Quadruply hydrogen-bonded heteroduplexes based on imide and urea units arrayed with ADDA/DAAD sequences.
Org Biomol Chem
; 11(40): 6975-83, 2013 Sep 25.
Article
en En
| MEDLINE
| ID: mdl-24057168
A new class of imide- and urea-based hetero-strands with a quadruple ADDA/DAAD hydrogen-bond array was designed and synthesized from easily accessible starting materials. The molecular recognition between the two different strands depends highly on the substituents and the linker between neighboring hydrogen-bonds, which results in the stability of these heteroduplexes varying from 10(3) to >10(5) M(-1) in apolar solvents. In particular, an increase of the association constant by up to one order of magnitude was observed by derivatizing the ADDA arrays at the termini with electron-withdrawing groups. Molecular modelling of the representative complementary complexes reveals the binding mode of four hydrogen-bond arrays that agrees with the matched pair.
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1
Colección:
01-internacional
Base de datos:
MEDLINE
Idioma:
En
Revista:
Org Biomol Chem
Asunto de la revista:
BIOQUIMICA
/
QUIMICA
Año:
2013
Tipo del documento:
Article
País de afiliación:
China
Pais de publicación:
Reino Unido