Abstract
The synthesis of unnatural α-amino acids is an area of research that has gained a lot of attention in recent years. The availability of synthetic methods for novel unnatural α-amino acids derivatives and related compounds will be critical in the de novo design of molecules that mimic the conformation of natural, active peptides. These molecules - peptidomimetics - are designed to display high receptor affinity and selectivity, in addition to enhanced bioavailability and metabolic stability.
This review presents and discusses selected synthetic methodologies leading to unnatural α-amino acids, including chiral catalysts that enable enantioselective synthesis and microwave-assisted synthesis. Solid phase synthesis and construction of organometallic α-amino acids reveal the scope of influence that this field has in organic chemistry. Additionally, the article is aimed to provide a brief insight into biosynthetic approaches to the synthesis of α-amino acid derivatives, thus providing the reader with an overall appreciation of the field. For the purpose of this issue our previous review on the unnatural α-amino acids synthesis [Perdih A. and Sollner Dolenc M. Curr Org. Chem. 2007, 11, 801-832] has been revised and updated and discusses also selected contributions covering the period from 2007-2010.
Keywords: Unnatural α-amino acids, peptidomimetics, amino acid derivatives, synthesis, neurotransmitters, neuromodulators, hormones, paracrine factors, cytokines, antigens, Peptide molecules, photolytic degradation, stereo-electronic, covalent or noncovalent, glycomimetics field
Current Organic Chemistry
Title: Recent Advances in the Synthesis of Unnatural α-Amino Acids - An Updated Version
Volume: 15 Issue: 22
Author(s): A. Perdih and M. Sollner Dolenc
Affiliation:
Keywords: Unnatural α-amino acids, peptidomimetics, amino acid derivatives, synthesis, neurotransmitters, neuromodulators, hormones, paracrine factors, cytokines, antigens, Peptide molecules, photolytic degradation, stereo-electronic, covalent or noncovalent, glycomimetics field
Abstract: The synthesis of unnatural α-amino acids is an area of research that has gained a lot of attention in recent years. The availability of synthetic methods for novel unnatural α-amino acids derivatives and related compounds will be critical in the de novo design of molecules that mimic the conformation of natural, active peptides. These molecules - peptidomimetics - are designed to display high receptor affinity and selectivity, in addition to enhanced bioavailability and metabolic stability.
This review presents and discusses selected synthetic methodologies leading to unnatural α-amino acids, including chiral catalysts that enable enantioselective synthesis and microwave-assisted synthesis. Solid phase synthesis and construction of organometallic α-amino acids reveal the scope of influence that this field has in organic chemistry. Additionally, the article is aimed to provide a brief insight into biosynthetic approaches to the synthesis of α-amino acid derivatives, thus providing the reader with an overall appreciation of the field. For the purpose of this issue our previous review on the unnatural α-amino acids synthesis [Perdih A. and Sollner Dolenc M. Curr Org. Chem. 2007, 11, 801-832] has been revised and updated and discusses also selected contributions covering the period from 2007-2010.
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Cite this article as:
Perdih A. and Sollner Dolenc M., Recent Advances in the Synthesis of Unnatural α-Amino Acids - An Updated Version, Current Organic Chemistry 2011; 15 (22) . https://dx.doi.org/10.2174/138527211797884566
DOI https://dx.doi.org/10.2174/138527211797884566 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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