Barrettides: A Peptide Family Specifically Produced by the Deep-Sea Sponge Geodia barretti
Natural product discovery by isolation and structure elucidation is a laborious task often requiring ample quantities of biological starting material and frequently resulting in the rediscovery of previously known compounds. However, peptides are a compound class amenable to an alternative genomic,...
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ftsmithonian:oai:figshare.com:article/17136252 2023-05-15T17:31:19+02:00 Barrettides: A Peptide Family Specifically Produced by the Deep-Sea Sponge Geodia barretti Karin Steffen (5031989) Quentin Laborde (11341406) Sunithi Gunasekera (1364190) Colton D. Payne (6635933) K. Johan Rosengren (1346457) Ana Riesgo (276019) Ulf Göransson (1364202) Paco Cárdenas (11804556) 1753-01-01T00:00:00Z https://doi.org/10.1021/acs.jnatprod.1c00938.s001 unknown https://figshare.com/articles/journal_contribution/Barrettides_A_Peptide_Family_Specifically_Produced_by_the_Deep-Sea_Sponge_i_Geodia_barretti_i_/17136252 doi:10.1021/acs.jnatprod.1c00938.s001 CC BY-NC 4.0 CC-BY-NC Biochemistry Genetics Inorganic Chemistry Biological Sciences not elsewhere classified previously known compounds compound class amenable biological starting material geodia barretti </ amphibalanus improvisus </ natural product discovery north atlantic deep newly described barrettides known peptide sequences 50 </ sub silico </ discovery route – iv similarity searches several lines sequencing data sea demosponge nmr spectroscopy native conformation microbial symbionts larval settlement highly similar geodiidae ) frequently resulting evidence suggest elution experiments disulfide connectivity biofouling activity bay barnacle barrettide c alternative genomic 64 μm Text Journal contribution 1753 ftsmithonian https://doi.org/10.1021/acs.jnatprod.1c00938.s001 2021-12-19T20:01:21Z Natural product discovery by isolation and structure elucidation is a laborious task often requiring ample quantities of biological starting material and frequently resulting in the rediscovery of previously known compounds. However, peptides are a compound class amenable to an alternative genomic, transcriptomic, and in silico discovery route by similarity searches of known peptide sequences against sequencing data. Based on the sequences of barrettides A and B, we identified five new barrettide sequences (barrettides C–G) predicted from the North Atlantic deep-sea demosponge Geodia barretti (Geodiidae). We synthesized, folded, and investigated one of the newly described barrettides, barrettide C (NVVPCFCVEDETSGAKTCIPDNCDASRGTNP, disulfide connectivity I–IV, II–III). Co-elution experiments of synthetic and sponge-derived barrettide C confirmed its native conformation. NMR spectroscopy and the anti-biofouling activity on larval settlement of the bay barnacle Amphibalanus improvisus (IC 50 0.64 μM) show that barrettide C is highly similar to barrettides A and B in both structure and function. Several lines of evidence suggest that barrettides are produced by the sponge itself and not one of its microbial symbionts. Other Non-Article Part of Journal/Newspaper North Atlantic Unknown |
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ftsmithonian |
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Biochemistry Genetics Inorganic Chemistry Biological Sciences not elsewhere classified previously known compounds compound class amenable biological starting material geodia barretti </ amphibalanus improvisus </ natural product discovery north atlantic deep newly described barrettides known peptide sequences 50 </ sub silico </ discovery route – iv similarity searches several lines sequencing data sea demosponge nmr spectroscopy native conformation microbial symbionts larval settlement highly similar geodiidae ) frequently resulting evidence suggest elution experiments disulfide connectivity biofouling activity bay barnacle barrettide c alternative genomic 64 μm |
spellingShingle |
