Skip to main content

Cryptic phosphorylation in nucleoside natural product biosynthesis.

Publication ,  Journal Article
Draelos, MM; Thanapipatsiri, A; Sucipto, H; Yokoyama, K
Published in: Nat Chem Biol
February 2021

Kinases are annotated in many nucleoside biosynthetic gene clusters but generally are considered responsible only for self-resistance. Here, we report an unexpected 2'-phosphorylation of nucleoside biosynthetic intermediates in the nikkomycin and polyoxin pathways. This phosphorylation is a unique cryptic modification as it is introduced in the third of seven steps during aminohexuronic acid (AHA) nucleoside biosynthesis, retained throughout the pathway's duration, and is removed in the last step of the pathway. Bioinformatic analysis of reported nucleoside biosynthetic gene clusters indicates the presence of cryptic phosphorylation in other pathways and the importance of functional characterization of kinases in nucleoside biosynthetic pathways in general. This study also functionally characterized all of the enzymes responsible for AHA biosynthesis and revealed that AHA is constructed via a unique oxidative C-C bond cleavage reaction. The results indicate a divergent biosynthetic mechanism for three classes of antifungal nucleoside natural products.

Duke Scholars

Altmetric Attention Stats
Dimensions Citation Stats

Published In

Nat Chem Biol

DOI

EISSN

1552-4469

Publication Date

February 2021

Volume

17

Issue

2

Start / End Page

213 / 221

Location

United States

Related Subject Headings

  • Streptomyces
  • Sequence Deletion
  • Pyrimidine Nucleosides
  • Protein Kinases
  • Phosphorylation
  • Nucleosides
  • Multigene Family
  • Escherichia coli
  • Computational Biology
  • Biosynthetic Pathways
 

Citation

APA
Chicago
ICMJE
MLA
NLM
Draelos, M. M., Thanapipatsiri, A., Sucipto, H., & Yokoyama, K. (2021). Cryptic phosphorylation in nucleoside natural product biosynthesis. Nat Chem Biol, 17(2), 213–221. https://doi.org/10.1038/s41589-020-00656-8
Draelos, Matthew M., Anyarat Thanapipatsiri, Hilda Sucipto, and Kenichi Yokoyama. “Cryptic phosphorylation in nucleoside natural product biosynthesis.Nat Chem Biol 17, no. 2 (February 2021): 213–21. https://doi.org/10.1038/s41589-020-00656-8.
Draelos MM, Thanapipatsiri A, Sucipto H, Yokoyama K. Cryptic phosphorylation in nucleoside natural product biosynthesis. Nat Chem Biol. 2021 Feb;17(2):213–21.
Draelos, Matthew M., et al. “Cryptic phosphorylation in nucleoside natural product biosynthesis.Nat Chem Biol, vol. 17, no. 2, Feb. 2021, pp. 213–21. Pubmed, doi:10.1038/s41589-020-00656-8.
Draelos MM, Thanapipatsiri A, Sucipto H, Yokoyama K. Cryptic phosphorylation in nucleoside natural product biosynthesis. Nat Chem Biol. 2021 Feb;17(2):213–221.

Published In

Nat Chem Biol

DOI

EISSN

1552-4469

Publication Date

February 2021

Volume

17

Issue

2

Start / End Page

213 / 221

Location

United States

Related Subject Headings

  • Streptomyces
  • Sequence Deletion
  • Pyrimidine Nucleosides
  • Protein Kinases
  • Phosphorylation
  • Nucleosides
  • Multigene Family
  • Escherichia coli
  • Computational Biology
  • Biosynthetic Pathways