Skip to main content

Thank you for visiting nature.com. You are using a browser version with limited support for CSS. To obtain the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in Internet Explorer). In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript.

Natural products

Getting a handle on peptides

Enhancing the structural diversity of peptide natural products relies on synthetic modifications that are typically not chemo- or regioselective. A nonribosomal peptide synthetase has now been engineered to incorporate a non-natural amino acid containing a reactive bio-orthogonal handle.

Access options

Rent or Buy article

Get time limited or full article access on ReadCube.

from$8.99

All prices are NET prices.

Figure 1: Biosynthesis of diketopiperazines (DKPs) using the wild-type or Trp239Ser-engineered nonribosomal peptide synthetase modules GrsA or TycA.

References

  1. 1

    Galan, M. C., McCoy, E. & O'Connor, S. E. Chem. Commun. 3249–3251 (2007).

  2. 2

    Riva, E. et al. Angew. Chem. Int. Ed. 53, 1–7 (2014).

    Article  Google Scholar 

  3. 3

    Sundermann, U. et al. ACS Chem. Biol. 8, 443–450 (2013).

    CAS  Article  Google Scholar 

  4. 4

    Hughes, A. J., Detelich, J. F. & Keatinge-Clay, A. T. Med. Chem. Commun. 3, 956–959 (2012).

    CAS  Article  Google Scholar 

  5. 5

    Koryakina, I., McArthur, J. B., Draelos, M. M. & Williams, G. J. Org. Biomol. Chem. 11, 4449–4458 (2013).

    CAS  Article  Google Scholar 

  6. 6

    Winter, J. M. et al. Org. Lett. 15, 3774–3777 (2013).

    CAS  Article  Google Scholar 

  7. 7

    Singh, S. et al. Angew. Chem. Int. Ed. 53, 3965–3969 (2014).

    CAS  Article  Google Scholar 

  8. 8

    Kries, H. et al. Angew. Chem. Int. Ed. 53, 10105–10108 (2014).

    CAS  Article  Google Scholar 

  9. 9

    Challis, G. L., Ravel, J. & Townsend, C. A. Chem. Biol. 7, 211–224 (2000).

    CAS  Article  Google Scholar 

  10. 10

    Eppelmann, K., Stachelhaus, T. & Marahiel, M. A. Biochemistry 41, 9718–9726 (2002).

    CAS  Article  Google Scholar 

  11. 11

    Conti, E., Stachelhaus, T., Marahiel, M. A. & Brick, P. EMBO J. 16, 4174–4183 (1997).

    CAS  Article  Google Scholar 

Download references

Author information

Affiliations

Authors

Corresponding authors

Correspondence to Jaclyn M. Winter or Yi Tang.

Rights and permissions

Reprints and Permissions

About this article

Verify currency and authenticity via CrossMark

Cite this article

Winter, J., Tang, Y. Getting a handle on peptides. Nature Chem 6, 1037–1038 (2014). https://doi.org/10.1038/nchem.2117

Download citation

Further reading

Search

Quick links

Nature Briefing

Sign up for the Nature Briefing newsletter — what matters in science, free to your inbox daily.

Get the most important science stories of the day, free in your inbox. Sign up for Nature Briefing