Literature DB >> 24364494

Dehydroalanine-based diubiquitin activity probes.

Najat Haj-Yahya1, Hosahalli P Hemantha, Roman Meledin, Somasekhar Bondalapati, Mallikanti Seenaiah, Ashraf Brik.   

Abstract

A strategy for the synthesis of dehydroalanine based diubiquitin activity probes is described. The site-specific introduction of dehydroalanine was achieved from diubiquitin bearing Cys residue near the scissile bond between two ubiquitins linked through Lys48, Lys63 or in a head to tail fashion. The probes were characterized for their activities with various deubiquitinases, which open new opportunities in studying deubiquitinases in various settings.

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Year:  2013        PMID： 24364494     DOI： 10.1021/ol403416w

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  31 in total

Review 1.  Dehydroamino acids: chemical multi-tools for late-stage diversification.

Authors:  Jonathan W Bogart; Albert A Bowers
Journal:  Org Biomol Chem       Date:  2019-04-10       Impact factor: 3.876

2.  Cell Lysate-Based AlphaLISA Deubiquitinase Assay Platform for Identification of Small Molecule Inhibitors.

Authors:  Christine A Ott; Bolormaa Baljinnyam; Alexey V Zakharov; Ajit Jadhav; Anton Simeonov; Zhihao Zhuang
Journal:  ACS Chem Biol       Date:  2017-08-24       Impact factor: 5.100

3.  Synthesis of Branched Triubiquitin Active-Site Directed Probes.

Authors:  Jiaan Liu; Yanfeng Li; Kirandeep K Deol; Eric R Strieter
Journal:  Org Lett       Date:  2019-08-09       Impact factor: 6.005

4.  Selenocysteine as a Latent Bioorthogonal Electrophilic Probe for Deubiquitylating Enzymes.

Authors:  Samuel D Whedon; Nagula Markandeya; Ambar S J B Rana; Nicholas A Senger; Caroline E Weller; Frantisek Tureček; Eric R Strieter; Champak Chatterjee
Journal:  J Am Chem Soc       Date:  2016-10-17       Impact factor: 15.419

5.  Linkage-Specific Synthesis of Di-ubiquitin Probes Enabled by the Incorporation of Unnatural Amino Acid ThzK.

Authors:  Han Zhou; Tomaya Carpenter; Xuan Fu; Bo Jin; Britton Ody; Mohammad Sazid Hassan; Savannah E Jacobs; Jenny Cheung; Eve M Nicholson; Mark Turlington; Bo Zhao; Sonja Lorenz; T Ashton Cropp; Jun Yin
Journal:  Chembiochem       Date:  2022-03-19       Impact factor: 3.461

6.  Cell-Permeable Activity-Based Ubiquitin Probes Enable Intracellular Profiling of Human Deubiquitinases.

Authors:  Weijun Gui; Christine A Ott; Kun Yang; Jedidiah S Chung; Siqi Shen; Zhihao Zhuang
Journal:  J Am Chem Soc       Date:  2018-09-21       Impact factor: 15.419

Review 7.  Tools for the discovery of biopolymer producing cysteine relays.

Authors:  Peter D Mabbitt
Journal:  Biophys Rev       Date:  2021-03-11

8.  Site-Specific Conversion of Cysteine in a Protein to Dehydroalanine Using 2-Nitro-5-thiocyanatobenzoic Acid.

Authors:  Yuchen Qiao; Ge Yu; Sunshine Z Leeuwon; Wenshe Ray Liu
Journal:  Molecules       Date:  2021-04-29       Impact factor: 4.411

9.  A native chemical ligation handle that enables the synthesis of advanced activity-based probes: diubiquitin as a case study.

Authors:  Monique P C Mulder; Farid El Oualid; Jarno ter Beek; Huib Ovaa
Journal:  Chembiochem       Date:  2014-03-12       Impact factor: 3.164

10.  Non-hydrolyzable Diubiquitin Probes Reveal Linkage-Specific Reactivity of Deubiquitylating Enzymes Mediated by S2 Pockets.

Authors:  Dennis Flierman; Gerbrand J van der Heden van Noort; Reggy Ekkebus; Paul P Geurink; Tycho E T Mevissen; Manuela K Hospenthal; David Komander; Huib Ovaa
Journal:  Cell Chem Biol       Date:  2016-04-07       Impact factor: 8.116
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