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Design and Applications of Luminescent Logic Systems. Molecular Logic Gates Nimal Gunaratne, Colin McCoy Nature 1993, 364 , 42. generalization. integration. numeracy. games. reconfiguring. George Boole 1849-64, Cork. improved sensing. object identification.

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Design and Applications of Luminescent Logic Systems

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Design and applications of luminescent logic systems

Design and Applications of

Luminescent Logic Systems


Design and applications of luminescent logic systems

Molecular

Logic Gates

Nimal Gunaratne, Colin McCoy

Nature 1993, 364, 42

generalization

integration

numeracy

games

reconfiguring

George Boole

1849-64, Cork

improved sensing

object identification


Design and applications of luminescent logic systems

Miyashita

Kim, Yoon,

James, Stoddart, Parker, Beer, Chin, Grigg,

Williams, Tucker, Zauner, Fallis, Aldridge

Andreasson, Sun

Choi, Zhang

Iwai, Okamoto,

Schneider, Rurack,

Wu

Sugimoto, Hirai,

Voegtle, Schmittel,

Steer, Yeow,

Tomizaki, Matsui,

Benenson, Walt

Ihmels, Theato

Yuan, Fang,

Leigh,

Wettig

Callan,

Fujimoto, Akashi,

Zhang, Zhu,

Callan

de Silva

Miyashita, Hamachi

Yan, Li, Fu,

de Silva,

Yurke

Redmond,

Shi, Tong,

Uchiyama, Aida,

Szacilowski,

Gunnlaugsson,

MacDonaill

Wang, Xing,

Tanaka, Fujita,

Samoc

Konermann

Vasquez-

Wu, Shi

Mihara, Nojima,

Remacle

Wasielewski,

Lopez

Kinbara

Lehn

Lu

Conrad, Liu, Smith

Pina, Pischel

Birge,

Stojanovic,

Seeman,

Avouris,

Katz, Privman,

Sokolov, Wang

Kimura,

Levine, Speiser,

Shanzer,

Willner,

Shabat,

Ashkenasy,

Lotan,

Van der Boom,

Rabani,

Shapiro,

Eichen

Jin

Bazan

Perez-

Stoddart,

Heath, Smolke

Kubo

Inestrosa,

Tian, Wang, Jin,

Liu

Pischel

Huang, Zhang, Yu,

Adleman,

Ghadiri,

Qian, He

Reif

Garcia-

Espana,

Chiu

Lerner,

Miranda,

Barbas,

Raymo, Zhu,

Bharadwaj, Khan,

Covera

Kolpashnikov,

Wang

Upadhyay

Johnson

Lu, Ma

Samanta

Breaker,

Yang

Hamilton

Brown

Ji

Toma

Gust, Moore

Akkaya

Bouas-Laurent, Desvergne,

Bassani, McClenaghan

Das

Balzani, Credi,

Venturi, Gentili,

Langford,

Stefanovic,

Doorn

Evans

Kumar,

Diederich, Constable, Schluter

Pallavicini, Fabbrizzi,

Bhalla,

Campagna, Quici

Singh


Design and applications of luminescent logic systems

Dong, Ren,

Alexander, Jones, Steed

Stokke

Kong,

Wang, Qu,

Zhu

Jiang

Mayer, Nau, Schalley,

Seeberger, Schiller

Jang

Budyka

Stoddart

Ha, Lee, Kim, Oh

Flood

Wang, Jiang, Hu

deSouter-Lecomte

Magri

Suzuki, Araki

Shvarev

Jia

Pita

Hill, Ariga

Alfonta

Zhang

Zink,

Dwyer

Yamada, Ogawa,

Plaxco

Siri

Pandey

Maeda

Ruiz-Molina

Nandi

Cheng

Pasparakis

D’Souza

Jiang

Sessler, Tour

Zhang, Ye,

Leung

Darwish,

Hanley

Huang

Tuntulani

Humphrey

Ajayaghosh

Kandaswamy


Design and applications of luminescent logic systems

IN

IN

IN1

IN2

OUT

OUT

OUT

YES

NOT

AND

IN1

IN2

OUT

IN

OUT

OUT

0

0

1

0

0

0

1

0

1

0

1

0

1

0

0

1

1

1


Design and applications of luminescent logic systems

Luminescent molecular switchable systems can gather and process information

Digital 1

Analog region

Optical

response

Digital 0

Chemical stimulus level


Design and applications of luminescent logic systems

Molecular Computation in a Small Nanospace

Seiichi Uchiyama, Gareth McClean,

Kaoru Iwai (Nara Women’s University)

