Fluorescence Detection of Creatinine by a Hydrogen-Bonded Guanosine Octamer.
|
Accession number;04A0258612
|
| Title;Fluorescence Detection of Creatinine by a Hydrogen-Bonded Guanosine Octamer. |
| Author;
NISHIZAWA SEIICHI
(Tohoku Univ., Grad. Sch.)
OKAZAKI SHUKO
(Tohoku Univ., Grad. Sch.)
HIGUCHI MIYUKI
(Tohoku Univ., Grad. Sch.)
KATO YUICHI
(Tohoku Univ., Grad. Sch.)
TERAMAE NORIO
(Tohoku Univ., Grad. Sch.)
|
Journal Title;Abstracts. Symposium on Biofunctional Chemistry
|
Journal Code:L0836A
|
ISSN:
|
|
VOL.18th;NO.;PAGE.58-59(2003)
|
| Figure&Table&Reference;FIG.1, REF.3 |
| Pub. Country;Japan |
| Language;Japanese |
| Abstract;We here report the design and characterization of self-assembling guanosine (G) octamers, consisting of two cyclic G-quartets, held together extensively by hydrogen bonding and stacking interaction. Our design strategy is based on the introduction of a carbonate linker at the ribose C(5') position so as to form intramolecular hydrogen bonds between the C(5') carbonyl and N(2)H amino groups. This stabilizes a syn conformation with respect to the relevant N(9)-C(1') glycosidic bonds, which prevents the extensive ribbon-like aggregation, but allows the formation of G-quartets as formed by a Hoogsteen base-pairing. Two quartets are coupled together so as to stack with a counterclockwise rotation, where the G-octamer is stabilized by hydrogen bonds between H(8) protons and the ribose oxygens, and further by stacking between pyrenyl groups introduced at the ribose C(5') via the carbonate linker. These features in the spontaneous formation of G-octamers are discussed on the basis of 1H NMR, CD, IR, FL measurements and molecular modeling studies. In addition, potential use of the octamer is demonstrated for fluorescence detection of a clinically important substrate, creatinine. (author abst.) |
|
|
|
Related Articles;
|
|
