Skip to main content
Log in

Arylglycine: A Focus on Amino Acid Preparation and Peptide Synthesis

  • Published:
International Journal of Peptide Research and Therapeutics Aims and scope Submit manuscript

Abstract

Amino acids are the principal constituent of peptides and proteins. The ever-going expansion beyond non-canonical amino acids is one of the challenges in peptide medicinal chemistry and protein engineering. Amongst non-canonical amino acids, natural peptides provide an extraordinary source of inspiration; particularly in the family of non-ribosomal peptides. Amongst a large variety of unnatural amino acids, the family of arylglycine is exemplified in natural products by phenylglycine (Phg), 4-hydroxyphenylglycine (Hpg) and 3,5-dihydrophenylglycine (Dpg). Nevertheless, their usage in peptide and protein remains quite limited due to synthetic issues, namely tedious amino acid preparation and poor compatibility with solid-phase peptide synthesis (SPPS). This review aims to re-group the strategies developed over the years to provide access to arylglycines compatible with peptide synthesis.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Scheme 1
Scheme 2
Scheme 3

Similar content being viewed by others

Data Availability

Not applicable.

References

Download references

Acknowledgements

The author acknowledges Monash University and A/Prof Max Cryle for his guidance and support.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Julien Tailhades.

Ethics declarations

Conflict of interest

The author hereby declares that they have “no conflict of interest”.

Ethical Approval

This article does not contain any studies with human participants or animals performed by any of the authors.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Tailhades, J. Arylglycine: A Focus on Amino Acid Preparation and Peptide Synthesis. Int J Pept Res Ther 28, 10 (2022). https://doi.org/10.1007/s10989-021-10308-7

Download citation

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s10989-021-10308-7

Keywords

Navigation