Tetrahydrofuran amino acids - versatile building blocks for unnatural biopolymers: lack of secondary structure in oligomeric carbopeptoids derived from a D-galacto-5-(aminomethyl) tetrahydrofuran-2-carboxylic acid

The efficient synthesis of a D-galacto-configured tetrahydrofuran amino aci d from a seven-carbon lactone as a monomer for the generation of sequence-d efined structured biopolymer mimics is described. Investigations into the c haracteristics of homooligomeric derivatives of this monomer indicate that they do not adopt well defined secondary structures. The unanticipated form ation of a heterooligomeric derivative and investigations into its solution structure are also described.