J. Am. Chem. Soc. 2005, 127, 8920


Design and applications of luminescent logic systems

3 nm

Soap micelle

with ion cloud


Design and applications of luminescent logic systems

receptor

receptor

receptor

receptor

1

1

2

2

fluorophore

fluorophore

anchor

anchor

spacer

spacer

spacer

spacer

+

+

H

H

Na

Na

O

O

O

N

O

O

O

O

S

N

3


Design and applications of luminescent logic systems

and

+

+

H

H

H

H

+

+

Na

Na

IF

none

0

400

400

500

500

Wavelength (nm)


Design and applications of luminescent logic systems

Combining Several Diagnostic Tests and Data Processing

in a

“Lab-on-a-Molecule”

David Magri, Gareth McClean, Gareth Brown

J. Am. Chem. Soc. 2006, 128, 4950


Design and applications of luminescent logic systems

Full Blood Count

Date : 20.08.2005

Description Result Units Reference Ranges Remarks

Haemoglobin8.70* g/dl12.00 17.50 Low

RBC 2.34* x 10x6/mm3 3.50 6.00 Low

PCV 26.70* %40.00 54.00 Low

MCV114.10* fl70.00 96.00 High

MCH37.20pg27.00 32.00 High

MCHC32.60g/dl30.00….35.00…Normal

PLATELETS 140,000.00mm3 150,000.00 450,000.00 Low

WBC8,200.00mm3 4,000.00 11,000.00 Normal

NEUTROPHILS48.00%40.0075.00…normal

LYMPHOCYTES48.00%10.0045.00 High

EOSINOPHILS2.0% 1.00 6.00 Normal

MONOCYTES2.00%< 10.00 Normal

Performed by Sysmex/Hycell Automated Haematology Analyzers

Logical combination of ‘high’ and ‘low’

parameters identifies disease


Design and applications of luminescent logic systems

Spacer

Receptor

Spacer

Receptor

Receptor

+

+

Na

H

H

2+

Zn

O

-

O

C

O

2

O

-

N

C

O

N

O

2

O

Spacer

Fluorophore


Design and applications of luminescent logic systems

+

+

2+

Na

, H

, Zn

+

+

Na

, H

+

2+

Na

, Zn

+

Na

IF

+

2+

H

, Zn

2+

Zn

+

H

No inputs

0

400

440

480

520

Wavelength / nm


Design and applications of luminescent logic systems

3-Input AND Logic Truth Table

Input1

Na+

Input2

H+

Input3

Zn2+

Output FluornF

0 (low)

0 (low)

0 (low)

0 (low, 0.001)

0 (low)

1 (high)

0 (low)

0 (low, 0.001)

0 (low)

0 (low)

1 (high)

0 (low, 0.002)

0 (low)

1 (high)

1 (high)

0 (low, 0.003)

1 (high)

0 (low)

0 (low)

0 (low, 0.006)

1 (high)

1 (high)

0 (low)

0 (low, 0.007)

1 (high)

0 (low)

1 (high)

0 (low, 0.006)

1 (high)

1 (high)

1 (high)

1 (high, 0.020)


Design and applications of luminescent logic systems

Molecular Computational

Identification (MCID)

of Small ObjectsinPopulations

Sheenagh Weir,Bernie McKinney

Dave Pears, Mark James (Avecia)

Nature Mater. 2006, 5, 787


Design and applications of luminescent logic systems

Radiofrequency Identification (RFID):

The semiconductor technology approach to identifying each object (Goods, People) in an entire population

1 mm x 1 mm RFID chip (Hitachi)


Design and applications of luminescent logic systems

Prefabricated YES logic gate fixed to

polymer bead (0.1 mm)

422

100

Increasing pH

401

446

Fluorescence Intensity

0

Wavelength (nm)

500

385

EXCITATION WAVELENGTH:368 nm


Design and applications of luminescent logic systems

Prefabricated logic gates fixed to polymer beads

NOT

PASS 1

YES

O

N

O

N

H

N

H

100

PASS 1

I

YES

F

NOT

0

1

3

5

7

9

11

pH


Design and applications of luminescent logic systems

Arraying gates with identical fluorophores

and different logic type

2.5 % loading

2.5 % loading

H

H

N

N

422

N

100

O

O

Increasing pH

446

401

I

F

0

385

500

Wavelength (nm)


Design and applications of luminescent logic systems

Input

(H+)

Output

(Fluorescence)

Output

(Fluorescence)

Total Output

(Fluorescence)

