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Literature DB >> 19841772

Discovery and early development of squaraine rotaxanes.

Jeremiah J Gassensmith¹, Jeffrey M Baumes, Bradley D Smith.

Abstract

The chemical and photophysical properties of a fluorescent squaraine dye are greatly enhanced when it is mechanically encapsulated inside a tetralactam macrocycle. This feature article describes the synthesis, structure, and photophysical performance of first-generation squaraine rotaxanes, and shows how they can be used as fluorescent imaging probes and chemosensors.

Entities: Chemical Disease Species

Mesh：

Substances：

Year: 2009 PMID： 19841772 PMCID： PMC2854661 DOI： 10.1039/b911064j

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

55 in total

1. Molecular clips form isostructural dimeric aggregates from benzene to water.

Authors: Anxin Wu; Pritam Mukhopadhyay; Arindam Chakraborty; James C Fettinger; Lyle Isaacs
Journal: J Am Chem Soc Date: 2004-08-18 Impact factor: 15.419

2. Supramolecular dye laser with cucurbit[7]uril in water.

Authors: Jyotirmayee Mohanty; Haridas Pal; Alok K Ray; Sasi Kumar; Werner M Nau
Journal: Chemphyschem Date: 2007-01-08 Impact factor: 3.102

3. Squaraine rotaxanes: superior substitutes for Cy-5 in molecular probes for near-infrared fluorescence cell imaging.

Authors: James R Johnson; Na Fu; Easwaran Arunkumar; W Matthew Leevy; Seth T Gammon; David Piwnica-Worms; Bradley D Smith
Journal: Angew Chem Int Ed Engl Date: 2007 Impact factor: 15.336

4. Highly selective Na(+)-templated formation of [2]pseudorotaxanes exhibiting significant optical outputs.

Authors: Sheng-Yao Hsueh; Chien-Chen Lai; Yi-Hung Liu; Shie-Ming Peng; Sheng-Hsien Chiu
Journal: Angew Chem Int Ed Engl Date: 2007 Impact factor: 15.336

5. Near-infrared dyes and fluorophores based on diketopyrrolopyrroles.

Authors: Georg M Fischer; Andreas P Ehlers; Andreas Zumbusch; Ewald Daltrozzo
Journal: Angew Chem Int Ed Engl Date: 2007 Impact factor: 15.336

6. Bright, color-tunable fluorescent dyes in the visible-near-infrared region.

Authors: Keitaro Umezawa; Yuki Nakamura; Hiroshi Makino; Daniel Citterio; Koji Suzuki
Journal: J Am Chem Soc Date: 2008-01-15 Impact factor: 15.419

7. Stiff, and sticky in the right places: the dramatic influence of preorganizing guest binding sites on the hydrogen bond-directed assembly of rotaxanes.

Authors: F G Gatti; D A Leigh; S A Nepogodiev; A M Slawin; S J Teat; J K Wong
Journal: J Am Chem Soc Date: 2001-06-27 Impact factor: 15.419

8. Rotaxanes via Michael addition

Authors:
Journal: Org Lett Date: 2000-03-09 Impact factor: 6.005

9. Photophysical and photosensitizing properties of selected cyanines.

Authors: Kawser Kassab
Journal: J Photochem Photobiol B Date: 2002-08 Impact factor: 6.252

10. Quantitative comparison of long-wavelength Alexa Fluor dyes to Cy dyes: fluorescence of the dyes and their bioconjugates.

Authors: Judith E Berlier; Anca Rothe; Gayle Buller; Jolene Bradford; Diane R Gray; Brian J Filanoski; William G Telford; Stephen Yue; Jixiang Liu; Ching-Ying Cheung; Wesley Chang; James D Hirsch; Joseph M Beechem; Rosaria P Haugland; Richard P Haugland
Journal: J Histochem Cytochem Date: 2003-12 Impact factor: 2.479

37 in total

Discovery and early development of squaraine rotaxanes.

1. Molecular clips form isostructural dimeric aggregates from benzene to water.

2. Supramolecular dye laser with cucurbit[7]uril in water.

3. Squaraine rotaxanes: superior substitutes for Cy-5 in molecular probes for near-infrared fluorescence cell imaging.

4. Highly selective Na(+)-templated formation of [2]pseudorotaxanes exhibiting significant optical outputs.

5. Near-infrared dyes and fluorophores based on diketopyrrolopyrroles.

6. Bright, color-tunable fluorescent dyes in the visible-near-infrared region.

7. Stiff, and sticky in the right places: the dramatic influence of preorganizing guest binding sites on the hydrogen bond-directed assembly of rotaxanes.

8. Rotaxanes via Michael addition

9. Photophysical and photosensitizing properties of selected cyanines.

10. Quantitative comparison of long-wavelength Alexa Fluor dyes to Cy dyes: fluorescence of the dyes and their bioconjugates.

1. Optical imaging of bacterial infection in living mice using deep-red fluorescent squaraine rotaxane probes.

Review 2. Squaraine Dyes: Molecular Design for Different Applications and Remaining Challenges.

3. Self-assembly of cucurbit[7]uril based triangular [4]molecular necklaces and their fluorescence properties.

4. Glycoluril-Derived Molecular Clips are Potent and Selective Receptors for Cationic Dyes in Water.

5. Cationic acyclic cucurbit[n]uril-type containers: synthesis and molecular recognition toward nucleotides.

6. New tetralactam hosts for squaraine dyes.

7. In vivo imaging of bone using a deep-red fluorescent molecular probe bearing multiple iminodiacetate groups.

8. Convenient Synthesis of Multivalent Zinc(II)-Dipicolylamine Complexes for Molecular Recognition.

9. Efficient synthesis of fluorescent squaraine rotaxane dendrimers.

Review 10. Harnessing cyanine photooxidation: from slowing photobleaching to near-IR uncaging.