Cargando…

Computational Metabolomics Tools Reveal Subarmigerides, Unprecedented Linear Peptides from the Marine Sponge Holobiont Callyspongia subarmigera

A detailed examination of a unique molecular family, restricted to the Callyspongia genus, in a molecular network obtained from an in-house Haplosclerida marine sponge collection (including Haliclona, Callyspongia, Xestospongia, and Petrosia species) led to the discovery of subarmigerides, a series...

Descripción completa

Detalles Bibliográficos
Autores principales: Castaldi, Andrea, Teta, Roberta, Esposito, Germana, Beniddir, Mehdi A., De Voogd, Nicole J., Duperron, Sébastien, Costantino, Valeria, Bourguet-Kondracki, Marie-Lise
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9696656/
https://www.ncbi.nlm.nih.gov/pubmed/36354996
http://dx.doi.org/10.3390/md20110673
_version_ 1784838365681549312
author Castaldi, Andrea
Teta, Roberta
Esposito, Germana
Beniddir, Mehdi A.
De Voogd, Nicole J.
Duperron, Sébastien
Costantino, Valeria
Bourguet-Kondracki, Marie-Lise
author_facet Castaldi, Andrea
Teta, Roberta
Esposito, Germana
Beniddir, Mehdi A.
De Voogd, Nicole J.
Duperron, Sébastien
Costantino, Valeria
Bourguet-Kondracki, Marie-Lise
author_sort Castaldi, Andrea
collection PubMed
description A detailed examination of a unique molecular family, restricted to the Callyspongia genus, in a molecular network obtained from an in-house Haplosclerida marine sponge collection (including Haliclona, Callyspongia, Xestospongia, and Petrosia species) led to the discovery of subarmigerides, a series of rare linear peptides from Callyspongia subarmigera, a genus mainly known for polyacetylenes and lipids. The structure of the sole isolated peptide, subarmigeride A (1) was elucidated through extensive 1D and 2D NMR spectroscopy, HRMS/MS, and Marfey’s method to assign its absolute configuration. The putative structures of seven additional linear peptides were proposed by an analysis of their respective MS/MS spectra and a comparison of their fragmentation patterns with the heptapeptide 1. Surprisingly, several structurally related analogues of subarmigeride A (1) occurred in one distinct cluster from the molecular network of the cyanobacteria strains of the Guadeloupe mangroves, suggesting that the true producer of this peptide family might be the microbial sponge-associated community, i.e., the sponge-associated cyanobacteria.
format Online
Article
Text
id pubmed-9696656
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-96966562022-11-26 Computational Metabolomics Tools Reveal Subarmigerides, Unprecedented Linear Peptides from the Marine Sponge Holobiont Callyspongia subarmigera Castaldi, Andrea Teta, Roberta Esposito, Germana Beniddir, Mehdi A. De Voogd, Nicole J. Duperron, Sébastien Costantino, Valeria Bourguet-Kondracki, Marie-Lise Mar Drugs Article A detailed examination of a unique molecular family, restricted to the Callyspongia genus, in a molecular network obtained from an in-house Haplosclerida marine sponge collection (including Haliclona, Callyspongia, Xestospongia, and Petrosia species) led to the discovery of subarmigerides, a series of rare linear peptides from Callyspongia subarmigera, a genus mainly known for polyacetylenes and lipids. The structure of the sole isolated peptide, subarmigeride A (1) was elucidated through extensive 1D and 2D NMR spectroscopy, HRMS/MS, and Marfey’s method to assign its absolute configuration. The putative structures of seven additional linear peptides were proposed by an analysis of their respective MS/MS spectra and a comparison of their fragmentation patterns with the heptapeptide 1. Surprisingly, several structurally related analogues of subarmigeride A (1) occurred in one distinct cluster from the molecular network of the cyanobacteria strains of the Guadeloupe mangroves, suggesting that the true producer of this peptide family might be the microbial sponge-associated community, i.e., the sponge-associated cyanobacteria. MDPI 2022-10-27 /pmc/articles/PMC9696656/ /pubmed/36354996 http://dx.doi.org/10.3390/md20110673 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Castaldi, Andrea
Teta, Roberta
Esposito, Germana
Beniddir, Mehdi A.
De Voogd, Nicole J.
Duperron, Sébastien
Costantino, Valeria
Bourguet-Kondracki, Marie-Lise
Computational Metabolomics Tools Reveal Subarmigerides, Unprecedented Linear Peptides from the Marine Sponge Holobiont Callyspongia subarmigera
title Computational Metabolomics Tools Reveal Subarmigerides, Unprecedented Linear Peptides from the Marine Sponge Holobiont Callyspongia subarmigera
title_full Computational Metabolomics Tools Reveal Subarmigerides, Unprecedented Linear Peptides from the Marine Sponge Holobiont Callyspongia subarmigera
title_fullStr Computational Metabolomics Tools Reveal Subarmigerides, Unprecedented Linear Peptides from the Marine Sponge Holobiont Callyspongia subarmigera
title_full_unstemmed Computational Metabolomics Tools Reveal Subarmigerides, Unprecedented Linear Peptides from the Marine Sponge Holobiont Callyspongia subarmigera
title_short Computational Metabolomics Tools Reveal Subarmigerides, Unprecedented Linear Peptides from the Marine Sponge Holobiont Callyspongia subarmigera
title_sort computational metabolomics tools reveal subarmigerides, unprecedented linear peptides from the marine sponge holobiont callyspongia subarmigera
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9696656/
https://www.ncbi.nlm.nih.gov/pubmed/36354996
http://dx.doi.org/10.3390/md20110673
work_keys_str_mv AT castaldiandrea computationalmetabolomicstoolsrevealsubarmigeridesunprecedentedlinearpeptidesfromthemarinespongeholobiontcallyspongiasubarmigera
AT tetaroberta computationalmetabolomicstoolsrevealsubarmigeridesunprecedentedlinearpeptidesfromthemarinespongeholobiontcallyspongiasubarmigera
AT espositogermana computationalmetabolomicstoolsrevealsubarmigeridesunprecedentedlinearpeptidesfromthemarinespongeholobiontcallyspongiasubarmigera
AT beniddirmehdia computationalmetabolomicstoolsrevealsubarmigeridesunprecedentedlinearpeptidesfromthemarinespongeholobiontcallyspongiasubarmigera
AT devoogdnicolej computationalmetabolomicstoolsrevealsubarmigeridesunprecedentedlinearpeptidesfromthemarinespongeholobiontcallyspongiasubarmigera
AT duperronsebastien computationalmetabolomicstoolsrevealsubarmigeridesunprecedentedlinearpeptidesfromthemarinespongeholobiontcallyspongiasubarmigera
AT costantinovaleria computationalmetabolomicstoolsrevealsubarmigeridesunprecedentedlinearpeptidesfromthemarinespongeholobiontcallyspongiasubarmigera
AT bourguetkondrackimarielise computationalmetabolomicstoolsrevealsubarmigeridesunprecedentedlinearpeptidesfromthemarinespongeholobiontcallyspongiasubarmigera