B.9 Biological pigments
Understanding 1:
Biological pigments are coloured
compounds produced by
metabolism
Chromophores
• In order to absorb electromagnetic
radiation in the UV-Vis region of the
spectrum, molecules must generally
contain a double bond in the form of C=C,
C=O or a benzene ring.
• These groups, which give rise to
absorptions in the UV-Vis region, are
called chromophores.
• Electromagnetic radiation in ultraviolet-
visible region of the spectrum is absorbed
to promote electrons from a low energy
(molecular orbital) in molecules to a higher
energy level(molecular orbital)
Understanding 2:
The colour of pigments is due to highly
conjugated systems with delocalized
electrons, which have intense absorption
bands in the visible region
Conjugated systems
• A conjugated system is a
sequence of alternating single and double
bonds in a molecule
• The bonds highlighted in figure below form
a conjugated system
• Not part of this system
• They are separated from the other double bonds by more
than one single bonds
BUT!!
• The double bonds must alternate with single bonds
If ≥ 2 single bonds between the double bonds
then the system is not conjugated
• Another example of conjugated system…
• We can see
from this figure
that electrons
are delocalise in
a conjugated
system because
p orbitals can
overlap along
the whole chain
Absorption of electromagnetic
radiation and colour
• For a compound to be coloured, its
molecules must absorb visible light
(electromagnetic radiation, wavelength
about 400-750 nm)
• Therefore, if a molecule absorb absorbs
radiation between these wavelengths, it
will be coloured.
• The longer the conjugated system, the
longer the wavelengths of the radiation
absorbed.
• If a conjugated system involves ≥ 8
doubles bond, the molecules should
absorb in the visible region of the
spectrum
• Hence, be coloured.
The longer a conjugated chain (delocalised system), the longer the
wavelength of radiation absorbed by a molecule.
• A system of 11 conjugated double bonds
• Absorbs light in the blue-green part of the visible
spectrum
• Appears red
• Only have a system with 5 conjugated double bonds
• Does not absorb visible light
• It only absorbs ultraviolet radiation
• Therefore, it is colourless
Reti
nol
• Chlorophyll a and b
have long
conjugated
systems
• They absorb light
in the 400-500 nm
and 600-700 nm
region
• The green light in the middle of the
spectrum is not absorbed, and so these
molecules look green in natural light.
Application & skills:
Explanation of the sigmoidal shape of
haemoglobin's oxygen dissociation curve
in terms of the cooperative binding of
haemoglobin to oxygen
The binding of oxygen to
haemoglobin
• Hemoglobin consist of 4 polypeptides sub-
units
• Each of which contains a heme prosthetic
group
• With the iron at the centre of the heme
• Having oxidation number of +2
The binding of oxygen to
haemoglobin
• Each heme can carry one molecules of
oxygen.
• So, each hemoglobin unit can transport
four molecules of oxygen.
The binding of oxygen to
haemoglobin
• The iron in the heme can bond to 6 ligands
• In the unbound state, the Fe2+ is bonded
to 5 ligands:
4 : nitrogen atoms (of porphyrin)
1 : amino acid (that attached it to protein)
• When molecular oxygen binds, this
becomes the 6th ligands.
• Called Oxygenated hemoglobin
The binding of oxygen to
haemoglobin
• Binding of the oxygen molecules result in
Fe2+ being oxidised to Fe3+
• In hemoglobin, the oxygen binds
reversibly, allowing its release to tissue
cells
Affinity of hemoglobin for oxygen changes as
the partial pressure of oxygen changes
The scale on the y
axis represents the
fraction of iron ions
bound to oxygen
molecules. This is
called oxygen
binding
curve/oxygen
dissociation curve
Partial pressure of oxygen low, hemoglobin has a low affinity for oxygen
Oxygen affinity increases as the partial pressure of oxygen increases
• This suggest that its becomes easier for
oxygen to bind to hemoglobin when some
oxygen molecules have already bound to
the iron – cooperative binding
• Hemoglobin have tetrameric structure with
4 iron-heme complex.
• The binding of oxygen to one of the iron
ions in the tetramer changes the shape
(conformation) of the protein
• Its becomes easier for oxygen molecules
to bind to the other sites
• This is an allosteric effect – the binding of
a molecule at one site has an effect on
another site.

Option B.9 Biological Pigments

  • 1.
  • 2.
    Understanding 1: Biological pigmentsare coloured compounds produced by metabolism
  • 3.
