161855-32-9Relevant academic research and scientific papers
Synthesis of 5-substituted-3-[(2'S,3'S)-3'-hydroxy-2'-hydroxymethyltetrahydrofuran-3'-yl]-1,2,4-oxadiazoles and their epimers
Wu,Ma,Zhang,Lu,Guo,Zheng
, p. 1527 - 1536 (2000)
5-Phenyl-3-[(2'R,3'S)-3'-hydroxy-2'-dimethoxymethyltetrahydrofuran-3'-yl]-1,2,4-oxadiazole 10a and its epimer 11a, 5-methyl-3-[(2'R,3'S)-3'-hydroxy-2'-dimethoxymethyltetrahydrofuran-3'-yl]-1,2,4-oxadiazole 10b and its epimer 11b were synthesized from cyan
Synthesis and structural characterization of homochiral homo-oligomers of parent cis- and trans-furanoid-β-amino acids
Pandey, Sunil K.,Jogdand, Ganesh F.,Oliveira, Joao C. A.,Mata, Ricardo A.,Rajamohanan, Pattuparambil R.,Ramana, Chepuri V.
experimental part, p. 12946 - 12954 (2012/01/04)
The synthesis of homochiral homo-oligomers of cis- and trans-3- aminotetrahydrofuran-2-carboxylic acids (parent cis- and trans-furanoid-β- amino acids, referred to as "cis-/trans-FAA") has been carried out to understand their secondary structures and their dependence on the ring heteroatom. The oligomers of two diastereomers have been shown to have a distinct left-handed helicity. The cis-FAA homo-oligomers show a 14-helix structure, in contrast to the homo-oligomers of cis-ACPC, which adopt a sheet like structure. The trans-FAA homo-oligomers were found to adopt a 12-helix structure, the same trend found in trans-ACPC homo-oligomers. With the help of ab initio calculations, the structural features of cis-ACPC and cis-FAA hexamers were compared. We believe that the more compact packing of the cis-FAA hexapeptide should be due to a more favorable interaction between the ring and the backbone amide hydrogen. It's the heteroatom that counts: trans-Furanoid-β-amino acid (FAA) homo-oligomers adopt a 12-helix structure similar to that of trans-ACPC (2-aminocyclopentane carboxylic acid) oligomers. However, cis-FAA oligomers seem to adopt 14-helix solution structures, which is in contrast to cis-ACPC oligomers, for which a sheetlike structure has been observed. Calculations reveal that this preference in cis-FAAs is due to a more favorable contact between the backbone and the ring (see scheme). Copyright
