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2 Toxin Virus Bacterium Glycolipid Glycoprotein
3 Vero toxin (Stx1 and Stx2) Side view Bottom view H H H H N H Grobotriaosyl Ceramide (Gb 3 : Galα1-4Galβ1-4Glcβ-Cer)
4 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, Proc. Natl. Acad. Sci. USA., 2002, 99, Bioorg. Med. Chem. Lett., 2008, 18, : H H H NHAc S Carbohydr. es. 2006, 341, ). C. Lee, FASEB J. 1992, 6,
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7 AIE 100 Aggregate-induced Emission 2) Emission Intensity % Si S Water fraction (vol %)) Solv.: Water/Acetone mixtureconcentration: 10-6 M; Ex: 360 nm 2) B. Z. Tang et al., Chem. Commun., 2001, 1740.
8 AIE Me Si Si Me Si Dumbbell(1)6 Me Si Me 2,3,4,5-Tetraphenylsiloles AIE hybrid 4 Si Si Si
9 Br Si Si Si Br 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.
10 PL Silole-Dumbbell(1)6-Lac 1mM aq. Φ FL = 92%
11 -- 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 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
12 PLPNA 4) 900 Intensity (a.u.) μl 10 μl 20 μl 30 μl 40 μl 50 μl 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;,,
![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.](/docs-images/93/113243760/images/13-0.jpg "9-1 Figure Plots of relative fluorescence intensity [(I I 0 )/I 0 ] of solution of Silole-Dumbbell(1)6-Lac at 474")
13 4) [PNA] (μm) (A) (B) (I I0)/I % 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;,,
14 2% Intensity (a. u.) (A) WGA 0 μl 20 μl 40 μl 60 μl 80 μl Intensity (a. u.) (B) Blank 0 μl 20 μl 40 μl 60 μl 80 μl Wavelength (nm) 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.
15 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
16 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
17 Si Me Si Me S S S S Si Tamao et al., Chem. Eur. J., 2000, 6(9), 1683.
18 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
19 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
20 WGA 5) WGA 0 μl 10 μl 20 μl 30 μl 40 μl 50 μl UV (365 nm) 5)
21 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)
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ORYZA POLYAMINE ORYZA POLYAMINE -P -PC -LC 1. Ver.1.0 MM ver. 1.0MM 1) Roseeuw D.I. et al., Epidermal keratinocytes actively maintain their intracellular polyamine levels. Cell Tissue Kinet. 16, 493-504
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