Biindole-bridged porphyrin dimer as allosteric molecular tweezers

Chi Hwa Lee, Hongsik Yoon, Woo Dong Jang

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

A multiple-guest-binding molecular tweezers that exhibits notably strong positive allosteric guest binding phenomena has been reported. Tweezers-type zinc porphyrin dimer and biindole-conjugated monomeric porphyrin were synthesized and characterized H NMR C NMR, and MALDI-TOF-MS analyses. Molecular tweezers are a class of synthetic receptors with open cavities, capable of binding guests using non-covalent interactions, such as hydrogen bonding, metal coordination, and van der Waals forces. Allosteric guest binding is one of the fundamental regulation mechanisms in biological events, such as molecular recognition and catalytic activity. The Trans conformation of the biindole moiety may be changed to the cis conformation, thereby significantly increasing the guest binding affinity. The stimuli-responsive conformational changes of photofunctional porphyrin derivatives are good for the design of molecular level photoswitching device.

Original languageEnglish
Pages (from-to)9972-9976
Number of pages5
JournalChemistry - A European Journal
Volume15
Issue number39
DOIs
Publication statusPublished - 2009 Oct 5

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Porphyrins
Dimers
Conformations
Artificial Receptors
Nuclear magnetic resonance
Molecular recognition
Van der Waals forces
Catalyst activity
Hydrogen bonds
Metals
Derivatives
Zinc
zinc hematoporphyrin

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

Cite this

Lee, Chi Hwa ; Yoon, Hongsik ; Jang, Woo Dong. / Biindole-bridged porphyrin dimer as allosteric molecular tweezers. In: Chemistry - A European Journal. 2009 ; Vol. 15, No. 39. pp. 9972-9976.
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Biindole-bridged porphyrin dimer as allosteric molecular tweezers. / Lee, Chi Hwa; Yoon, Hongsik; Jang, Woo Dong.

In: Chemistry - A European Journal, Vol. 15, No. 39, 05.10.2009, p. 9972-9976.

Research output: Contribution to journalArticle

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