Development of"molecular pliers" to fluorosensors.

Accession number;04A0258585
Title;Development of"molecular pliers" to fluorosensors.
Author; MIYAGAWA NAOFUSA (Tokyo Inst. of Technology, Graduate School) IZUMI TAKUHIRO (Tokyo Inst. of Technology, Graduate School) NAKATANI MASATOSHI (Tokyo Inst. of Technology, Graduate School) HASHIMOTO HIRONOBU (Tokyo Inst. of Technology, Graduate School) YUASA HIDEYA (Tokyo Inst. of Technology, Graduate School)
Journal Title;Abstracts. Symposium on Biofunctional Chemistry
Journal Code:L0836A
ISSN:
VOL.18th;NO.;PAGE.4-5(2003)
Figure&Table&Reference;FIG.2, REF.2
Pub. Country;Japan
Language;Japanese
Abstract;Recently, the "molecular clothespin" type excimer fluorosensor on the basis of the ring flip of cyclohexane was reported. Based on this concept, we developed "molecular pliers", 2,4-disubstituted xylopyranosides, into excimer fluorosensors, taking advantage of their ring flip. This study demonstrates that "molecular pliers" could be turned into a fluorosensor, in which two identical fluorophores form an excimer complex when "molecular pliers" close with the pivot xylose in the 1C4 conformer (Figure 1). As potential metal fluorosensor, we synthesized 1,3-dipyreny1-2,4- diaminoxylopyranoside derivative 2 as shown in Scheme 1, and investigated its property (Figure 2). Compound 2 formed an excimer complex only in the existence of a metal ion (Pt2+ or Zn2+), that this indicating "molecular pliers" is an excimer fluorosensor for metal ions. This study suggests a potential of "molecular pliers" as excimer fluorosensors for DNA, sugar receptors and so on, if we can attach adequate recognition compartments. (author abst.)