Selective recognition of tryptophan through inhibition of intramolecular charge-transfer interactions in an aqueous medium

Hariharan, Mahesh ; Karunakaran, Suneesh C. ; Ramaiah, Danaboyina (2007) Selective recognition of tryptophan through inhibition of intramolecular charge-transfer interactions in an aqueous medium Organic Letters, 9 (3). pp. 417-420. ISSN 1523-7060

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Official URL: http://pubs.acs.org/doi/abs/10.1021/ol062636m

Related URL: http://dx.doi.org/10.1021/ol062636m

Abstract

A novel donor-acceptor conjugate 1 was synthesized, and its interactions with various amino acids have been investigated as compared to the model system 2. The conjugate 1 unusually forms an intramolecular charge-transfer complex in the aqueous medium and undergoes selective binding interactions with tryptophan. The uniqueness of this system is that it selectively recognizes tryptophan among all other amino acids and involves synergistic effects of π-stacking, electrostatic, and donor-acceptor interactions.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:63621
Deposited On:29 Sep 2011 06:34
Last Modified:29 Sep 2011 06:34

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