0

1

0

1

100

80

1

1

1

2

60

Emission (at 422 nm)

40

20

0

2.5

4.5

6.5

8.5

10.5

OUT

( Blue fluorescence)

pH

IN

(H+)

OUT

( Blue fluorescence)

pKa : 4.4


Design and applications of luminescent logic systems

Multi-valued logic is available for

molecular computational identification

c.f. binary logic needed in semiconductor computing

Combinations of:

Many (>5) excitation colours

Many (>5)emission colours

Many (>5) types (YES, NOT, PASS 1, AND,…)

Many (>5)chemical inputs (H+, Na+,…)

Many (>2)thresholds (pH 7, pH 4,…)

Many(>5)combinations (YES + PASS 1, YES + 2 PASS 1,…)

Conservatively, millions of mm objects can be encoded!


Design and applications of luminescent logic systems

A

D

C

B

A; PASS 1

B; NOT

C; PASS 1

D; PASS 1 + YES (1:1)

E; YES

F; NOT

G; PASS 1

I; YES

J; PASS 0

acid

E

G

F

I

J

A

D

B

C

alkali

E

G

F

I

J


Design and applications of luminescent logic systems

“Plug-and-Play” Logic via Self-Assembly

Vinny Vance, Catherine Dobbin,

Boontana Wannalerse

Chem. Commun. 2009, 1386


Design and applications of luminescent logic systems

Covalently bound YES Logic:

n

-

C

H

9

1

9

N

N

Self-Assembled YES Logic:

L

II

Ru

N

N

Assembler: Non-ionic Detergent Micelle

n

-

C

H

S

9

1

9

2

-

O

L

R

R

O

H

O

10

Long-lived (100 ns) lumophore


Design and applications of luminescent logic systems

-

O

pKa = 9.9


Design and applications of luminescent logic systems

Covalently bound AND Logic:

-

-

C

O

C

O

L

2

2

N

O

n

-

C

H

8

1

7

Self-Assembled AND Logic:

S

S

-

O

L

R1

R1

R2

R2

Log bCa2+ = 1.5

pKa = 9.9

pKa = 5.8


Design and applications of luminescent logic systems

-

O

-

-

11; 10-8 M H+ and 0.2 M Ca2+

C

O

C

O

2

2

01; 10-12 M H+ and 0.2 M Ca2+

N

10; 10-8 M H+ only

O

00; 10-12 M H+ only

n

-

C

H

8

1

7


Design and applications of luminescent logic systems

Covalently bound OR Logic:

-

-

C

O

C

O

2

2

Non-selective Receptor

N

L

O

n

-

C

H

8

1

7

Self-Assembled OR Logic:

S

binds H+ or Ca2+

L

R

R

pKa = 5.8

Log bCa2+ = 1.5


Design and applications of luminescent logic systems

-

-

11; 10-4 M H+ and 0.2 M Ca2+

C

O

C

O

2

2

10; 10-4 M H+ only

N

01; 10-8 M H+ and 0.2 M Ca2+

O

00; 10-8 M H+ only

n

-

C

H

8

1

7


Design and applications of luminescent logic systems

Logic Gates with

Temperature Input

Seiichi Uchiyama, Narumi Kawai

Kaoru Iwai (Nara Women’s University)

J. Am. Chem. Soc. 2004, 126, 3032


Design and applications of luminescent logic systems

O

O

and

Temperature-sensitive co-polymer

N

H

N

H

N

M

e

2

O

O

Co-polymerizable polarity sensor

(Emission weakens in water)

N

N

O

N

S

O

N

M

e

2

2


Design and applications of luminescent logic systems

pH 7

IF

0

10

20

30

40

Temperature / C


Design and applications of luminescent logic systems

pH 9

IF

pH 8

pH 7

pH 5

0

60

20

40

0

80

Temperature / C


Design and applications of luminescent logic systems

2-Input INHIBIT Logic Truth Table

Input1

Temperature

Input2

H+

Output

Fluorescence

0 (low; 10 C)

0 (low; 10-9 M)

0 (low; 1)

0 (low; 10 C)

0 (low; 1)

1 (high; 10-5 M)

1 (high; 35 C)

0 (low; 10-9 M)

1 (high; 10)

1 (high; 35 C)

1 (high; 10-5 M)

0 (low; 1)


Design and applications of luminescent logic systems

EPSRC

DENI

EUROPEAN COMMISSION

JAPAN SOCIETY FOR

THE PROMOTION OF SCIENCE

Providence

Luck

Serendipity


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