Enantioselective Fluorescent Sensor Based on Calix[4]arene and  S ‐Binol for the Recognition of  N ‐Boc‐glutamate | Zendy

HU Chenguang | Zendy; HUANG Xiaohuan | Zendy; CHEN Zhihong | Zendy; HE Yongbing | Zendy

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Enantioselective Fluorescent Sensor Based on Calix[4]arene and S ‐Binol for the Recognition of N ‐Boc‐glutamate

Author(s) -

HU Chenguang,

HUANG Xiaohuan,

CHEN Zhihong,

HE Yongbing

Publication year - 2009

Publication title -

chinese journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.28

H-Index - 41

eISSN - 1614-7065

pISSN - 1001-604X

DOI - 10.1002/cjoc.200990009

Subject(s) - chemistry , fluorescence , enantioselective synthesis , enantiomer , hydrogen bond , proton nmr , glutamate receptor , stoichiometry , molecular recognition , stereochemistry , combinatorial chemistry , receptor , organic chemistry , catalysis , molecule , biochemistry , physics , quantum mechanics

A new chiral macrocyclic receptor 4 based on calix[4]arene and S ‐binol units was synthesized. The binding properties for anions were examined by fluorescence and 1 H NMR spectra. The results of non‐linear curve fitting indicated that the receptor 4 formed a 1:1 stoichiometry complex with N ‐Boc‐ L ‐ or D ‐glutamate by multiple hydrogen bonding interactions, exhibiting a good enantioselective fluorescent recognition for the enantiomers of N ‐Boc‐glutamate. The enantioselectivity: K ass( L ) / K ass( D ) =4.65. The different fluorescent response indicates that the receptor 4 could be used as a fluorescent chemosensor for N ‐Boc‐glutamate.

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