intracellular signaling pathways with the peptide 'stapling' technology.

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5. Translational synthetic chemistry.

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6. Synthesis of cell-permeable stapled BH3 peptide-based Mcl-1 inhibitors containing simple aryl and vinylaryl cross-linkers.

Authors: Avinash Muppidi; Kenichiro Doi; Carlo P Ramil; Hong-Gang Wang; Qing Lin
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Review 7. Photoinducible bioorthogonal chemistry: a spatiotemporally controllable tool to visualize and perturb proteins in live cells.

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