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C T Noguchi

Water

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Water
(Hydrogen bond)
+

O
+

H
O

+ H

Hydrogen bond

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H
O
H

H H

O H
H

O HH O
H
H
O
O H
H
H H

H O
H

H
H
H O H
O
H

H2O molecules to bulk


H

O H
H

H O
H

O H
H

O H
H

H O
H

O H

H O
H

H
H

O H

Hydrophobic
molecule

O H
H O
H
Hydrophobic interaction
H

H O
H

O H
O
H H
H

Hydrophobic
molecule

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Organic Acids
A) Acetic acid (C2)
H O
H-C-C-OH
H
CH3-COOH

C) R-COOH
hydrophylic
HO
HO

Fatty
acid

(H2O)
CH3-COO- + H+

(weak acid)

Stearic
acid
(C 18)

H
H
H
H
H
H
H
H
H
H
H
H
H
H
H
H
H

C
C
C
C
C
C
C
C
C
C
C
C
C
C
C
C
C
C
H

O
H
H
H
H
H
H
H
H
H
H
H
H
H
H
H
H
H

HO
HO

O
O

(H2O)

hydrophobic

+ H+

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Micelle
hydrophylic
HO
HO

Fatty
acid
Stearic
acid
(C 18)

H
H
H
H
H
H
H
H
H
H
H
H
H
H
H
H
H

C
C
C
C
C
C
C
C
C
C
C
C
C
C
C
C
C
C
H

O
H
H
H
H
H
H
H
H
H
H
H
H
H
H
H
H
H

HO
HO

O
O

Aqueous phase
+

+H

hydrophobic

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Phospholipid

Phospholipid
Polar head group

Hydrocarbon chains

(hydrophobic)

Glycerol

H
H C
OH

H
C
OH

H
C H
OH

(hydrophilic)

hydrophylic

polar
group
P

HO
HO

Stearic
acid
(C 18)

H
H
H
H
H
H
H
H
H
H
H
H
H
H
H
H
H

C
C
C
C
C
C
C
C
C
C
C
C
C
C
C
C
C
C
H

O
H
H
H
H
H
H
H
H
H
H
H
H
H
H
H
H
H

HO
HO

O
O

fatty
acid
hydrophobic

Phospholipid
Polar head
group
(hydrophilic)

Hydrocarbon
chains
(hydrophobic)

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Lipid Bilayer
Plasma membrane
(lipid bilayer)

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Plasma Membrane

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Liposomes for Drug Delivery

DRUG

Protein

DNA

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Proteins
HO

acid

amino

acid

a) Organic acid
R

b) Dipeptide

HO
H

O
C
C

R'

N H
H

Amino Acid
(NH2CHCOOH)
|
R

peptide bond

c) Polypeptide (Primary structure)


R1
H
H N C C
H O

R2

R3

R4

R5

R6

R7

R8

H
N C C
H O

H
N C C
H O

H
N C C
H O

H
N C C
H O

H
N C C
H O

H
N C C
H O

H
N C C
H O

R9 R10 R11 R12 R13 R14


H
N C C
H O

H
N C C
H O

H
N C C
H O

H
N C C
H O

H
N C C
H O

H
N C C OH
H O

R15

H
N C C OH
H O

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Amino Acids
Alanine
Arginine
Asparagine
Aspartic acid
Cysteine
Glutamic acid
Glutamine
Glycine
Histidine
Isoleucine

Ala
Arg
Asn
Asp
Cys
Glu
Gln
Gly
His
Ile

Essential amino acids


Hydrophobic amino acids

Leucine
Leu
Lysine
Lys
Methionine
Met
Phenylalanine Phe
Proline
Pro
Serine
Ser
Threonine
Thr
Tryptophan
Trp
Tyrosine
Tyr
Valine
Val

C T Noguchi

Phenylketourea (PKU)
(Lack of phenylalanine hydroase)
Phenylalanine (Phe)
COOH3N+ - C - H
H
C

C
H

Tyrosine (Tyr)

phenylalanine
hydrolase

COOH3N+ - C - H
H
C
C

C
C

O2

Essential amino acids


Hydrophobic amino acids

H2O

C
C
OH

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Phenylketourea (PKU)
(Lack of phenylalanine hydroase)
Phenylalanine (Phe)
COO-

Amino
acid H3N+ - C - H
CH2

COO-

phenylalanine
hydrolase

O2
hydrophobic

Tyrosine (Tyr)
H3N+ - C - H
CH2

H2O
OH

hydrophilic
Essential amino acids
Hydrophobic amino acids

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Protein Folding
(Secondary Structure)

alpha-helix
(-helix)

beta-pleated sheet
(-pleated sheet)

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Friday, February 9, 2001 ; Page A03

MOVING TO KEEP THE BEEF OUT OF DISEASE'S SHADOW;


FDA, INDUSTRY WORK TO BOLSTER MAD COW SAFEGUARDS
Marc Kaufman, Washington Post Staff Writer
In Texas, more than 1,000 cattle being fattened for slaughter were immediately
quarantined after federal officials discovered the animals had been inadvertently fed the
kind of bone meal believed to have spread mad cow disease throughout Europe..

