An easy and efficient solid-phase synthesis strategy to obtain rapidly water-soluble chromophores/fluorophores in highly pure form has been developed. This first successful use of N-Fmoc-α-sulfo-β-alanine as a SPPS building block opens the way to the future development of promising direct "on-resin" peptide labelling and water-solubilising methods.

In this study, a series of dipeptide compounds were synthesized as result the reaction Fmoc group-protected amino acids and chalcones with triazine reagent. The structures characterized by FT-IR, 1H 13C APT NMR spectroscopy techniques. electrical behavior conjugares was investigated an impedance analyzer in frequency range 1-30 kHz. variation dielectric constant, loss, susceptibility parameters...

O-fucosylated glycan epitopes of membrane-bound mucin glycoproteins are key ligands many bacterial lectins. In their Research Article (e202302437), Ulrika Westerlind and co-workers describe the synthesis fucosylated glycopeptides using a chemoenzymatic approach. Starting from simple building blocks, Fmoc-protected glycosylated amino acids were prepared incorporated into peptides enzymatically d...

Although native chemical ligation (NCL) and related chemoselective ligation approaches provide an elegant method to stitch together unprotected peptides, the handling and purification of insoluble and aggregation-prone peptides and assembly intermediates create a bottleneck to routinely preparing large proteins by completely synthetic means. In this work, we introduce a new general tool, Fmoc-D...

Glycopeptides that mimic the action of oligosaccharides have been rapidly identified through the implementation of combinatorial library methodology combined with a novel, easy, screening and analysis method. A glycopeptide library containing three different glycosyl amino building blocks, Fmoc-Asn(â-Ac3GlcNAc)-OPfp (5), Fmoc-Thr(R-Ac4Man)-OPfp (6), and Fmoc-Thr[R-Ac4Man(1f3)R-2-O-Bz-4,6-Ac2Man...

The Na(+)/dicarboxylate cotransporter NaDC1 absorbs citric acid cycle intermediates from the lumen of the small intestine and kidney proximal tubule. No effective inhibitor has been identified yet, although previous studies showed that the nonsteroidal anti-inflammatory drug, flufenamate, inhibits the human (h) NaDC1 with an IC(50) value of 2 mM. In the present study, we have tested compounds r...

Externally sensitized photoinduced fragmentation in dithiane adducts of carbonyl compounds requires the presence of an electron-transfer sensitizer, and therefore can be made contingent on a molecular recognition event. This event “arms” the binary photoactive system by bringing the adduct and the sensitizer into the immediate proximity of each other. Such conditional photorelease of dithianes,...

We explore the formation and structure of gels produced from solutions of the aromatic dipeptide derivative molecule fluorenylmethoxycarbonyl-diphenylalanine (Fmoc-FF) in dimethyl sulfoxide (DMSO). Mixing these solutions with water results in the self-assembly of Fmoc-FF molecules into space-filling fibrous networks, exhibiting mechanical properties characteristic of gels. Using confocal fluore...

Two new fullerene amino acids have been prepared by dipolar addition to C(60) of either the Boc- or Fmoc-Nalpha-protected azido amino acids derived from phenylalanine and lysine. UV-visible and CV studies indicate the as prepared amino acids are a mixture of 5,6-open (major product) and 6,6-closed (minor product) derivatives that may be readily separated.