Fluorescence turn-on sensing of lectins with mannose-substituted tetraphenylethenes based on aggregation-induced emission.
The synthesis of mannose-substituted tetraphenylethenes (TPEs) and their aggregation-induced emission (AIE) behavior, induced by interactions with concanavalin A (Con A), are reported. A mixture of the mannose-TPE conjugates and Con A in a buffer solution displays an intense blue emission on agglutination within a few seconds, which serves as a "turn-on" fluorescent sensor for lectins. The sensing is also selective: the conjugates act as a sensor for Con A, but do not sense a galactose-binding lectin, PNA. Con A-recognition is not affected even in the presence of other proteins in a mixture. The conjugates also exhibit high sensitivity to detect Con A. An increased sensitivity of the conjugates results if mannopyranoside substituents are linked to the TPE-core unit with a flexible chain and/or when the number of mannose residues increases.
Sanji
Takanobu
T
Chemical Resources Laboratory, Tokyo Institute of Technology, 4259-R1-13 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan. sanji@res.titech.ac.jp
Shiraishi
Kentaro
K
Nakamura
Mitsutaka
M
Tanaka
Masato
M
D015374:Biosensing Techniques; D003208:Concanavalin A / Q000737:chemistry; D005030:Ethylenes / Q000138:chemical synthesis / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry*; D037161:Galectins / Q000737:chemistry*; D008358:Mannose / Q000737:chemistry*; D013050:Spectrometry, Fluorescence
D005030:Ethylenes; D005456:Fluorescent Dyes; D037161:Galectins; D003208:Concanavalin A; D008358:Mannose