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Synthesis and Physiological role
1. Aromatic unsaturated ring with an aliphatic
side chain.
2. A—COOH group or a group which can easily
be converted into—COOH group.
3. At least one carbon atom between the ring and
the —COOH group in the side chain.
4. A particular spatial configuration between the
ring and the side chain.
5. A molecular distance of about 0.5 nm between
fractional positive charge on the aromatic ring
and a negatively charged carboxylic group.
These are common feature of all biologically
active auxins.
(Koepfli et al., 1938)
The structures of some common
synthetic auxins
Some chemical compounds
1. IBA (Indole-3-butyric acid)
2. 4-Cl-IAA (4-chloro indole-3-acetic acid)
were previously included in synthetic auxins but have
now been isolated from plant parts and are now
considered as natural auxins and are therefore, not
included in synthetic auxins
General Mechanism of Action of
Auxins
Synthesis of 2,4-Dichlorophenoxyacetic acid
 2,4-D is a selective herbicide
 mimick the action of auxin
 kills many terrestrial and aquatic broadleaf weeds
(Dicots)
 any company is free to produce it (No patent)
kills broadleaf weeds, dicots,
monocot grasses, such as corn, are more resistant.
 That's because grasses inactivate 2,4-D inside the plant,
while broadleaf dicots do not.
However,
the underlying molecular mechanism of how auxinic
herbicides selectively kill dicots and spare monocots is not
understood yet
(Grossmann 2000; Kelley and Riechers 2007; McSteen
2010).
Synthesis of Methoxone

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Synthetic auxins

  • 2. 1. Aromatic unsaturated ring with an aliphatic side chain. 2. A—COOH group or a group which can easily be converted into—COOH group.
  • 3. 3. At least one carbon atom between the ring and the —COOH group in the side chain. 4. A particular spatial configuration between the ring and the side chain. 5. A molecular distance of about 0.5 nm between fractional positive charge on the aromatic ring and a negatively charged carboxylic group. These are common feature of all biologically active auxins. (Koepfli et al., 1938)
  • 4. The structures of some common synthetic auxins
  • 5. Some chemical compounds 1. IBA (Indole-3-butyric acid) 2. 4-Cl-IAA (4-chloro indole-3-acetic acid) were previously included in synthetic auxins but have now been isolated from plant parts and are now considered as natural auxins and are therefore, not included in synthetic auxins
  • 6. General Mechanism of Action of Auxins
  • 8.
  • 9.  2,4-D is a selective herbicide  mimick the action of auxin  kills many terrestrial and aquatic broadleaf weeds (Dicots)  any company is free to produce it (No patent)
  • 10. kills broadleaf weeds, dicots, monocot grasses, such as corn, are more resistant.  That's because grasses inactivate 2,4-D inside the plant, while broadleaf dicots do not. However, the underlying molecular mechanism of how auxinic herbicides selectively kill dicots and spare monocots is not understood yet (Grossmann 2000; Kelley and Riechers 2007; McSteen 2010).