Isolation and Biosynthesis of Hyellamide, a Glycosylated N-Acyltyrosine Derivative, from the Cyanobacterium <i>Hyella patelloides</i> LEGE 07179

Recent analyses of genome data indicate that members of the cyanobacterial order Pleurocapsales show tremendous potential for natural product discovery. However, only a few compounds have been reported from this order. Here, we report the isolation of hyellamide (<b>1</b>), a glycosylated N-acyl tyrosine-derived eneamide, from the pleurocapsalean cyanobacterium <i>Hyella patelloides</i> LEGE 07179. The putative biosynthetic gene cluster for <b>1</b> was identified in the genome of the producing organism and a biosynthetic proposal is presented. This work sheds light on the chemistry of the Pleurocapsales and expands the chemical repertoire of cyanobacterial natural products to include N-acyl tyrosine-derived molecules.

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Journal
Journal of Natural Products
Published
2025-02-26
DOI
https://doi.org/10.1021/acs.jnatprod.4c00968
Primary Topic
Microbial Natural Products and Biosynthesis
Type
article
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article

Isolation and Biosynthesis of Hyellamide, a Glycosylated N-Acyltyrosine Derivative, from the Cyanobacterium Hyella patelloides LEGE 07179

Sara Freitas, Raquel Castelo‐Branco, Teresa P. Martins, Pedro N. Leão et al.
Journal of Natural Products
Microbial Natural Products and Biosynthesis
article

Isolation and Biosynthesis of Hyellamide, a Glycosylated N-Acyltyrosine Derivative, from the Cyanobacterium Hyella patelloides LEGE 07179

Sara Freitas, Raquel Castelo‐Branco, Teresa P. Martins, Pedro N. Leão, Vitor Manuel Vasconcelos, Paula Tamagnini, William H. Gerwick, Adriana Rego, Ângela Brito
article en

Abstract

Recent analyses of genome data indicate that members of the cyanobacterial order Pleurocapsales show tremendous potential for natural product discovery. However, only a few compounds have been reported from this order. Here, we report the isolation of hyellamide (<b>1</b>), a glycosylated N-acyl tyrosine-derived eneamide, from the pleurocapsalean cyanobacterium <i>Hyella patelloides</i> LEGE 07179. The putative biosynthetic gene cluster for <b>1</b> was identified in the genome of the producing organism and a biosynthetic proposal is presented. This work sheds light on the chemistry of the Pleurocapsales and expands the chemical repertoire of cyanobacterial natural products to include N-acyl tyrosine-derived molecules.

Journal of Natural ProductsVol. 88(3)
Scripps Institution of Oceanography (US), Universidade do Porto (PT), University of California San Diego (US), i3S - Instituto de Investigação e Inovação em Saúde, Universidade do Porto (PT), Instituto de Biologia Molecular e Celular
Fundação para a Ciência e a Tecnologia, H2020 Spreading Excellence and Widening Participation, H2020 European Research Council
Openalex Percentile: Top 96%
Microbial Natural Products and Biosynthesis
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Isolation and Biosynthesis of Hyellamide, a Glycosylated N-Acyltyrosine Derivative, from the Cyanobacterium <i>Hyella patelloides</i> LEGE 07179 — Sara Freitas, Raquel Castelo‐Branco, et al. · Journal of Natural Products (2025) | TGRS Research Map | TGRS