Saccharide-Linked Ethynylpyridine Oligomers: Primary
Structures Encode Chiral Helices
Hajime Abe
Daisuke Murayama
Fumihiro Kayamori
Masahiko Inouye
10.1021/ma801470r.s002
https://acs.figshare.com/articles/journal_contribution/Saccharide_Linked_Ethynylpyridine_Oligomers_Primary_Structures_Encode_Chiral_Helices/2908003
A series of glycoside-linked oligomeric 2,6-pyridylene−ethynylene
(<i>m</i>-ethynylpyridine) compounds were prepared and studied
for their intramolecular chiral induction. The primary structure of
the oligomers, such as the lengths of ethynylpyridine moieties and
linkers and the types of terminal groups and linked glycosides, was
varied. From circular dichroism (CD) and <sup>1</sup>H NMR analyses,
it was found that the intramolecular hydrogen bonds between the glycoside
and ethynylpyridine moieties induced the formation of higher-order,
chiral helices of the oligomers. The sign and strength of CD signals
for the helices were found to depend strongly on the length of ethynylpyridines
and the types of terminal groups and glycosides. These results showed
that the oligomers encode their higher-order structures in their primary
structures.
2008-10-14 00:00:00
helice
oligomer
intramolecular chiral induction
Primary Structures Encode Chiral HelicesA series
terminal groups
intramolecular hydrogen bonds
ethynylpyridine moieties
glycosides
type
1 H NMR analyses
length