DCMU

DCMU
File:Diuron.png
Other names 3-(3,4-dichlorophenyl)-1,1-dimethylurea
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers
CAS number	330-54-1 Y
style="background: #F8EABA; text-align: center;" colspan="2" | Properties
Molecular formula	C9H10Cl2N2O
Molar mass	233.10 g/mol
Density	1.48 g/cm3
Melting point	158 °C
Boiling point	180 °C
Solubility in water	42 mg/L
style="background: #F8EABA; text-align: center;" colspan="2" | Hazards
EU classification	Harmful (Xn); Dangerous for the environment (N)
Y (what is this?)  (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

DCMU (3-(3,4-dichlorophenyl)-1,1-dimethylurea) is a herbicide that inhibits photosynthesis. It was released by Bayer in 1954 under the trade name of Diuron.

Mechanism of action

DCMU is a very specific and sensitive inhibitor of photosynthesis. It blocks the plastoquinone binding site of photosystem II, disallowing the electron flow from where it is generated, in photosystem II, to plastoquinone. This interrupts the photosynthetic electron transport chain in photosynthesis and thus blocks the ability of the plant to turn light energy into chemical energy (ATP and reductant potential).

DCMU only blocks electron flow from photosystem II, it has no effect on photosystem I or other reactions in photosynthesis, such as light absorption or carbon fixation in the Calvin cycle.

However, because it absorbs electrons oxidized from water in PS II, the electron "hole" of PS I cannot be satisfied, effectively shutting down photosynthesis by blocking the reduction of NADP⁺ to NADPH, and the cyclic photosynthetic pathway since electron shuttling is associated with proton pumping across the membrane into the lumen.

Applications

Besides its use as a herbicide, DCMU is often used to research energy flow in photosynthesis.

References

• FEBS Letters (1986) 205, 269-274

cs:Diuron pl:Diuron