Fluorescent sensors of molecular recognition. Modified cyclodextrins capable of exhibiting guest-responsive twisted intramolecular charge transfer fluorescence

Hamasaki, Koji; Ikeda, Hiroshi; Nakamura, Asao; Ueno, Akihiko; Toda, Fujio; Suzuki, I.; Osa, Tetsuo

doi:10.1021/ja00065a012

Cited by 296 publications

(170 citation statements)

References 0 publications

Supporting

Mentioning

167

Contrasting

Order By: Relevance

“…[26][27][28][29][30][31] It supports the clarification of those complex structures. [32][33][34][35] Figure 3 shows induced circular dichroism (ICD) and UV-vis spectra of AC5 (10 and 100 μM) in aqueous solution with 0 -8 mM of SDS. An asymmetrically split Cotton effect of the ICD spectrum was observed for free AC5 in the region of 240 -260 nm.…”

Section: Circular Dichroism (Cd) Spectrum Measurementmentioning

confidence: 99%

Determination of SDS Using Fluorescent γ-Cyclodextrin Based on TICT in Aqueous Solution

et al. 2012

View full text Add to dashboard Cite

Section: Circular Dichroism (Cd) Spectrum Measurementmentioning

confidence: 99%

Determination of SDS Using Fluorescent γ-Cyclodextrin Based on TICT in Aqueous Solution

et al. 2012

View full text Add to dashboard Cite

“…Especially, cyclodextrin (CD) modified by a fluorescent substituent can give a useful analysis method for a rapid and reasonable detection [9][10][11][12][13][14]. Ueno et al reported that fluorescence intensity of fluorescent moiety in CD based chemosensor was decreased with increase in addition of target materials, with displacement of fluorescent moiety from the inside to the outside of the CD cavity [15]. The fluorescence change was explained by twisted intramolecular charge transfer (TICT) quenching process which is prevented in the CD cavity.…”

Section: Introductionmentioning

confidence: 99%

TritonX-100 selective chemosensor based on β-cyclodextrin modified by anthracene derivative

Oka¹,

Nakamura²,

Morozumi³

et al. 2010

Talanta

View full text Add to dashboard Cite

“…When a guest group is modified with a cyclic host, the molecule may form intramolecular complexes [2] or intermolecular complexes [3] to give supramolecular polymers. When supramolecular polymers are treated with bulky stopper groups, they may form poly [2]rotaxanes [4].…”

mentioning

confidence: 99%

Identification of face-to-face inclusion complex formation of cyclodextrin bearing an azobenzene group by electrospray ionization mass spectrometry

Arakawa

Yamaguchi

Takahashi

et al. 2003

J. Am. Soc. Mass Spectrom.

View full text Add to dashboard Cite

The solution-based self-assembly of native and permethylated cyclodextrins (CD) bearing an azobenzene substituent has been studied by electrospray ionization mass spectrometry (ESI-MS). The results revealed that the CD molecules form either a contact or a face-to-face inclusion complex depending on the interaction of their substituents. The mass spectrometric study further demonstrated that the inclusion complex is formed through the interaction between the host CD cavity and the guest-substituent and that a contact complex is formed by hydrogen-bonding of the hydroxyl functions at the rims of the CD molecule. We also found that in order to detect the face-to-face inclusion complex by ESI-MS, the following conditions have to be met: (1) The CD moieties must be permethylated to avoid formation of the contact complex, (2) they must possess a guest-substituent of suitable length, such as an azobenzene moiety, and (3) they must possess an NH 2 or OH group at the substituent terminals for protonation and for detection as cations by ESI-MS. Formation of the inclusion complexes was further confirmed by the synthesis of a capped inclusion dimer and a capped monomer.

show abstract

Fluorescent sensors of molecular recognition. Modified cyclodextrins capable of exhibiting guest-responsive twisted intramolecular charge transfer fluorescence

Cited by 296 publications

References 0 publications

Determination of SDS Using Fluorescent γ-Cyclodextrin Based on TICT in Aqueous Solution

Determination of SDS Using Fluorescent γ-Cyclodextrin Based on TICT in Aqueous Solution

TritonX-100 selective chemosensor based on β-cyclodextrin modified by anthracene derivative

Identification of face-to-face inclusion complex formation of cyclodextrin bearing an azobenzene group by electrospray ionization mass spectrometry

Contact Info

Product

Resources

About