presentazione standard di powerpoint€¦ · paddon-row et al. chem.eur.j. 1999, 5, 2518 stang et...
TRANSCRIPT
![Page 1: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/1.jpg)
Self-assembly
![Page 2: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/2.jpg)
atom
molecules
covalent
35-135 kcal/mol
high
molecule
assemblies
ionic, hydrophobic, metal-coordination, H-bond
2 - 20 kcal/mol
low (dynamic structures !!!)
Characteristics
building block
target
bond type
bond energy
kinetic stability
Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518
Stang et al. JACS 1999, 121, 2741
+
self-assembly
![Page 3: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/3.jpg)
![Page 4: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/4.jpg)
design principles
information inserted in the building blocks
![Page 5: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/5.jpg)
![Page 6: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/6.jpg)
(coordination, H-bonds, dynamic covalent bonds)
![Page 7: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/7.jpg)
![Page 8: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/8.jpg)
![Page 9: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/9.jpg)
![Page 10: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/10.jpg)
see PDF
![Page 11: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/11.jpg)
![Page 12: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/12.jpg)
![Page 13: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/13.jpg)
![Page 14: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/14.jpg)
![Page 15: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/15.jpg)
COOH
![Page 16: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/16.jpg)
see PDF
![Page 17: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/17.jpg)
What about hydrogen bonding ?
trimesic acid
N
N
N
O
HH
N
N
O
NH
H
HNN
N
O
H
HN
N
ON
H
H
H
N
N
NO
H
H
NN
O
NHH
H
N
N
N O
H
H
H
N N
O
NH H
H
N N
N
O
H
H
HN
N
O N
H
H
H
N
N
N
O
H
H H
N
N
O
NH
H
H
H
H
H
rosette
![Page 18: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/18.jpg)
N
N
N
O
O OH
H H
N
N
N
O
O OH
H H
N
N
N
N
NN
H
H
H
H
H
H
O
HO
N
N
N
O
O OH
H H
N
N
N
N
NN
HH
H
HH
H
O
HO
O
HO
N
N
N
OH
HN
N
N
N
NN
HH
H
HH
HO
H
N
N
NH
N
N
N
N
NN
HH
H
HH
HO
HO
N
N
N
N
NN
HH
H
HH
H
HO
O
HO
N
N
NH
N
N
N
N
NN
HH
H
HH
H
N
N
N
O
O OH
H H
OH
N
N
NH
N
N
N
N
NN
HH
H
HH
HO
HO
N
N
N
O
O OH
H H
N
N
N
N
NN
HH
H
HH
H
HO
O
HO
N
N
NH
N
N
N
N
NN
HH
H
HH
HO
H
N
N
NH
N
N
N
N
NN
HH
H
HH
H
O
HO
N
N
N
OH
HN
N
N
N
NN
HH
H
HH
HO
H
N
N
NH
N
N
N
N
NN
HH
H
HH
HO
HO
HO
N
N
NH
N
N
N
N
NN
HH
H
HH
H
rosette
linear tape crinkled tape
N
N
N
N
N N
H H
H
H H
H
N
N
N
O
O O
H H
H
![Page 19: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/19.jpg)
Isolation of the rosette motif • peripheral crowding
Whitesides
![Page 20: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/20.jpg)
![Page 21: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/21.jpg)
Isolation of the rosette motif • covalent preorganization
![Page 22: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/22.jpg)
![Page 23: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/23.jpg)
Positive cooperativity is due to entropic and enthalpic contributions to binding. Entropy: loss of motion of the molecule, including internal rotation and vibrations (contribution already paid for in connecting together the recognition elements) Enthalpy: secondary functional groups interactions, conformational changes, polarization of the interacting groups
Entropy Enthalpy
![Page 24: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/24.jpg)
![Page 25: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/25.jpg)
What about 3D-hydrogen bonded structures ?
![Page 26: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/26.jpg)
How reliable is the self-assembly process ?
see PDF
![Page 27: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/27.jpg)
DNA Nanofabrication
![Page 28: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/28.jpg)
DNA Nanofabrication
![Page 29: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/29.jpg)
![Page 30: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/30.jpg)
Self-assembly beyond noncovalent interactions
![Page 31: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/31.jpg)
![Page 32: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/32.jpg)
![Page 33: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/33.jpg)
![Page 34: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/34.jpg)
![Page 35: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/35.jpg)
![Page 36: Presentazione standard di PowerPoint€¦ · Paddon-Row et al. Chem.Eur.J. 1999, 5, 2518 Stang et al. JACS 1999, 121, 2741](https://reader036.vdocuments.net/reader036/viewer/2022062507/5fd89a5a5b42ab4c2632ff53/html5/thumbnails/36.jpg)