Stereoselective Syntheses of Fluorescent Non-Natural Aromatic Amino Acids Based on Asymmetric Michael Additions
Department of Chemistry, School of Sciences, Shantou University, Shantou, Guangdong 515063, P. R. China
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Molecules 2007, 12(5), 1170-1182; https://doi.org/10.3390/12051170
Received: 10 May 2007
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Revised: 24 May 2007
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Accepted: 25 May 2007
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Published: 26 May 2007
Four fluorescent non-natural aromatic amino acids have been synthesized based on a key stereoselective Michael addition reaction. S-1-Phenylethylamine was employed as both the source of amine and the stereoselectivity controller. The overall yields were moderate (30-50%). Fluorescent properties of some of the fluorophores were also investigated. It was found that compounds with a dimethylamino group bonded to the aromatic ring display intramolecular charge transfer fluorescence.
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Keywords:
Aladan; fluorescent non-natural amino acids; asymmetric Michael addition; stereoselective synthesis
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MDPI and ACS Style
Chen, H.; Zhong, X.; Wei, J. Stereoselective Syntheses of Fluorescent Non-Natural Aromatic Amino Acids Based on Asymmetric Michael Additions. Molecules 2007, 12, 1170-1182. https://doi.org/10.3390/12051170
AMA Style
Chen H, Zhong X, Wei J. Stereoselective Syntheses of Fluorescent Non-Natural Aromatic Amino Acids Based on Asymmetric Michael Additions. Molecules. 2007; 12(5):1170-1182. https://doi.org/10.3390/12051170
Chicago/Turabian StyleChen, Heru, Xianbin Zhong, and Jin Wei. 2007. "Stereoselective Syntheses of Fluorescent Non-Natural Aromatic Amino Acids Based on Asymmetric Michael Additions" Molecules 12, no. 5: 1170-1182. https://doi.org/10.3390/12051170
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