期刊
JOURNAL OF PHYSICAL CHEMISTRY B
卷 113, 期 35, 页码 12075-12083出版社
AMER CHEMICAL SOC
DOI: 10.1021/jp903099b
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资金
- DST
- CSIR
- DAE-BRNS
A lower rim naphthylidene conjugate of calix[4]arene [L] has been synthesized and characterized, and the structure has been established on the basis of single crystal XRD. The L has been found to be selective toward Zn2+, which induces appropriate changes in the arms of L so that the N2O2 coordination results in the formation of a tetrahedral complex; namely, [ZnL]. [ZnL] recognizes Asp, Cys, His, and Glu from among the naturally occurring amino acids owing to the protonation and chelating ability of the amino acid and the pi-pi interaction ability of the side chain of the amino acid with [ZnL]. All of these features have been demonstrated oil the basis of fluorescence, absorption, and lifetime measurements. The rechelation of Zn2+ by the amino acid used in the titration has been demonstrated on the basis of ESI-MS studies in the case of Cys to result in a Zn2+ complex having either 5- or 6-coordination. [ZnL] has also been shown to be selective toward glutathione and glutathione oxidized, The amino acids present in the proteins also interact with [ZnL], resulting in dechelation of [ZnL] as well as aggregation of the protein, as demonstrated on the basis of absorption and fluorescence spectroscopy and atomic force microscopy. The alpha-helical proteins (namely, albumins) exhibit greater conformational changes, as compared to the beta-sheet proteins (namely, lectins), as studied oil the basis of CD spectroscopy, The aggregation of the proteins when treated with [ZnL] follows a trend: peanut agglutinin < bovine serum albumin < jacalin < human serum albumin. The present studies clearly demonstrated the recognition features of [ZnL] toward Asp, Cys, His, and Glu, and the peptides and proteins containing these by spectroscopy and microscopy studies.
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