who am i? what can i do? how do i live? · structural effect of dendrimers upon gelation. h n n ome...

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Who am I? What can I do? How do I live? 1. Why did you take a doctorate in foreign nation ? 2. Why did you select not America and Europe but Japan as destination to study abroad ?

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Page 1: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

Who am I? What can I do? How do I live?

1. Why did you take a doctorate in foreign nation ? 2. Why did you select not America and Europe but Japan as destination to

study abroad ?

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The figures, photos and moving images with ‡ marks attached belong to their copyright holders. Reusing or reproducing them is prohibited unless permission is obtained directly from such copyright holders.
Page 2: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

Who am I? The Answer is variable.

Who am I?

Page 3: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

Kyoungpook National University

Excellent Student

What can I do? No Answer

Page 4: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

What can I do? No Answer1 year after, I entered army without dream.

What can I do?

I can do anythingor nothing!

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Page 5: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

What can I do? What should I do?

I likes Chemistry. But….

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transcript
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Page 6: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

What did I do?

I registered 6:40 AM class of language school of the University for 2 years to learn Japanese.

What happens?6:40 AM is too early to take a class.

Most students disappear within one month.

1:1 lesson from Japanese teacher.

Page 7: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

How do I live?

Working?

Recruiting of LG Semiconductor

Application form

Yes

Recommendation

Prof. Inn-Kyu Kangin KPNU

Studying

No

LG Semicon. Ltd.was disappeared 1 year later

by the crisis of Korean Economy.

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Page 8: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

To study advanced field.

Going to abroadJapan or America?

I am already good at Japanese

Pass the Japanese Government Scholarship Exam.

Page 9: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

Physical Gelation of Dendrimer in Organic Solvents

Jang, W. –D.; Jiang, D. –L; Aida, T. J. Am. Chem. Soc. 2000, 122, 3232.

O

O

O

O

O

O

O

CO2Me

CO2MeCO2Me

MeO2C

Dipeptide

What did I do in Ph.D. program?

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Page 10: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

Structural Effect of Dendrimers upon Gelation

H NN

O Me

H

OH

H

MeH

O

N-Dendronized

H NN

O H

H

OH

H

MeH

O

tertBuO2C NN

O Me

H

OH

H

MeH

O

O-Dendronized

O-Methylated N-Deprotected

Change of Dendron

tertBuO2C NOH

H

OHNN

OH

O H

MeH

H

N-Deprotected O-Methylated/N-Deprotected

Cyclized Mono-peptide

O-Methylated

tertBuO2C NN

H

OH

H

MeH

O O

O

O

O

CH2

O

O

O

MeO2C

CO2Me

CO2Me

MeO2C

tertBuO2C NN

O H

H

OH

H

MeH

O

O OO

O

CH2

O

O

O

MeO2C

MeO2C CO2Me

CO2Me

tertBuO2C NN

O H

H

OH

H

MeH

O

O OO

O

CH2

O

O

O

MeO

MeO

MeO OMe MeO OMe

OMe

OMe

H NN

H

OH

H

MeH

O O

O

O

O

CH2

O

O

O

MeO2C

CO2Me

CO2Me

MeO2C

NN

O Me

H

OH

H

MeH

O

O

O

O

O

O

O

CO2Me

MeO2C

MeO2C

O

CO2Me

NN

O H

H

OH

H

MeH

O

O

O

O

O

O

O

CO2Me

MeO2C

MeO2C

O

CO2Me

W.-D. Jang, T. Aida,

Macromolecules, 2003.

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Page 11: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

Nanofiber Formation of Self-Assembled Dendrimer

Regular Thickness (6 nm) Fibrou s Assembly Formation!!

8.2 nm

5.4 nm

2.7 nm

0.0 nm

1.3 nm

4.0 nm

6.7 nm

O

OHN

O

O

ON

NHH

NHO

O

ON

NHH

OO

OO

O

O

O

O

O

O

O

OOMe

OMe

OMeMeO

OMeMeO

MeO

OMeOMe

MeO

MeOOMe

OMeMeO

OMe

OMe

O

O

OO

OO

O

O

O

O

O

O

O

OMeO

MeO

MeOOMe

MeOOMe

OMe

MeOMeO

OMe

OMeMeO

MeOOMe

MeO

MeO

W.–D. Jang, T. Aida Macromolecules 2004, 37, 7325–7330.

