S. Goswami, A. Manna, Sima Paul
Jan 8, 2014
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0
Influential Citations
67
Citations
Journal
Tetrahedron Letters
Abstract
Abstract 5(Benzothiazol-2-yl)-4-hydroxyisophthalaldehyde (BHI), an intense ESIPT containing molecule in mixed media loses its properties due to resonance-assisted H-bond (RAHB) in absolute water. Due to resonance-assisted H-bond the o -aldehyde is more reactive than the other one. With addition of cysteine/homocysteine into this solution the o -aldehyde group gets transformed into thiazolidine/thiazine ring, respectively, and the phenolic proton becomes free enough for transfer to nitrogen of the benzothiazole ring in excited state, that is, the ESIPT of BHI is turned on. Thus we can detect cysteine/homocysteine in water as well as in live cells.