Literature DB >> 32657583

Optimization of the Linker Domain in a Dimeric Compound that Degrades an r(CUG) Repeat Expansion in Cells.

Raphael I Benhamou1, Masahito Abe1, Shruti Choudhary1, Samantha M Meyer1, Alicia J Angelbello1, Matthew D Disney1.   

Abstract

RNA repeat expansions are responsible for more than 30 incurable diseases. Among them is myotonic dystrophy type 1 (DM1), the most common form of adult on-set muscular dystrophy. DM1 is caused by an r(CUG) repeat expansion [r(CUG)exp] located in the 3' untranslated region (UTR) of the dystrophia myotonica protein kinase gene. This repeat expansion is highly structured, forming a periodic array of 5'CUG/3'GUC internal loop motifs. We therefore designed dimeric compounds that simultaneously bind two of these motifs by connecting two RNA-binding modules with peptoid linkers of different geometries and lengths. The optimal linker contains two proline residues and enhances compound affinity. Equipping this molecule with a bleomycin A5 cleaving module converts the simple binding compound into a potent allele-selective cleaver of r(CUG)exp. This study shows that the linker in modularly assembled ligands targeting RNA can be optimized to afford potent biological activity.

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Year:  2020        PMID: 32657583      PMCID: PMC7450518          DOI: 10.1021/acs.jmedchem.0c00558

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  42 in total

1.  Two high-throughput screening assays for aberrant RNA-protein interactions in myotonic dystrophy type 1.

Authors:  Catherine Z Chen; Krzysztof Sobczak; Jason Hoskins; Noel Southall; Juan J Marugan; Wei Zheng; Charles A Thornton; Christopher P Austin
Journal:  Anal Bioanal Chem       Date:  2012-01-05       Impact factor: 4.142

2.  Failure of MBNL1-dependent post-natal splicing transitions in myotonic dystrophy.

Authors:  Xiaoyan Lin; Jill W Miller; Ami Mankodi; Rahul N Kanadia; Yuan Yuan; Richard T Moxley; Maurice S Swanson; Charles A Thornton
Journal:  Hum Mol Genet       Date:  2006-05-22       Impact factor: 6.150

3.  Precise small-molecule recognition of a toxic CUG RNA repeat expansion.

Authors:  Suzanne G Rzuczek; Lesley A Colgan; Yoshio Nakai; Michael D Cameron; Denis Furling; Ryohei Yasuda; Matthew D Disney
Journal:  Nat Chem Biol       Date:  2016-12-12       Impact factor: 15.040

4.  Precise Small Molecule Degradation of a Noncoding RNA Identifies Cellular Binding Sites and Modulates an Oncogenic Phenotype.

Authors:  Yue Li; Matthew D Disney
Journal:  ACS Chem Biol       Date:  2018-10-30       Impact factor: 5.100

5.  Rational design of bioactive, modularly assembled aminoglycosides targeting the RNA that causes myotonic dystrophy type 1.

Authors:  Jessica L Childs-Disney; Raman Parkesh; Masayuki Nakamori; Charles A Thornton; Matthew D Disney
Journal:  ACS Chem Biol       Date:  2012-11-07       Impact factor: 5.100

6.  Structure-Specific Cleavage of an RNA Repeat Expansion with a Dimeric Small Molecule Is Advantageous over Sequence-Specific Recognition by an Oligonucleotide.

Authors:  Raphael I Benhamou; Alicia J Angelbello; Ryan J Andrews; Eric T Wang; Walter N Moss; Matthew D Disney
Journal:  ACS Chem Biol       Date:  2020-01-13       Impact factor: 4.634

Review 7.  RNA and disease.

Authors:  Thomas A Cooper; Lili Wan; Gideon Dreyfuss
Journal:  Cell       Date:  2009-02-20       Impact factor: 41.582

8.  A common trinucleotide repeat expansion within the transcription factor 4 (TCF4, E2-2) gene predicts Fuchs corneal dystrophy.

Authors:  Eric D Wieben; Ross A Aleff; Nirubol Tosakulwong; Malinda L Butz; W Edward Highsmith; Albert O Edwards; Keith H Baratz
Journal:  PLoS One       Date:  2012-11-21       Impact factor: 3.240

9.  Foci of trinucleotide repeat transcripts in nuclei of myotonic dystrophy cells and tissues.

Authors:  K L Taneja; M McCurrach; M Schalling; D Housman; R H Singer
Journal:  J Cell Biol       Date:  1995-03       Impact factor: 10.539

10.  Landscape and variation of RNA secondary structure across the human transcriptome.

Authors:  Yue Wan; Kun Qu; Qiangfeng Cliff Zhang; Ryan A Flynn; Ohad Manor; Zhengqing Ouyang; Jiajing Zhang; Robert C Spitale; Michael P Snyder; Eran Segal; Howard Y Chang
Journal:  Nature       Date:  2014-01-30       Impact factor: 49.962

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  2 in total

1.  Massively Parallel Optimization of the Linker Domain in Small Molecule Dimers Targeting a Toxic r(CUG) Repeat Expansion.

Authors:  Simon Vezina-Dawod; Alicia J Angelbello; Shruti Choudhary; Kye Won Wang; Ilyas Yildirim; Matthew D Disney
Journal:  ACS Med Chem Lett       Date:  2021-03-02       Impact factor: 4.632

2.  A Druglike Small Molecule that Targets r(CCUG) Repeats in Myotonic Dystrophy Type 2 Facilitates Degradation by RNA Quality Control Pathways.

Authors:  Sarah Wagner-Griffin; Masahito Abe; Raphael I Benhamou; Alicia J Angelbello; Kamalakannan Vishnu; Jonathan L Chen; Jessica L Childs-Disney; Matthew D Disney
Journal:  J Med Chem       Date:  2021-06-08       Impact factor: 8.039

  2 in total

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