E-mail: khatano@fms.saitama-u.ac.jp Tel & Fax: 048-858-3535
Toxin Virus Bacterium Glycolipid Glycoprotein
Vero toxin (Stx1 and Stx2) Side view Bottom view H H H H N H Grobotriaosyl Ceramide (Gb 3 : Galα1-4Galβ1-4Glcβ-Cer)
1) : : H H H H AcHN H H Si Me Si Si Si Si Si Si Si Me Si Fan(0)3 Dumbbell(1)6 Ball(1)12 C H S S 157 Tetrahedron Lett., 1999, 40, 7839-7842. Proc. Natl. Acad. Sci. USA., 2002, 99, 7669-7674. Bioorg. Med. Chem. Lett., 2008, 18, 4405-4408. : H H H NHAc S Carbohydr. es. 2006, 341, 467-473. 1). C. Lee, FASEB J. 1992, 6, 3193 3200.
AIE 100 Aggregate-induced Emission 2) Emission Intensity % 80 60 40 20 Si S 0 0 20 40 60 80 100 Water fraction (vol %)) Solv.: Water/Acetone mixtureconcentration: 10-6 M; Ex: 360 nm 2) B. Z. Tang et al., Chem. Commun., 2001, 1740.
AIE Me Si Si Me Si Dumbbell(1)6 Me Si Me 2,3,4,5-Tetraphenylsiloles AIE hybrid 4 Si Si Si
Br Si Si Si Br 3 3 + Ac Ac Ac Ac Ac Ac Ac SAc NaMe Me / DMF Ac 2 Py 1) NaMe / Me 2) Na aq Lac Si Si Si Lac 3 3 y. 47% (2steps) y. 83% Lac: H H H S 3) K. Hatano et al., Tetrahedron Lett., 2007, 48, 4365.
PL Silole-Dumbbell(1)6-Lac 1mM aq. Φ FL = 92%
-- PL spectrum measurement of Silole-Dendrimers Lac Lac Lac Si Si Si Lac Lac SiloleDumbbell(1)6-Lac Lac Measured at 5 PNA solution Conc. 20.0 μm in HEPES buffer (ph = 7.4) Lac= H H S Dendrimer solution 3 ml Conc. 0.6 μm in HEPES buffer (ph = 7.4) peanut agglutinin (PNA) : a Lac binding lectin
PLPNA 4) 900 Intensity (a.u.) 800 700 600 500 400 300 0 μl 10 μl 20 μl 30 μl 40 μl 50 μl 200 100 0 400 450 500 550 600 Wavelength (nm) Figure PL spectra of Silole-Dumbbell(1)6-Lac in the presence of different amounts of PNA (from 0 to 50 μl). Concentration: 0.6 μm in HEPES buffer (5 μm, ph = 7.4). Excitation: 360 nm. 4) K. Hatano et al., Tetrahedron Lett., 2009, 50, 5816;,, 2008-283976
4) [PNA] (μm) 0 0 0.1 0.2 0.3 0.4 (A) (B) -0.1-0.2-0.3 (I I0)/I0-0.4-0.5-0.6 95% -0.7-0.8-0.9-1 Figure Plots of relative fluorescence intensity [(I I 0 )/I 0 ] of solution of Silole-Dumbbell(1)6-Lac at 474 nm vs concentration of PNA. Figure Pictures of photoluminescence of the HEPES buffer solution of Silole-Dumbbell(1)6- Lac in the (A) absence and (B) presence of PNA. Excitation: 360 nm. 4) K. Hatano et al., Tetrahedron Lett., 2009, 50, 5816;,, 2008-283976
2% Intensity (a. u.) 800 700 600 500 400 300 (A) WGA 0 μl 20 μl 40 μl 60 μl 80 μl Intensity (a. u.) 800 700 600 500 400 300 (B) Blank 0 μl 20 μl 40 μl 60 μl 80 μl 200 200 100 100 0 400 450 500 550 600 Wavelength (nm) 0 400 450 500 550 600 Wavelength (nm) Figure PL spectra of Silole-Dumbbell(1)6-Lac. (A): Presence of different amounts of WGA (from 0 to 80 μl). Concentration: 0.6 μm in HEPES buffer (5 μm, ph = 7.4). Excitation: 360 nm. (B): Addition of different amounts of blank solution (from 0 to 80 μl). Excitation: 360 nm.
Stx1 B Figure PL spectra of Silole-Dumbbell(1)6-Gb3. Presence of different amounts of Stx1 B (from 0 to 60 μl). Silole-Dumbbell(1)6-Gb3 Conc.: 0.7 μm, Stx1 Conc.: 1.2 μm, PBS Buffer: 10 μm, Excitation: 360 nm. Stx1 B
Figure WGASiloleDumbbell(1)6-Lc3 SiloleDumbbell(1)6-Lc3 Conc.: 0.7 μμ, WGA Conc.: 7.0 μm, HEPES buffer, Temp.: 5 Ex = 360 nm, Em = 474 nm
Si Me Si Me S S S S Si Tamao et al., Chem. Eur. J., 2000, 6(9), 1683.
WGA 494 nm 2 2 Si Si Si 2 2 = Me = Figure PL spectra of AnisiylSilole-Dumbbell(1)6-Lc3. Presence of different amounts of WGA (from 0 to 50 μl). Dendrimer Conc.: 0.7 μm, WGA Conc.: 10 μm; Buffer: HEPES (5 μm, ph = 7.4); Ex: 378 nm
WGA 486 nm 476 nm Figure PL spectra of Silole-Dumbbell(1)6-Lac/AnisiylSilole- Dumbbell(1)6-Lc3. Presence of different amounts of WGA (from 0 to 50 μl). Dendrimer Conc.: 0.35 μm; WGA Conc.: 10 μm; Buffer: PBS (ph = 7.4, 10 μm) X X X 1 1 Si Si Si X 1 X 1 = X = 2 2 Si Si Si 2 2 = Me = X
WGA 5) WGA 0 μl 10 μl 20 μl 30 μl 40 μl 50 μl UV (365 nm) 5)
2 2 Si Si Si 2 2 = Me = X X Z Z X 1 1 Si Si Si X Z 3 3 Si Si Si Z X 1 X 1 = X = Z 3 Z 3 = S S Z = 5)
PC PC 300 10 2 ~10 3 /ml 30 10 5 ~10 7 /ml 500 10 3 /ml 1 5 50? ~10 13 /ml
2008-283976 2010-45452