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Presented to:
Dr. Mansoor Hameed
Presented By:
Ayesha Siddiqui
Cyanide toxicity in plants
What is cyanide?
Cyanide toxicity in plants
Cyanide toxicity in plants
Organic Cyanides
 Organic cyanides are usually called nitriles; in these,
the CN group is linked by a covalent bond to a carbon-
containing group, such as methyl (CH3) in methyl
cyanide (acetonitrile).
 In nature, substances yielding cyanide are present in
certain seeds, such as the pit of the wild cherry and the
seeds of apples.
Toxicity of Cyanide Ions
 Toxicity resides in the release of Cyanide ion,
CN-
 Inorganic Cyanides are potentially toxic as they
have capability of removal of ion when in a
medium
 Organic nitriles do not readily release cyanide
ions, and so have low toxicities. By contrast,
compounds such as trimethylsilyl
cyanide (CH3)3SiCN readily release HCN or the
cyanide ion upon contact with water
Cyanide toxicity in plants
Cyanogenic glycosides in edible plants
Mechanism of release of CN-
 Cyanogenic glycosides in plants are stored in
the vacuole, but, if the plant is attacked, they are
released and become activated by enzymes in the
cytoplasm. These remove the sugar part of the
molecule and release toxic hydrogen cyanide.
 Storing them in inactive forms in the vacuole
prevents them from damaging the plant under normal
conditions.
Occurrence of Cyanogenic
glycosides in plants
Family Plant name Cyanogenic
glycoside
Rosaceae
Peach (Prunus persica) Amygdalin
Plum (Prunus domestica ) Amygdalin
Bitter Almond
(P. amygdalus var.amara)
Amygdalin
Apricot
(Prunus armeniaca)
Amygdalin
Prunus serotina Prunasin
Prunus laurocerasus Prulaurasin
Cyanogenic glycosides in different
plants
Family Plant name Cyanogenic
glycoside
Euphorbiaceae Cassava
(Manihot esculenta )
Linamarin &
Lotaustralin
Linaceae Flax
(Linum usitatissimum )
Linamarin
Leguminosae Beans
(Phaseolus beans)
Phaseolunatin
Gramineae Sorghum vulgare Dhurrin
Natural occurrence of cyanide
in Plants
substances
yielding
cyanide are
present in
seeds of
apples
I have
Cyanide in
me
Cassava
(Manihot esculenta)
Sorghum
vulgare
Sorghum vulgare
Dhurrin
Almond
(Prunus amygdalus)
The bitter almond emyzne eht sniatnocnislume which,
in the presence of water, acts on amygdalin, yielding 2
glucose, cyanide and the essential oil of bitter almonds,
which is nearly pure benzaldehyde.
Cyanide toxicity in plants
 Cyanogenic glycosides might
serve as nitrogen storage
compound esp. in seeds (e.g.
linamarin, linustatin etc)
 Plant protection against
herbivores, pathogens, and
competitors
Cyanide toxicity in plants
3 Stages of Respiration
1. Glycolysis
 cytoplasm
 with or without oxygen present
 breaks glucose (6C) into 2 pyruvates (3C)
2. TCA Cycle
 mitochondrial matrix
 only if oxygen present
 converts pyruvate via acetyl CoA into CO2; generates
NADH and FADH2
3. Electron Transport Chain
 mitochondrial membranes = cristae
 transfers electrons from NADH and FADH2 to
reduce O2 to H2O and generate ATP
Cyanide toxicity in plants
Cyanide toxicity in plants
Cytochrome c oxidase
 It receives an electron from each of
four cytochrome c molecules, and transfers them
to one oxygen molecule, converting molecular
oxygen to two molecules of water. In the process,
it binds four protons from the inner aqueous
phase to make water, and in addition translocates
four protons across the membrane, helping to
establish a transmembrane difference of
proton electrochemical potential that the ATP
synthase then uses to synthesize ATP.
Cyanide toxicity in plants
Cyanide toxicity in plants
The binding of cyanide to this enzyme
prevents transport of electrons from
cytochrome c to oxygen. As a result,
the electron transport chain is
disrupted, meaning that the cell can
no longer aerobically produce ATP for
energy.
Cyanide toxicity in plants
An alternate path (aka, the cyanide resistant path) de-couples
respiratory electron transport from ATP production. This
pathway produces O2, but not ATP. It can serve as an energy
overflow valve when supply exceeds demand  but it results in a
net loss of energy from the plant. Is this a relic error or an
important physiological function?
An alternative
oxidase (AOX)
accepts electrons
coming from
complex II,
preventing them from
getting to complex III
Importance of Cyanide Resistant
Respiration
 Its plays important role in the growth of roots.
 In fungi, the ability of the alternative oxidase to
bypass inhibition of parts of the electron
transport chain can contribute
to fungicide resistance.
E.g. This is seen in the strobilurin fungicides that
target complex III, such as azoxystrobin,
picoxystrobin and fluoxastrobin. However, as the
alternative pathway generates less ATP, these
fungicides are still effective in
preventing spore germination, as this is an
energy-intensive process.