Biochemistry Genetics Inorganic Chemistry Biological Sciences not elsewhere classified previously known compounds compound class amenable biological starting material geodia barretti </ amphibalanus improvisus </ natural product discovery north atlantic deep newly described barrettides known peptide sequences 50 </ sub silico </ discovery route – iv similarity searches several lines sequencing data sea demosponge nmr spectroscopy native conformation microbial symbionts larval settlement highly similar geodiidae ) frequently resulting evidence suggest elution experiments disulfide connectivity biofouling activity bay barnacle barrettide c alternative genomic 64 μm Karin Steffen (5031989) Quentin Laborde (11341406) Sunithi Gunasekera (1364190) Colton D. Payne (6635933) K. Johan Rosengren (1346457) Ana Riesgo (276019) Ulf Göransson (1364202) Paco Cárdenas (11804556) Barrettides: A Peptide Family Specifically Produced by the Deep-Sea Sponge Geodia barretti |
topic_facet |
Biochemistry Genetics Inorganic Chemistry Biological Sciences not elsewhere classified previously known compounds compound class amenable biological starting material geodia barretti </ amphibalanus improvisus </ natural product discovery north atlantic deep newly described barrettides known peptide sequences 50 </ sub silico </ discovery route – iv similarity searches several lines sequencing data sea demosponge nmr spectroscopy native conformation microbial symbionts larval settlement highly similar geodiidae ) frequently resulting evidence suggest elution experiments disulfide connectivity biofouling activity bay barnacle barrettide c alternative genomic 64 μm |
description |
Natural product discovery by isolation and structure elucidation is a laborious task often requiring ample quantities of biological starting material and frequently resulting in the rediscovery of previously known compounds. However, peptides are a compound class amenable to an alternative genomic, transcriptomic, and in silico discovery route by similarity searches of known peptide sequences against sequencing data. Based on the sequences of barrettides A and B, we identified five new barrettide sequences (barrettides C–G) predicted from the North Atlantic deep-sea demosponge Geodia barretti (Geodiidae). We synthesized, folded, and investigated one of the newly described barrettides, barrettide C (NVVPCFCVEDETSGAKTCIPDNCDASRGTNP, disulfide connectivity I–IV, II–III). Co-elution experiments of synthetic and sponge-derived barrettide C confirmed its native conformation. NMR spectroscopy and the anti-biofouling activity on larval settlement of the bay barnacle Amphibalanus improvisus (IC 50 0.64 μM) show that barrettide C is highly similar to barrettides A and B in both structure and function. Several lines of evidence suggest that barrettides are produced by the sponge itself and not one of its microbial symbionts. |
format |
Other Non-Article Part of Journal/Newspaper |
author |
Karin Steffen (5031989) Quentin Laborde (11341406) Sunithi Gunasekera (1364190) Colton D. Payne (6635933) K. Johan Rosengren (1346457) Ana Riesgo (276019) Ulf Göransson (1364202) Paco Cárdenas (11804556) |
author_facet |
Karin Steffen (5031989) Quentin Laborde (11341406) Sunithi Gunasekera (1364190) Colton D. Payne (6635933) K. Johan Rosengren (1346457) Ana Riesgo (276019) Ulf Göransson (1364202) Paco Cárdenas (11804556) |
author_sort |
Karin Steffen (5031989) |
title |
Barrettides: A Peptide Family Specifically Produced by the Deep-Sea Sponge Geodia barretti |
title_short |
Barrettides: A Peptide Family Specifically Produced by the Deep-Sea Sponge Geodia barretti |
title_full |
Barrettides: A Peptide Family Specifically Produced by the Deep-Sea Sponge Geodia barretti |
title_fullStr |
Barrettides: A Peptide Family Specifically Produced by the Deep-Sea Sponge Geodia barretti |
title_full_unstemmed |
Barrettides: A Peptide Family Specifically Produced by the Deep-Sea Sponge Geodia barretti |
title_sort |
barrettides: a peptide family specifically produced by the deep-sea sponge geodia barretti |
publishDate |
1753 |
url |
https://doi.org/10.1021/acs.jnatprod.1c00938.s001 |
genre |
North Atlantic |
genre_facet |
North Atlantic |
op_relation |
https://figshare.com/articles/journal_contribution/Barrettides_A_Peptide_Family_Specifically_Produced_by_the_Deep-Sea_Sponge_i_Geodia_barretti_i_/17136252 doi:10.1021/acs.jnatprod.1c00938.s001 |
op_rights |
CC BY-NC 4.0 |
op_rightsnorm |
CC-BY-NC |
op_doi |
https://doi.org/10.1021/acs.jnatprod.1c00938.s001 |
_version_ |
1766128832993034240 |