Sequencing of cyclic peptides by NMR and MS techniques demonstrated on stylissamides A–F

Cychon, Christine; Schmidt, Gertraud M.; Köck, Matthias

doi:10.1007/s11101-012-9252-6

Cited by 6 publications

(2 citation statements)

References 53 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The marine sponge Stylissa caribica Lehnert & van Soest, 1998 is found at depths in excess of −25 m in the Caribbean Sea. The cyclic heptapeptides stylissamides A–F ( 1a – d , e , f ; , see Supporting Information for structures) have recently been described from S. caribica from the Bahamas. Many related peptides exhibit biological activity; for example, stylissamide ‘X’, from an unidentified Stylissa species from Indonesia, inhibited EGF-induced migration of cultured HeLa cells .…”

mentioning

confidence: 99%

Structures and Solution Conformational Dynamics of Stylissamides G and H from the Bahamian Sponge Stylissa caribica

2014

View full text Add to dashboard Cite

Two new peptides, stylissamides G and H, were isolated from extracts of a sample of Stylissa caribica collected in deep waters of the Caribbean Sea. A single sample of S. caribica among a collection of 10 samples that were examined by LC-MS appeared to be a different chemotype from the others in that it lacked the familiar pyrrole-2-aminoimidazole alkaloids, stevensine and oroidin, and contained peptides of the stylissamide class. The structures of the title compounds were solved by integrated analysis of the MS and NMR spectra and chemical degradation. The solution conformation of stylissamide G was briefly examined by electronic circular dichroism and temperature-dependent 1H NMR chemical shifts of amide NH signals, which supported a conformationally rigid macrocycle.

show abstract

mentioning

confidence: 99%

Structures and Solution Conformational Dynamics of Stylissamides G and H from the Bahamian Sponge Stylissa caribica

2014

View full text Add to dashboard Cite

show abstract

“…Synthetic advancements in this area have given rise to monomeric, bicyclic, and stapled peptide structures that contain unique synthetic scaffolds and chemical linkers. There are well established NMR methods for studying proteins and linear peptides, and these are being adapted to analyze macrocyclic peptide mimetics for confirming structure and providing insight into conformational and dynamic properties to advance SAR. − …”

Section: New Drug Modalitiesmentioning

confidence: 99%

Perspectives on Nuclear Magnetic Resonance Spectroscopy in Drug Discovery Research

Caceres-Cortes,

Falk,

Mueller

et al. 2024

J. Med. Chem.

View full text Add to dashboard Cite

The drug discovery landscape has undergone a significant transformation over the past decade, owing to research endeavors in a wide range of areas leading to strategies for pursuing new drug targets and the emergence of novel drug modalities. NMR spectroscopy has been a technology of fundamental importance to these research pursuits and has seen its use expanded both within and outside of traditional medicinal chemistry applications. In this perspective, we will present advancement of NMR-derived methods that have facilitated the characterization of small molecules and novel drug modalities including macrocyclic peptides, cyclic dinucleotides, and ligands for protein degradation. We will discuss innovations in NMR spectroscopy at the chemistry and biology interface that have broadened NMR's utility from hit identification through lead optimization activities. We will also discuss the promise of emerging NMR approaches in bridging our understanding and addressing challenges in the pursuit of the therapeutic agents of the future.

show abstract

Identification, characterization and evaluation of novel antifungal cyclic peptides from Neobacillus drentensis

Routhu

Ragi

Poornachandra

et al. 2021

Bioorganic Chemistry

View full text Add to dashboard Cite

Sequencing of cyclic peptides by NMR and MS techniques demonstrated on stylissamides A–F

Cited by 6 publications

References 53 publications

Structures and Solution Conformational Dynamics of Stylissamides G and H from the Bahamian Sponge Stylissa caribica

Structures and Solution Conformational Dynamics of Stylissamides G and H from the Bahamian Sponge Stylissa caribica

Perspectives on Nuclear Magnetic Resonance Spectroscopy in Drug Discovery Research

Identification, characterization and evaluation of novel antifungal cyclic peptides from Neobacillus drentensis

Contact Info

Product

Resources

About