¹⁹F NMR as a tool in chemical biology

• Diana Gimenez,
• Aoife Phelan,
• Cormac D. Murphy and
• Steven L. Cobb

Beilstein J. Org. Chem. 2021, 17, 293–318, doi:10.3762/bjoc.17.28

Natural and redesigned wasp venom peptides with selective antitumoral activity

• Marcelo D. T. Torres,
• Gislaine P. Andrade,
• Roseli H. Sato,
• Cibele N. Pedron,
• Tania M. Manieri,
• Giselle Cerchiaro,
• Anderson O. Ribeiro,
• Cesar de la Fuente-Nunez and
• Vani X. Oliveira Jr.

Beilstein J. Org. Chem. 2018, 14, 1693–1703, doi:10.3762/bjoc.14.144

• moment, and net positive charge, characteristics that are known to be important for peptide–membrane interactions [10]. Some of these changes decreased the hemolytic activity against human red blood cells of Dec-NH2, reported by Konno et al. [24], and retained the antimicrobial activity described by

• face of the amphipathic helical structure. All the other analogs were designed by tuning some of the physicochemical features that contribute to peptide–membrane interactions in order to preserve the activity of the native sequence. Some of these changes decreased the hemolytic activity of Dec-NH2

• control peptide [Leu]8-Dec-NH2. These results indicate that peptide treatment alters the ultrastructure of the cancer cell membrane, an alteration that is apparently part of the observed anticancer activity. The biophysical features of peptides play an important role in peptide–membrane interactions. Here

A green approach to the synthesis of novel phytosphingolipidyl β-cyclodextrin designed to interact with membranes

• Yong Miao,
• Florence Djedaïni-Pilard and
• Véronique Bonnet

Beilstein J. Org. Chem. 2014, 10, 2654–2657, doi:10.3762/bjoc.10.278

• still desired to vary membrane interactions. We have thus discovered that the fatty acyl-permethylated-β-CD cannot form nanoparticles in aqueous solvent probably due to the single lipidic chain inside the CD cavity [4][8], and later we found that bicatenar compounds whose hydrophobic moiety is composed

A versatile δ-aminolevulinic acid (ΑLA)-cyclodextrin bimodal conjugate-prodrug for PDT applications with the help of intracellular chemistry

• Chrysie Aggelidou,
• Theodossis A. Theodossiou,
• Antonio Ricardo Gonçalves,
• Mariza Lampropoulou and
• Konstantina Yannakopoulou

Beilstein J. Org. Chem. 2014, 10, 2414–2420, doi:10.3762/bjoc.10.251

• cholesterol in lipid raft and non-raft regions as well as removing and redistributing phospholipids [20]. Thus, the transport of an adamantyl-substituted guest that blocks the β-CD cavity is anticipated to alter the above host–membrane interactions. In this respect, the primary side enrichment of 1-CD with

Design of a novel tryptophan-rich membrane-active antimicrobial peptide from the membrane-proximal region of the HIV glycoprotein, gp41

• Evan F. Haney,
• Leonard T. Nguyen,
• David J. Schibli and
• Hans J. Vogel

Beilstein J. Org. Chem. 2012, 8, 1172–1184, doi:10.3762/bjoc.8.130

• ; NMR solution structure; membrane interactions; peptides structure–function relationship; Introduction Antimicrobial peptides (AMPs) continue to attract significant attention as potential alternatives to conventional antibiotics. A large number of AMP sequences have been reported in the literature