Stereoselective Syntheses of Fluorescent Non-Natural Aromatic Amino Acids Based on Asymmetric Michael Additions
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 s...
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MDPI AG
2007-05-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/12/5/1170/ |
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doaj-ca3bc1e3c8874b5f8d8aa7cdc4d3145f2020-11-24T22:27:55ZengMDPI AGMolecules1420-30492007-05-011251170118210.3390/12051170Stereoselective Syntheses of Fluorescent Non-Natural Aromatic Amino Acids Based on Asymmetric Michael AdditionsJin WeiXianbin ZhongHeru ChenFour 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.http://www.mdpi.com/1420-3049/12/5/1170/Aladanfluorescent non-natural amino acidsasymmetric Michael additionstereoselective synthesis |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Jin Wei Xianbin Zhong Heru Chen |
| spellingShingle |
Jin Wei Xianbin Zhong Heru Chen Stereoselective Syntheses of Fluorescent Non-Natural Aromatic Amino Acids Based on Asymmetric Michael Additions Molecules Aladan fluorescent non-natural amino acids asymmetric Michael addition stereoselective synthesis |
| author_facet |
Jin Wei Xianbin Zhong Heru Chen |
| author_sort |
Jin Wei |
| title |
Stereoselective Syntheses of Fluorescent Non-Natural Aromatic Amino Acids Based on Asymmetric Michael Additions |
| title_short |
Stereoselective Syntheses of Fluorescent Non-Natural Aromatic Amino Acids Based on Asymmetric Michael Additions |
| title_full |
Stereoselective Syntheses of Fluorescent Non-Natural Aromatic Amino Acids Based on Asymmetric Michael Additions |
| title_fullStr |
Stereoselective Syntheses of Fluorescent Non-Natural Aromatic Amino Acids Based on Asymmetric Michael Additions |
| title_full_unstemmed |
Stereoselective Syntheses of Fluorescent Non-Natural Aromatic Amino Acids Based on Asymmetric Michael Additions |
| title_sort |
stereoselective syntheses of fluorescent non-natural aromatic amino acids based on asymmetric michael additions |
| publisher |
MDPI AG |
| series |
Molecules |
| issn |
1420-3049 |
| publishDate |
2007-05-01 |
| description |
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. |
| topic |
Aladan fluorescent non-natural amino acids asymmetric Michael addition stereoselective synthesis |
| url |
http://www.mdpi.com/1420-3049/12/5/1170/ |
| work_keys_str_mv |
AT jinwei stereoselectivesynthesesoffluorescentnonnaturalaromaticaminoacidsbasedonasymmetricmichaeladditions AT xianbinzhong stereoselectivesynthesesoffluorescentnonnaturalaromaticaminoacidsbasedonasymmetricmichaeladditions AT heruchen stereoselectivesynthesesoffluorescentnonnaturalaromaticaminoacidsbasedonasymmetricmichaeladditions |
| _version_ |
1725748415101403136 |