True or false? Blood is red because of the iron in hemoglobin.

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True or false? Blood is red because of the iron in hemoglobin. “Red blood cells” A close-up of red blood cells within a capillary. Over 99 percent of the blood vessels in the body are capillaries, even though they only hold 5 percent of the body’s blood.

description

True or false? Blood is red because of the iron in hemoglobin. “ Red blood cells ” A close-up of red blood cells within a capillary. Over 99 percent of the blood vessels in the body are capillaries, even though they only hold 5 percent of the body ’ s blood. False por·phy·rin - PowerPoint PPT Presentation

Transcript of True or false? Blood is red because of the iron in hemoglobin.

Page 1: True or false? Blood is red because of the iron in hemoglobin.

True or false?

Blood is red because of the iron in hemoglobin.

“Red blood cells”A close-up of red bloodcells within a capillary.

Over 99 percentof the blood vessels in the

body are capillaries,even though they only hold 5

percent of the body’s blood.

Page 2: True or false? Blood is red because of the iron in hemoglobin.

False

por·phy·rinFunction: nounEtymology: from Greek porphyra purple

-any of various compounds with a macrocyclic structure that consists essentially of four pyrrole rings joined by four =CH- groups; especially : one (as chlorophyll or hemoglobin) containing a central metal atom and usually exhibiting biological activity

Page 3: True or false? Blood is red because of the iron in hemoglobin.
Page 4: True or false? Blood is red because of the iron in hemoglobin.

Wikipedia’s dynamic picture

Page 5: True or false? Blood is red because of the iron in hemoglobin.

There are many different hemes used in biochemistry as:

•Electron transfer cofactors as Fe(3+) / Fe(2+)•Catalytic Cofactors as cytochrome P450•Besides O2 transport as hemoglobin

Page 6: True or false? Blood is red because of the iron in hemoglobin.

One example:

Cytochrome c Oxidase

Where dioxygen is reduced to water during

respiration

Note all the hemes!

Page 7: True or false? Blood is red because of the iron in hemoglobin.

How to draw a porphyrin:

Page 8: True or false? Blood is red because of the iron in hemoglobin.

The Adler synthesis of simple, symmetrically substituted porphyrins:

Meso position

R = phenyl (TPP) toluyl (TTP) p-chlorophenyl (TClPP)

Page 9: True or false? Blood is red because of the iron in hemoglobin.

Porphyrin substituents on heme in hemoglobin

Metallation of porphyrin

How do you know when the reaction is done?

Anything change at Fe?

Page 10: True or false? Blood is red because of the iron in hemoglobin.

Figure 1. Typical UV-Vis absorption spectrum of a porphyrin. The highly conjugated porphyrin macrocycle shows intense absorption (extinction coefficient > 200,000 M-1cm-1) at around 400 nm (the "Soret" band), followed by several weaker absorption bands (Q Bands) at higher wavelengths (450 to 700 nm).

Absorption Spectrum of a Porphyrin

Page 11: True or false? Blood is red because of the iron in hemoglobin.

1H NMR Characterization:

Challenges….

and how to meet them

Page 12: True or false? Blood is red because of the iron in hemoglobin.
Page 13: True or false? Blood is red because of the iron in hemoglobin.

L- keto

Page 14: True or false? Blood is red because of the iron in hemoglobin.

N

Ru

NN

N

N

N

N

N

O

NH2

2+

Page 15: True or false? Blood is red because of the iron in hemoglobin.

Ru(

L-am

ino)

Ru(

L-ke

to)

Ru(

L-al

lox)

ppm

Page 16: True or false? Blood is red because of the iron in hemoglobin.

Complicated spectrum?

Try 2-D COSY NMR

(correlation spectroscopy)

Page 17: True or false? Blood is red because of the iron in hemoglobin.
Page 18: True or false? Blood is red because of the iron in hemoglobin.

NN

N

N

RuN

N N

N

NH2

a

bc

a'

b'c'

O

NH2

(2)

(1)

Page 19: True or false? Blood is red because of the iron in hemoglobin.

from Ben Williams

Page 20: True or false? Blood is red because of the iron in hemoglobin.

from Ben Williams

Page 21: True or false? Blood is red because of the iron in hemoglobin.

NN

N

N

RuN

N N

N

NH2

a

bc

a'

b'c'

O

NH2

(2)

(1)

from Ben Williams

Page 22: True or false? Blood is red because of the iron in hemoglobin.

cʹc1

2

,aʹ

a,bʹ

b

ppm

NN

N

N

RuN

N N

N

NH2

a

bc

a'

b'c'

O

NH2

(2)

(1)

from Ben Williams

Page 23: True or false? Blood is red because of the iron in hemoglobin.

from Alex Gaudette. BMC’12

Page 24: True or false? Blood is red because of the iron in hemoglobin.

Ru(

L-am

ino)

Ru(

L-ke

to)

Ru(

L-al

lox)

c cʹ 3

d

a,b,bʹ

c cʹ

da

,aʹb,bʹ

c cʹ a

,aʹ

b,bʹ

ppm

Page 25: True or false? Blood is red because of the iron in hemoglobin.

For Thursday, Sept. 27:•Do heme synthesis using your prophyrin, TPP, TTP or TClPP, determining reaction completion by fluorescence •Filter Ru complex (if necessary); obtain MS of product•Observe 2D COSY NMR process•Obtain UV/vis spectrum of your Fe(porphyrin)Cl complex

Page 26: True or false? Blood is red because of the iron in hemoglobin.

Writing Assignments•Goal = writing a full synthesis and characterization manuscript on the Ru complex you made

• Structure like those we discussed on first day• Includes, synthesis, 1D NMR and 2D COSY, and CV

•Due dates

• Draft 1 on Wednesday Oct.3 of the Experimental Section with outline form of introduction

• Draft 2 on Wednesday Oct. 10: Introduction, revised Expermental and Results section with NMR Results

Page 27: True or false? Blood is red because of the iron in hemoglobin.

Ru(

L-aa

p)R

u(L-

amin

o)R

u(L-

keto

)

NN

N

N

RuN

N N

N

N

N

a

bc

a'

b'c'

d

cʹc1

2

,aʹ

a,bʹ

b

c cʹ 3

d

a,b,bʹ

c cʹ

da

,aʹb,bʹ

Page 28: True or false? Blood is red because of the iron in hemoglobin.

Ru(

L-aa

p)R

u(L-

amin

o)R

u(L-

keto

)R

u(L-

allo

x)

NN

N

N

RuN

N N

N

N

N

a

bc

a'

b'c'

d cʹc1

2

,aʹ

a,bʹ

b

c cʹ 3

d

a,b,bʹ

c cʹ

da

,aʹb,bʹ

c cʹ a

,aʹ

b,bʹ