    Chromophores • In orderto absorb electromagnetic radiation in the UV-Vis region of the spectrum, molecules must generally contain a double bond in the form of C=C, C=O or a benzene ring. • These groups, which give rise to absorptions in the UV-Vis region, are called chromophores.
  • 4.
    • Electromagnetic radiationin ultraviolet- visible region of the spectrum is absorbed to promote electrons from a low energy (molecular orbital) in molecules to a higher energy level(molecular orbital)
  • 5.
    Understanding 2: The colourof pigments is due to highly conjugated systems with delocalized electrons, which have intense absorption bands in the visible region
  • 6.
    Conjugated systems • Aconjugated system is a sequence of alternating single and double bonds in a molecule
  • 7.
    • The bondshighlighted in figure below form a conjugated system
  • 8.
    • Not partof this system • They are separated from the other double bonds by more than one single bonds BUT!!
  • 9.
    • The doublebonds must alternate with single bonds
  • 10.
    If ≥ 2single bonds between the double bonds then the system is not conjugated
  • 11.
    • Another exampleof conjugated system…
  • 12.
    • We cansee from this figure that electrons are delocalise in a conjugated system because p orbitals can overlap along the whole chain
  • 13.
    Absorption of electromagnetic radiationand colour • For a compound to be coloured, its molecules must absorb visible light (electromagnetic radiation, wavelength about 400-750 nm) • Therefore, if a molecule absorb absorbs radiation between these wavelengths, it will be coloured.
  • 14.
    • The longerthe conjugated system, the longer the wavelengths of the radiation absorbed. • If a conjugated system involves ≥ 8 doubles bond, the molecules should absorb in the visible region of the spectrum • Hence, be coloured.
  • 15.
    The longer aconjugated chain (delocalised system), the longer the wavelength of radiation absorbed by a molecule. • A system of 11 conjugated double bonds • Absorbs light in the blue-green part of the visible spectrum • Appears red
  • 16.
    • Only havea system with 5 conjugated double bonds • Does not absorb visible light • It only absorbs ultraviolet radiation • Therefore, it is colourless Reti nol
  • 17.
    • Chlorophyll aand b have long conjugated systems • They absorb light in the 400-500 nm and 600-700 nm region
  • 18.
    • The greenlight in the middle of the spectrum is not absorbed, and so these molecules look green in natural light.
  • 19.
    Application & skills: Explanationof the sigmoidal shape of haemoglobin's oxygen dissociation curve in terms of the cooperative binding of haemoglobin to oxygen
  • 20.
    The binding ofoxygen to haemoglobin • Hemoglobin consist of 4 polypeptides sub- units • Each of which contains a heme prosthetic group • With the iron at the centre of the heme • Having oxidation number of +2
  • 21.
    The binding ofoxygen to haemoglobin • Each heme can carry one molecules of oxygen. • So, each hemoglobin unit can transport four molecules of oxygen.
  • 22.
    The binding ofoxygen to haemoglobin • The iron in the heme can bond to 6 ligands • In the unbound state, the Fe2+ is bonded to 5 ligands: 4 : nitrogen atoms (of porphyrin) 1 : amino acid (that attached it to protein) • When molecular oxygen binds, this becomes the 6th ligands. • Called Oxygenated hemoglobin
  • 23.
    The binding ofoxygen to haemoglobin • Binding of the oxygen molecules result in Fe2+ being oxidised to Fe3+ • In hemoglobin, the oxygen binds reversibly, allowing its release to tissue cells
  • 24.
    Affinity of hemoglobinfor oxygen changes as the partial pressure of oxygen changes
  • 25.
    The scale onthe y axis represents the fraction of iron ions bound to oxygen molecules. This is called oxygen binding curve/oxygen dissociation curve
  • 26.
    Partial pressure ofoxygen low, hemoglobin has a low affinity for oxygen
  • 27.
    Oxygen affinity increasesas the partial pressure of oxygen increases
  • 28.
    • This suggestthat its becomes easier for oxygen to bind to hemoglobin when some oxygen molecules have already bound to the iron – cooperative binding
  • 29.
    • Hemoglobin havetetrameric structure with 4 iron-heme complex. • The binding of oxygen to one of the iron ions in the tetramer changes the shape (conformation) of the protein • Its becomes easier for oxygen molecules to bind to the other sites
  • 30.
    • This isan allosteric effect – the binding of a molecule at one site has an effect on another site.