Literature DB >> 28815899

Deuterium- and Tritium-Labelled Compounds: Applications in the Life Sciences.

Jens Atzrodt1, Volker Derdau1, William J Kerr2, Marc Reid2.   

Abstract

Hydrogen isotopes are unique tools for identifying and understanding biological and chemical processes. Hydrogen isotope labelling allows for the traceless and direct incorporation of an additional mass or radioactive tag into an organic molecule with almost no changes in its chemical structure, physical properties, or biological activity. Using deuterium-labelled isotopologues to study the unique mass-spectrometric patterns generated from mixtures of biologically relevant molecules drastically simplifies analysis. Such methods are now providing unprecedented levels of insight in a wide and continuously growing range of applications in the life sciences and beyond. Tritium (3 H), in particular, has seen an increase in utilization, especially in pharmaceutical drug discovery. The efforts and costs associated with the synthesis of labelled compounds are more than compensated for by the enhanced molecular sensitivity during analysis and the high reliability of the data obtained. In this Review, advances in the application of hydrogen isotopes in the life sciences are described.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  deuterium; drug discovery; isotopic labeling; life sciences; tritium

Mesh:

Substances:

Year:  2018        PMID: 28815899     DOI: 10.1002/anie.201704146

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  56 in total

Review 1.  Scaffold-hopping as a strategy to address metabolic liabilities of aromatic compounds.

Authors:  Phillip R Lazzara; Terry W Moore
Journal:  RSC Med Chem       Date:  2019-12-16

2.  Catalytic Deuterium Incorporation within Metabolically Stable β-Amino C-H Bonds of Drug Molecules.

Authors:  Yejin Chang; Ahmet Yesilcimen; Min Cao; Yuyang Zhang; Bochao Zhang; Jessica Z Chan; Masayuki Wasa
Journal:  J Am Chem Soc       Date:  2019-09-09       Impact factor: 15.419

3.  P(III)/P(V)-Catalyzed Methylamination of Arylboronic Acids and Esters: Reductive C-N Coupling with Nitromethane as a Methylamine Surrogate.

Authors:  Gen Li; Ziyang Qin; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2020-09-11       Impact factor: 15.419

4.  B(C6F5)3-Catalyzed α-Deuteration of Bioactive Carbonyl Compounds with D2O.

Authors:  Yejin Chang; Tanner Myers; Masayuki Wasa
Journal:  Adv Synth Catal       Date:  2019-11-26       Impact factor: 5.837

5.  Trideuteromethylation Enabled by a Sulfoxonium Metathesis Reaction.

Authors:  Zuyuan Shen; Shilei Zhang; Huihui Geng; Jiarui Wang; Xinyu Zhang; Anqi Zhou; Cheng Yao; Xiaobei Chen; Wei Wang
Journal:  Org Lett       Date:  2019-01-07       Impact factor: 6.005

Review 6.  Achieving Site-Selectivity for C-H Activation Processes Based on Distance and Geometry: A Carpenter's Approach.

Authors:  Guangrong Meng; Nelson Y S Lam; Erika L Lucas; Tyler G Saint-Denis; Pritha Verma; Nikita Chekshin; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2020-06-05       Impact factor: 15.419

Review 7.  Technological Innovations in Photochemistry for Organic Synthesis: Flow Chemistry, High-Throughput Experimentation, Scale-up, and Photoelectrochemistry.

Authors:  Laura Buglioni; Fabian Raymenants; Aidan Slattery; Stefan D A Zondag; Timothy Noël
Journal:  Chem Rev       Date:  2021-08-10       Impact factor: 60.622

8.  Direct Carbon Isotope Exchange through Decarboxylative Carboxylation.

Authors:  Cian Kingston; Michael A Wallace; Alban J Allentoff; Justine N deGruyter; Jason S Chen; Sharon X Gong; Samuel Bonacorsi; Phil S Baran
Journal:  J Am Chem Soc       Date:  2019-01-03       Impact factor: 15.419

9.  Deuteration of Formyl Groups via a Catalytic Radical H/D Exchange Approach.

Authors:  Yueteng Zhang; Peng Ji; Yue Dong; Yongyi Wei; Wei Wang
Journal:  ACS Catal       Date:  2020-01-23       Impact factor: 13.084

10.  Catalyst design in C-H activation: a case study in the use of binding free energies to rationalise intramolecular directing group selectivity in iridium catalysis.

Authors:  William J Kerr; Gary J Knox; Marc Reid; Tell Tuttle
Journal:  Chem Sci       Date:  2021-04-20       Impact factor: 9.825

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