Bovine spongiform encephalopathy (BSE) Mad cow disease


Related to scrapie in sheep and Creutzfeldt-Jakob disease (CJD) in humans.

Appearance of vacuoles, clear holes, in neurons


(spongiform).
BSE recognized in 1986 in UK. By 1993 1,000
cases per week.
Transmission by protein supplements from sheep
used to feed cattle now banned in UK (banned in
the US by FDA in 1997).

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March 22, 2001

Five Britons' Mad Cow Deaths Traced to


Butchering Methods
By WARREN HOGE
ONDON, March 21 An investigation into five deaths from
the human form of mad cow disease in one English village
concluded that the cause was a traditional local butchery
method of slaughter that permitted brain matter from diseased
animals to contaminate meat. The five people died between
August 1998 and October 2000 in Queniborough in
Leicestershire the largest cluster of victims from the same
locality in an epidemic that has claimed 90 lives in Britain.

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Variant Creutzfeldt-Jakobe disease (vCJD)


Prior to 1996
85-90% were sporadic (1/1,000,000)
5-10% familial
<5% accidental transmission (human-derived pituitary
growth hormones; contaminated surgical equipment).
1996
10 cases of varient CJD in UK with average age 27 vs
63 for sporadic CJD.
As of end September 2000
At least 84 people in UK, 1 in Ireland and 3 in France
have contracted vCJD.

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Prion Structure
(http://mad-cow.org)

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Prions
< Normal
Infectious >

encounters

Invasive form induces normal prions


to refold into abnormal shapes.

Prion diseases:

fatal neurodegenerative disorders.


scrapie (livestock)
mad cow disease
Creutzfeldt-Jakob disease
Gerstmann-StrausslerScheinker disease
Fatal familial insomnia
Kuru in Papua New Guinea

influences

to refold.

attaches to another

Eventually all

refold

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Foods Derived from New Plant Varieties through


Recombinant DNA Technology
2000

Rice-Glufosinate tolerant

1999

Canola-Bromoxynil tolerant

-Phutaseed

Cantaloupe-Modified ripening
1998

Canola -Male sterile


-Fertility restorer

Cotton- Bromoxynil tolerant

-insect protected
Flax-Sulfonylurea tolerant

Potato-Virus protected

Soybean-Glufosinate tolerant
Sugar beet-Glyphosate tolerant
Tomato-Insect protected
- Virus protected

1997

Papaya-Virus resistant

Radicchio rosso-Male sterile

Soybean-High oleic acid


Squash-Virus resistant

1996
Corn- Glyphosate tolerant

-Male sterile
Cotton- Sufonylurea tolerant
Oilseed rape- Male sterile

-Fertility restorer

Potato- Insect protected


Tomato-Modified ripening

1995
Canola- Glufosinate tolerant
-Glyphosate tolerant
Corn- Glufosinate tolerant
-Insect protected
Cotton- Glyphosate tolerant
-Insect protected
1994
Cotton - Bromoxynil tolerant
Potato-Insect protected
Soybean-Glyphosate tolerant
Squash - Virus resistant
Tomato Improved ripening
-Delayed softening

1998-EPA permitted use of corn resistant to corn borer


(cry9C gene from Bacillus thuringienis) in animal feed.

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OCTOBER 2, 2000 VOL. 156 NO. 14 BIOENGINEERING

Tempest in a Taco Shell


BY JEFFREY KLUGER

Killer tacos they ain't. But so hot are the politics of


genetically modified food that the folks at Kraft Foods
last week took the extraordinary step of pulling tons of
innocent-looking Taco Bell taco shells off the shelves.
Reason? Someone may have been fooling with their
genes. It was the first recall of what the industry calls
GM food--and others call Frankenfood...

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Monday, March 19, 2001

Page A1

Biotech Corn Is Test Case For Industry


Engineered Foods Future Hinges on Allergy Study
By Marc Kaufman

-Allergic reactions are viewed as the primary threat to human


health posed by genetically engineered food.
-StarLink corn is genetically modified to express Cry9C, a
protein that provides protection against the European corn
borer.
-After months of development, FDA officials believe they have
a test for potential allergic reaction to StarLink corn.
-FDA will test blood of individuals for antibodies to Cry9C.

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Associated Press

Saturday, March 31, 2001

Genetically altered crops taking further root, USDA says.


By Philip Brasher

Soybean
63% in 2001 (48 million acres); 54% in 2000.
Immune to Roundup (Monsanto) weed killer.
Corn
24% in 2001; 25% in 2000.
StarLink has been withdrawn from market.
StarLink plants die when treated with herbicide.
Cotton
64% in 2001 (~10 million acres); 61% in 2000.
Immune to insect pests and/or herbicides.

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