Literature DB >> 25455481

Amino acidic scaffolds bearing unnatural side chains: an old idea generates new and versatile tools for the life sciences.

Andrea Stevenazzi1, Mattia Marchini2, Giovanni Sandrone3, Barbara Vergani4, Maria Lattanzio5.   

Abstract

The unnatural amino acids (UAAs) are members of a class of molecules with relevant impacts in the life sciences. Due to the role of these molecules in the modulation of the chemical and physical properties of biological and inorganic materials, UAAs have attracted increasing interest in recent years. The aim of this review is to highlight (i) the most recent and innovative synthetic routes for the preparation of UAAs, (ii) the recently marketed UAA-based drugs, and (iii) the most promising technological applications involving novel UAA-containing molecular entities.
Copyright © 2014. Published by Elsevier Ltd.

Entities:  

Keywords:  Bioconjugates; Biomaterials; Drugs; Synthesis; UAA; Unnatural amino acid

Mesh:

Substances:

Year:  2014        PMID: 25455481     DOI: 10.1016/j.bmcl.2014.10.016

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


  24 in total

1.  Chemical space screening around Phe3 in opioid peptides: Modulating µ versus δ agonism by Suzuki-Miyaura cross-couplings.

Authors:  Tom Willemse; Emilie Eiselt; Karlijn Hollanders; Wim Schepens; Herman W T van Vlijmen; Nga N Chung; Véronique Blais; Brain Holleran; Jean-Michel Longpré; Peter W Schiller; Bert U W Maes; Philippe Sarret; Louis Gendron; Steven Ballet
Journal:  Bioorg Med Chem Lett       Date:  2018-05-12       Impact factor: 2.823

2.  Permeability of Cyclic Peptide Macrocycles and Cyclotides and Their Potential as Therapeutics.

Authors:  Spiros Liras; Kim F Mcclure
Journal:  ACS Med Chem Lett       Date:  2019-06-14       Impact factor: 4.345

3.  Practical Alkoxythiocarbonyl Auxiliaries for Iridium(I)-Catalyzed C-H Alkylation of Azacycles.

Authors:  Anh T Tran; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2017-07-24       Impact factor: 15.336

4.  Ribosomal incorporation of backbone modified amino acids via an editing-deficient aminoacyl-tRNA synthetase.

Authors:  Emil S Iqbal; Kara K Dods; Matthew C T Hartman
Journal:  Org Biomol Chem       Date:  2018-02-14       Impact factor: 3.876

5.  Selective alkylation/oxidation of N-substituted isoindolinone derivatives: synthesis of N-phthaloylated natural and unnatural α-amino acid analogues.

Authors:  Pravin C Patil; Frederick A Luzzio; Jarrid M Ronnebaum
Journal:  Tetrahedron Lett       Date:  2017-08-17       Impact factor: 2.415

6.  Development of a protease-resistant reporter to quantify BCR-ABL activity in intact cells.

Authors:  Angela Proctor; Imola G Zigoneanu; Qunzhao Wang; Christopher E Sims; David S Lawrence; Nancy L Allbritton
Journal:  Analyst       Date:  2016-10-17       Impact factor: 4.616

7.  Synthesis of Structurally Diverse 3-, 4-, 5-, and 6-Membered Heterocycles from Diisopropyl Iminomalonates and Soft C-Nucleophiles.

Authors:  Padmanabha V Kattamuri; Urmibhusan Bhakta; Surached Siriwongsup; Doo-Hyun Kwon; Lawrence B Alemany; Muhammed Yousufuddin; Daniel H Ess; László Kürti
Journal:  J Org Chem       Date:  2019-05-14       Impact factor: 4.354

8.  Unnatural Amino Acid Derivatives through Click Chemistry: Synthesis of Triazolylalanine Analogues.

Authors:  Pravin C Patil; Frederick A Luzzio
Journal:  Synlett       Date:  2017-07-24       Impact factor: 2.454

9.  Enantioselective Addition of α-Nitroesters to Alkynes.

Authors:  Ryan T Davison; Patrick D Parker; Xintong Hou; Crystal P Chung; Sara A Augustine; Vy M Dong
Journal:  Angew Chem Int Ed Engl       Date:  2021-01-07       Impact factor: 15.336

10.  Synthesis of constrained analogues of tryptophan.

Authors:  Elisabetta Rossi; Valentina Pirovano; Marco Negrato; Giorgio Abbiati; Monica Dell'Acqua
Journal:  Beilstein J Org Chem       Date:  2015-10-27       Impact factor: 2.883

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