When it flowers, the
Philodendron flower
heats to as high as
46 C (115 F). The
heat protects the
flowers from freezing
at night and
disperses compound
that attract
polinators
Light energy > Heat
Energy is captured from light
by Philodendron leaves and
used for life processes and
growth
Cyanide toxicity in plants

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Cyanide toxicity in plants

  • 1. Presented to: Dr. Mansoor Hameed Presented By: Ayesha Siddiqui Cyanide toxicity in plants
  • 5. Organic Cyanides Organic cyanides are usually called nitriles; in these, the CN group is linked by a covalent bond to a carbon- containing group, such as methyl (CH3) in methyl cyanide (acetonitrile). In nature, substances yielding cyanide are present in certain seeds, such as the pit of the wild cherry and the seeds of apples.
  • 6. Toxicity of Cyanide Ions Toxicity resides in the release of Cyanide ion, CN- Inorganic Cyanides are potentially toxic as they have capability of removal of ion when in a medium Organic nitriles do not readily release cyanide ions, and so have low toxicities. By contrast, compounds such as trimethylsilyl cyanide (CH3)3SiCN readily release HCN or the cyanide ion upon contact with water
  • 8. Cyanogenic glycosides in edible plants
  • 9. Mechanism of release of CN- Cyanogenic glycosides in plants are stored in the vacuole, but, if the plant is attacked, they are released and become activated by enzymes in the cytoplasm. These remove the sugar part of the molecule and release toxic hydrogen cyanide. Storing them in inactive forms in the vacuole prevents them from damaging the plant under normal conditions.
  • 10. Occurrence of Cyanogenic glycosides in plants Family Plant name Cyanogenic glycoside Rosaceae Peach (Prunus persica) Amygdalin Plum (Prunus domestica ) Amygdalin Bitter Almond (P. amygdalus var.amara) Amygdalin Apricot (Prunus armeniaca) Amygdalin Prunus serotina Prunasin Prunus laurocerasus Prulaurasin
  • 11. Cyanogenic glycosides in different plants Family Plant name Cyanogenic glycoside Euphorbiaceae Cassava (Manihot esculenta ) Linamarin & Lotaustralin Linaceae Flax (Linum usitatissimum ) Linamarin Leguminosae Beans (Phaseolus beans) Phaseolunatin Gramineae Sorghum vulgare Dhurrin
  • 12. Natural occurrence of cyanide in Plants
  • 13. substances yielding cyanide are present in seeds of apples I have Cyanide in me
  • 16. Almond (Prunus amygdalus) The bitter almond emyzne eht sniatnocnislume which, in the presence of water, acts on amygdalin, yielding 2 glucose, cyanide and the essential oil of bitter almonds, which is nearly pure benzaldehyde.
  • 18. Cyanogenic glycosides might serve as nitrogen storage compound esp. in seeds (e.g. linamarin, linustatin etc) Plant protection against herbivores, pathogens, and competitors
  • 20. 3 Stages of Respiration 1. Glycolysis cytoplasm with or without oxygen present breaks glucose (6C) into 2 pyruvates (3C) 2. TCA Cycle mitochondrial matrix only if oxygen present converts pyruvate via acetyl CoA into CO2; generates NADH and FADH2 3. Electron Transport Chain mitochondrial membranes = cristae transfers electrons from NADH and FADH2 to reduce O2 to H2O and generate ATP
  • 23. Cytochrome c oxidase It receives an electron from each of four cytochrome c molecules, and transfers them to one oxygen molecule, converting molecular oxygen to two molecules of water. In the process, it binds four protons from the inner aqueous phase to make water, and in addition translocates four protons across the membrane, helping to establish a transmembrane difference of proton electrochemical potential that the ATP synthase then uses to synthesize ATP.
  • 26. The binding of cyanide to this enzyme prevents transport of electrons from cytochrome c to oxygen. As a result, the electron transport chain is disrupted, meaning that the cell can no longer aerobically produce ATP for energy.
  • 28. An alternate path (aka, the cyanide resistant path) de-couples respiratory electron transport from ATP production. This pathway produces O2, but not ATP. It can serve as an energy overflow valve when supply exceeds demand but it results in a net loss of energy from the plant. Is this a relic error or an important physiological function? An alternative oxidase (AOX) accepts electrons coming from complex II, preventing them from getting to complex III
  • 29. Importance of Cyanide Resistant Respiration Its plays important role in the growth of roots. In fungi, the ability of the alternative oxidase to bypass inhibition of parts of the electron transport chain can contribute to fungicide resistance. E.g. This is seen in the strobilurin fungicides that target complex III, such as azoxystrobin, picoxystrobin and fluoxastrobin. However, as the alternative pathway generates less ATP, these fungicides are still effective in preventing spore germination, as this is an energy-intensive process.
  • 30. When it flowers, the Philodendron flower heats to as high as 46 C (115 F). The heat protects the flowers from freezing at night and disperses compound that attract polinators Light energy > Heat Energy is captured from light by Philodendron leaves and used for life processes and growth