Literature DB >> 21752644

A mechanism-based potent sirtuin inhibitor containing Nε-thiocarbamoyl-lysine (TuAcK).

Brett M Hirsch1, Yujun Hao, Xiaopeng Li, Chrys Wesdemiotis, Zhenghe Wang, Weiping Zheng.   

Abstract

In the current study, we have identified N(ε)-thiocarbamoyl-lysine (TuAcK) as a general sirtuin inhibitory warhead which was shown to be able to confer potent sirtuin inhibition. This inhibition was also shown to be mechanism-based in that the TuAck residue was able to be processed by a sirtuin enzyme with the formation of a stalled S-alkylamidate intermediate.
Copyright © 2011 Elsevier Ltd. All rights reserved.

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Year:  2011        PMID: 21752644      PMCID: PMC3146582          DOI: 10.1016/j.bmcl.2011.06.069

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


  58 in total

Review 1.  Standard Fmoc protocols.

Authors:  D A Wellings; E Atherton
Journal:  Methods Enzymol       Date:  1997       Impact factor: 1.600

Review 2.  Therapeutic potential of activators and inhibitors of sirtuins.

Authors:  Aneta Balcerczyk; Luciano Pirola
Journal:  Biofactors       Date:  2010 Sep-Oct       Impact factor: 6.113

3.  Silencing of SIRT2 induces cell death and a decrease in the intracellular ATP level of PC12 cells.

Authors:  Hui Nie; Heyu Chen; Jin Han; Yunyi Hong; Yingxin Ma; Weiliang Xia; Weihai Ying
Journal:  Int J Physiol Pathophysiol Pharmacol       Date:  2011-02-20

Review 4.  Sirtuin chemical mechanisms.

Authors:  Anthony A Sauve
Journal:  Biochim Biophys Acta       Date:  2010-02-02

5.  Stress-dependent regulation of FOXO transcription factors by the SIRT1 deacetylase.

Authors:  Anne Brunet; Lora B Sweeney; J Fitzhugh Sturgill; Katrin F Chua; Paul L Greer; Yingxi Lin; Hien Tran; Sarah E Ross; Raul Mostoslavsky; Haim Y Cohen; Linda S Hu; Hwei-Ling Cheng; Mark P Jedrychowski; Steven P Gygi; David A Sinclair; Frederick W Alt; Michael E Greenberg
Journal:  Science       Date:  2004-02-19       Impact factor: 47.728

Review 6.  Mechanisms and molecular probes of sirtuins.

Authors:  Brian C Smith; William C Hallows; John M Denu
Journal:  Chem Biol       Date:  2008-10-20

7.  Role of CYP2E1 in thioacetamide-induced mouse hepatotoxicity.

Authors:  Jin Seok Kang; Hideki Wanibuchi; Keiichirou Morimura; Rawiwan Wongpoomchai; Yaowares Chusiri; Frank J Gonzalez; Shoji Fukushima
Journal:  Toxicol Appl Pharmacol       Date:  2007-11-21       Impact factor: 4.219

Review 8.  Sirtuins: critical regulators at the crossroads between cancer and aging.

Authors:  L R Saunders; E Verdin
Journal:  Oncogene       Date:  2007-08-13       Impact factor: 9.867

9.  SIRT2 deacetylates FOXO3a in response to oxidative stress and caloric restriction.

Authors:  Fei Wang; Margaret Nguyen; F Xiao-Feng Qin; Qiang Tong
Journal:  Aging Cell       Date:  2007-05-23       Impact factor: 9.304

Review 10.  Therapeutic potential of sirtuin-activating compounds in Alzheimer's disease.

Authors:  Li Gan
Journal:  Drug News Perspect       Date:  2007-05
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  6 in total

1.  Novel Lysine-Based Thioureas as Mechanism-Based Inhibitors of Sirtuin 2 (SIRT2) with Anticancer Activity in a Colorectal Cancer Murine Model.

Authors:  Ali Sohail Farooqi; Jun Young Hong; Ji Cao; Xuan Lu; Ian Robert Price; Qingjie Zhao; Tatsiana Kosciuk; Min Yang; Jessica Jingyi Bai; Hening Lin
Journal:  J Med Chem       Date:  2019-04-15       Impact factor: 7.446

2.  Novel thiourea-based sirtuin inhibitory warheads.

Authors:  Wenwen Zang; Yujun Hao; Zhenghe Wang; Weiping Zheng
Journal:  Bioorg Med Chem Lett       Date:  2015-05-30       Impact factor: 2.823

Review 3.  Sirtuin inhibitors as anticancer agents.

Authors:  Jing Hu; Hui Jing; Hening Lin
Journal:  Future Med Chem       Date:  2014-05       Impact factor: 3.808

4.  Ligand-based virtual screening and inductive learning for identification of SIRT1 inhibitors in natural products.

Authors:  Yunan Sun; Hui Zhou; Hongmei Zhu; Siu-wai Leung
Journal:  Sci Rep       Date:  2016-01-25       Impact factor: 4.379

5.  Isoxazole-Derived Amino Acids are Bromodomain-Binding Acetyl-Lysine Mimics: Incorporation into Histone H4 Peptides and Histone H3.

Authors:  Angelina R Sekirnik Née Measures; David S Hewings; Natalie H Theodoulou; Lukass Jursins; Katie R Lewendon; Laura E Jennings; Timothy P C Rooney; Tom D Heightman; Stuart J Conway
Journal:  Angew Chem Int Ed Engl       Date:  2016-06-06       Impact factor: 15.336

6.  Cyclic Peptide-Based Sirtuin Substrates.

Authors:  Di Chen; Lingling Yan; Weiping Zheng
Journal:  Molecules       Date:  2019-01-24       Impact factor: 4.411

  6 in total

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