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Literature DB >> 30118224

Histone Deacetylase 6-Selective Inhibitors and the Influence of Capping Groups on Hydroxamate-Zinc Denticity.

Nicholas J Porter¹, Jeremy D Osko¹, Daniela Diedrich², Thomas Kurz², Jacob M Hooker³, Finn K Hansen^2,4, David W Christianson¹.

Abstract

Four crystal structures are presented of histone deacetylase 6 (HDAC6) complexes with para-substituted phenylhydromaxamate inhibitors, including bulky peptoids. These structures provide insight regarding the design of capping groups that confer selectivity for binding to HDAC6, specifically with regard to interactions in a pocket formed by the L1 loop. Capping group interactions may also influence hydroxamate-Zn2+ coordination with monodentate or bidentate geometry.

Entities: CellLine Chemical Disease Gene Species

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Year: 2018 PMID： 30118224 PMCID： PMC6136958 DOI： 10.1021/acs.jmedchem.8b01013

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

42 in total

1. Development of a histone deacetylase 6 inhibitor and its biological effects.

Authors: Ju-Hee Lee; Adaickapillai Mahendran; Yuanshan Yao; Lang Ngo; Gisela Venta-Perez; Megan L Choy; Nathaniel Kim; Won-Seok Ham; Ronald Breslow; Paul A Marks
Journal: Proc Natl Acad Sci U S A Date: 2013-09-10 Impact factor: 11.205

2. Entropy as a Driver of Selectivity for Inhibitor Binding to Histone Deacetylase 6.

Authors: Nicholas J Porter; Florence F Wagner; David W Christianson
Journal: Biochemistry Date: 2018-05-18 Impact factor: 3.162

Review 3. Structural basis for sirtuin activity and inhibition.

Authors: Hua Yuan; Ronen Marmorstein
Journal: J Biol Chem Date: 2012-10-18 Impact factor: 5.157

Review 4. Histone deacetylases and their inhibitors in cancer, neurological diseases and immune disorders.

Authors: Katrina J Falkenberg; Ricky W Johnstone
Journal: Nat Rev Drug Discov Date: 2014-08-18 Impact factor: 84.694

Review 5. Metal-dependent Deacetylases: Cancer and Epigenetic Regulators.

Authors: Jeffrey E López; Eric D Sullivan; Carol A Fierke
Journal: ACS Chem Biol Date: 2016-03-18 Impact factor: 5.100

6. Acetylation of metabolic enzymes coordinates carbon source utilization and metabolic flux.

Authors: Qijun Wang; Yakun Zhang; Chen Yang; Hui Xiong; Yan Lin; Jun Yao; Hong Li; Lu Xie; Wei Zhao; Yufeng Yao; Zhi-Bin Ning; Rong Zeng; Yue Xiong; Kun-Liang Guan; Shimin Zhao; Guo-Ping Zhao
Journal: Science Date: 2010-02-19 Impact factor: 47.728

7. iMOSFLM: a new graphical interface for diffraction-image processing with MOSFLM.

Authors: T Geoff G Battye; Luke Kontogiannis; Owen Johnson; Harold R Powell; Andrew G W Leslie
Journal: Acta Crystallogr D Biol Crystallogr Date: 2011-03-18

8. Features and development of Coot.

Authors: P Emsley; B Lohkamp; W G Scott; K Cowtan
Journal: Acta Crystallogr D Biol Crystallogr Date: 2010-03-24

9. Potent and selective inhibition of histone deacetylase 6 (HDAC6) does not require a surface-binding motif.

Authors: Florence F Wagner; David E Olson; Jennifer P Gale; Taner Kaya; Michel Weïwer; Nadia Aidoud; Méryl Thomas; Emeline L Davoine; Bérénice C Lemercier; Yan-Ling Zhang; Edward B Holson
Journal: J Med Chem Date: 2013-02-18 Impact factor: 7.446

10. Histone deacetylase 6 structure and molecular basis of catalysis and inhibition.

Authors: Yang Hai; David W Christianson
Journal: Nat Chem Biol Date: 2016-07-25 Impact factor: 15.040

24 in total

Review 1. Structure, mechanism, and inhibition of the zinc-dependent histone deacetylases.

Authors: Nicholas J Porter; David W Christianson
Journal: Curr Opin Struct Biol Date: 2019-02-08 Impact factor: 6.809

2. Discovery of the First-in-Class Dual Histone Deacetylase-Proteasome Inhibitor.

Authors: Sanil Bhatia; Viktoria Krieger; Michael Groll; Jeremy D Osko; Nina Reßing; Heinz Ahlert; Arndt Borkhardt; Thomas Kurz; David W Christianson; Julia Hauer; Finn K Hansen
Journal: J Med Chem Date: 2018-11-08 Impact factor: 7.446

3. Multicomponent Synthesis, Binding Mode, and Structure-Activity Relationship of Selective Histone Deacetylase 6 (HDAC6) Inhibitors with Bifurcated Capping Groups.

Authors: Nina Reßing; Melf Sönnichsen; Jeremy D Osko; Andrea Schöler; Julian Schliehe-Diecks; Alexander Skerhut; Arndt Borkhardt; Julia Hauer; Matthias U Kassack; David W Christianson; Sanil Bhatia; Finn K Hansen
Journal: J Med Chem Date: 2020-09-01 Impact factor: 7.446

4. Binding of inhibitors to active-site mutants of CD1, the enigmatic catalytic domain of histone deacetylase 6.

Authors: Jeremy D Osko; David W Christianson
Journal: Acta Crystallogr F Struct Biol Commun Date: 2020-08-19 Impact factor: 1.056

5. Structural and in Vivo Characterization of Tubastatin A, a Widely Used Histone Deacetylase 6 Inhibitor.

Authors: Sida Shen; Michal Svoboda; Guangming Zhang; Maria A Cavasin; Lucia Motlova; Timothy A McKinsey; James H Eubanks; Cyril Bařinka; Alan P Kozikowski
Journal: ACS Med Chem Lett Date: 2020-01-15 Impact factor: 4.345

6. Methods for the expression, purification, and crystallization of histone deacetylase 6-inhibitor complexes.

Authors: Jeremy D Osko; David W Christianson
Journal: Methods Enzymol Date: 2019-07-18 Impact factor: 1.600

7. Design, synthesis and biological evaluation of β-peptoid-capped HDAC inhibitors with anti-neuroblastoma and anti-glioblastoma activity.

Authors: Nina Reßing; Viktoria Marquardt; Christoph G W Gertzen; Andrea Schöler; Alexander Schramm; Thomas Kurz; Holger Gohlke; Achim Aigner; Marc Remke; Finn K Hansen
Journal: Medchemcomm Date: 2018-10-23 Impact factor: 3.597