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34 1 ( ) Vol. 34 No . 1
第 卷第 期 暨南大学学报 自然科学版
2013 2 Journal of Jinan University (Natural Science) Feb. 2013
年 月
Design ,synthesis of 4-hydroxyl- -cyanocinnmaic acid derived compounds and
α
their applications in chiral recognition of amino acids by mass spectrometry
LUO Xiaoyu1 , WANG Haixing3 , ZHANG Shu3 , CHEN Peng1 ,
ZHENG Huanhuan1 , CHEN Heru1,2 , YAO Zhongping3
(1. aInstitute of Traditional Chinese Medicine and Natural Products ,College of Pharmacy ,Jinan University ,
Guangzhou 510632 ,China ;2 . Guangdong Province Key Laboratory of Pharmacodynamic Constituents of
TCM and New Drugs Research ,Guangzhou 510632 ,China ;3. State Key Laboratory of Chirosciences and Department of
Applied Biology and Chemical Technology ,The Hong Kong Polytechnic University ,Hung Hom ,Hong Kong)
[Abstract] Four pairs of compounds designed based on scaffolds of proline and 4 -hydroxy- -cyanocyn-
α
nmaic acid (CHCA)have been synthesized as the chiral selectors. Chiral recognition of these compounds
towards 19 common amino acids was evaluated by investigating the ESI-MS / MS spectra of the protonated
dimers and trimers formed between the amino acids and the chiral selectors. Effects of the structural
change of the chiral selectors on chiral recognition towards the amino acids were discussed in this study.
[Key words] Chiral recognition ; mass spectrometry ; amino acid ; proline ;4 -hydroxy- -cyano-
α
cynnmaic a
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