Sugar Amino Acids

Sugar amino acids (SAAs) represent an important class of templates deriving from the chiral pool that have attracted noteworthy interest in the area of peptidomimetics. SAAs have been synthesized mainly as furanoid or pyranoid compounds, and both cyclic and bicyclic scaffolds have been reported. Furanoid a-SAAs have been reported mainly by Fleet and colleagues starting from the mid-1990s. The common features of these molecules, possessing the furanoid scaffold, is to have the carboxylic and amino functional groups installed at C1 in place of the hemiacetalic moiety. Most reported a-SAAs have a furanoid scaffold, and only a few examples of pyranoid species were developed. Most research in the field of α-SAAs has concentrated on the furanosidic scaffold. Quite recently, a set of conformationally locked d-amino acids have been proposed, based on furan rings.