Literature DB >> 16565749

Application of alicyclic beta-amino acids in peptide chemistry.

Ferenc Fülöp1, Tamás A Martinek, Gábor K Tóth.   

Abstract

The self-organizing beta-peptides have attracted considerable interest in the fields of foldamer chemistry and biochemistry. These compounds exhibit various stable secondary structure motifs that can be exploited to construct biologically active substances and nanostructured tertiary structures. The secondary structures can be controlled via the beta-amino acid sequence, and cyclic beta-amino acid residues play a crucial role in the design. The most important procedures for the preparation of cyclic beta-amino acid monomers and peptides are discussed in this tutorial review. Besides the secondary structure design principles, the methods of folded structure detection are surveyed.

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Year:  2006        PMID: 16565749     DOI: 10.1039/b501173f

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  16 in total

Review 1.  Foldamers as versatile frameworks for the design and evolution of function.

Authors:  Catherine M Goodman; Sungwook Choi; Scott Shandler; William F DeGrado
Journal:  Nat Chem Biol       Date:  2007-05       Impact factor: 15.040

Review 2.  The Diverse World of Foldamers: Endless Possibilities of Self-Assembly.

Authors:  Samuele Rinaldi
Journal:  Molecules       Date:  2020-07-18       Impact factor: 4.411

3.  Comparison of performance of Chirobiotic T, T2 and TAG columns in the separation of beta2- and beta3-homoamino acids.

Authors:  Zoltán Pataj; István Ilisz; Robert Berkecz; Aleksandra Misicka; Dagmara Tymecka; Ferenc Fülöp; Daniel W Armstrong; Antal Péter
Journal:  J Sep Sci       Date:  2008-12       Impact factor: 3.645

4.  Chiral differentiation of some cyclopentane and cyclohexane beta-amino acid enantiomers through ion/molecule reactions.

Authors:  Anna R M Hyyryläinen; Jaana M H Pakarinen; Eniko Forró; Ferenc Fülöp; Pirjo Vainiotalo
Journal:  J Am Soc Mass Spectrom       Date:  2009-02-21       Impact factor: 3.109

5.  Vinylaluminum addition to sulfinimines (N-sulfinyl imines). Asymmetric synthesis of anti-alpha-alkyl beta-amino esters.

Authors:  Franklin A Davis; Hui Qiu; Minsoo Song; Narendra V Gaddiraju
Journal:  J Org Chem       Date:  2009-04-03       Impact factor: 4.354

6.  Diastereochemical differentiation of some cyclic and bicyclic beta-amino acids, via the kinetic method.

Authors:  Anna R M Hyyryläinen; Jaana M H Pakarinen; Ferenc Fülöp; Pirjo Vainiotalo
Journal:  J Am Soc Mass Spectrom       Date:  2008-09-25       Impact factor: 3.109

7.  Synthesis of conformationally constrained tricyclic beta-lactam enantiomers through Ugi four-center three-component reactions of a monoterpene-based beta-amino acid.

Authors:  Zsolt Szakonyi; Reijo Sillanpää; Ferenc Fülöp
Journal:  Mol Divers       Date:  2009-04-15       Impact factor: 2.943

8.  The oxanorbornene approach to 3-hydroxy, 3,4-dihydroxy and 3,4,5-trihydroxy derivatives of 2-aminocyclohexanecarboxylic acid.

Authors:  Ishmael B Masesane; Andrei S Batsanov; Judith A K Howard; Raju Mondal; Patrick G Steel
Journal:  Beilstein J Org Chem       Date:  2006-05-04       Impact factor: 2.883

9.  Stereoselective synthesis of perillaldehyde-based chiral β-amino acid derivatives through conjugate addition of lithium amides.

Authors:  Zsolt Szakonyi; Reijo Sillanpää; Ferenc Fülöp
Journal:  Beilstein J Org Chem       Date:  2014-11-21       Impact factor: 2.883

10.  Efficient regio- and stereoselective access to novel fluorinated β-aminocyclohexanecarboxylates.

Authors:  Loránd Kiss; Melinda Nonn; Reijo Sillanpää; Santos Fustero; Ferenc Fülöp
Journal:  Beilstein J Org Chem       Date:  2013-06-17       Impact factor: 2.883

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