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Barrettides: A Peptide Family Specifically Produced by the Deep-Sea Sponge Geodia barretti.


ABSTRACT: 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 (IC50 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.

SUBMITTER: Steffen K 

PROVIDER: S-EPMC8713285 | biostudies-literature | 2021 Dec

REPOSITORIES: biostudies-literature

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Barrettides: A Peptide Family Specifically Produced by the Deep-Sea Sponge <i>Geodia barretti</i>.

Steffen Karin K   Laborde Quentin Q   Gunasekera Sunithi S   Payne Colton D CD   Rosengren K Johan KJ   Riesgo Ana A   Göransson Ulf U   Cárdenas Paco P  

Journal of natural products 20211207 12


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 <i>in silico</i> 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 ba  ...[more]

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