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Page 12: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

NNN

NZn

O

O

O

NNN

NZn

O

O

O

NH

HN

N

N

NN N

NZn

O

O

O

NN N

NZn

O

O

O

N

N

NNZn

OO

O

N

N

NNZn

OO

O

N

N

NNZn

OO

O

N

N

NNZn

OO

O

N

N N

NZn

OO

NN

NN

Zn

O

O

NN

NNZn

O

O

N N

NNZn

O

O

OO

O

O

O

O

N N

NNZn O

O

NN

NN Zn

O

ONN

NN Zn

OO

N

NN

NZn

OO

O

O

OO

O

O

N

NN

NZn

OO

N

NN

NZn

O

O

NN

NN

Zn

O

O

NN

N NZn

O

O

OO

O

O

O

O

NN

N NZnO

O

NN

NNZn

O

O NN

NNZn

OO

N

N N

NZn

O O

O

O

OO

O

O

NHNHN

N

9mer9mer 17mer17mer

MeO

MeO

NH

HN

N

N

NN N

NZn

O

O

O

NN N

NZn

O

O

O

OMeMeO

OMeMeO

NN

NNZn

O

O

N N

NNZn

O

O

N N

NN Zn O

O

NN

NN Zn

O

O

O

O

O

O

O

O

OMeMeO

OMeMeO

MeO

MeO

NH N

HNN

3mer3mer 5mer5mer

Artificial Light Harvesting System

Page 13: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

Physical Gelation of Dendrimer in Organic Solvents

O

O

O

O

O

O

O

CO2Me

CO2MeCO2Me

MeO2C

Dipeptide

How can I find physical gel?

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Page 14: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

O

O

O

O

O

O

O

CO2Me

CO2MeMeO2C

MeO2C

O

O

O

O

O

O

O

CO2Me

CO2MeMeO2C

MeO2C

O

O

O

O

O

O

O

CO2Me

CO2MeMeO2C

MeO2C

O

O

O

O

O

O

O

CO2Me

CO2MeMeO2C

MeO2C

O

O

O

O

O

O

O

CO2Me

CO2MeMeO2C

MeO2C

OHN O

O

No Polymerization

Page 15: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

O

O

O

O

O

O

O

CO2Me

CO2MeMeO2C

MeO2C

NH

OHHNO

O

O O

Introducing Spacer

1 g of dendrimer gelled 500 mL of EA

Serendipity

Page 16: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

What did I do in Postdoc period?

Laser

Administration of Photosensitizer

Delivery

Treatment

Photodynamic Therapy

Page 17: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

π

Conjugation(Long Wavelength Absorption)

π Conjugation(Long Wavelength Absorption)

Hydrophobic Propertiesπ-Stacking

Hydrophobic Propertiesπ-Stacking

QuenchingQuenching

Limitation of Conventional Photosensitizers

PhotosensitizerPhotosensitizer

S0

S1

T1LightFL

PL

ISC

3O2

1O2

Type II ReactionEnergy

Transfer

OxygenOxygen

Type I ReactionElectron Transfer (Free Radical Process)

O2

O2- (Superoxide)

PhotosensitizerPhotosensitizer

S0

S1

T1LightFL

PL

ISC

3O2

1O2

Type II ReactionEnergy

Transfer3O2

1O2

Type II ReactionEnergy

Transfer3O2

1O2

Type II Reaction

3O2

1O2

Type II ReactionEnergy

Transfer

OxygenOxygen

Type I ReactionElectron Transfer (Free Radical Process)

O2

O2- (Superoxide)

OxygenOxygen

Type I ReactionElectron Transfer (Free Radical Process)

O2

O2- (Superoxide)

Type I ReactionElectron Transfer (Free Radical Process)

O2

O2- (Superoxide)

Encapsulation of Photosensitizers

No Self-Quenching Effect !!

Page 18: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe
Page 19: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

Block Copolymer

(~60 nm)Dendrimer Porphyrin Micelle (DP/m)

Dendrimer Porphyrin (DP)

-

-

--

--

-

--

--

-

+

+ + + + +

+ + ++

Dendrimer Porphyrin Polyion Complex Micelle

Page 20: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe
Page 21: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

EPR (Enhanced Permeability and Retention) Effect

Page 22: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

Photodynamic TherapyFormation of Polyion Complex Micelle

Enhanced Photodynamic Efficacy

in vivo PDT Effect (Cancer, wet AMD, Corneal Neovascularization)

What did I do in Postdoc period?

Page 23: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

What I am doing now

Real Time Therapy

Monitoring

Nano-Device for Real Time Treatment

Multifunctional Nano- Device for Therapeutic Application

Page 24: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

The First Chemistry Department in Korea22 Faculty MemberTop Level Education & Research in Korea

College of Science Department of Chemistry

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Page 25: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

Who am I? How do I live?

The ‘I’ is variable.What you do now is able to change your

‘I’ in the future.

Page 26: Who am I? What can I do? How do I live? · Structural Effect of Dendrimers upon Gelation. H N N OMe H H O H H Me O. N-Dendronized. H N N O H H H O H H Me O. tert. BuO. 2. CN N OMe

Chi-Hwa LeeJongsu KimJungmi HeoKwangmo ChoiSoohyun KimDongyong KimEunyoung Lee

Prof. Inn-Kyu KangKyungpook National UniversityProf. Takuzo AidaProf. Kazunori KataokaThe University of Tokyo

Fund: Center for Bioactive Molecular Hybrids, KOSEFKorea Research Fund

AcknowledgementAcknowledgement

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