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271993

Sigma-Aldrich

2,5-Dibromo-6-isopropyl-3-methyl-1,4-benzoquinone

Synonym(s):

2,5-Dibromo-3-methyl-6-isopropyl-p-benzoquinone, Dibromothymoquinone

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About This Item

Linear Formula:
(CH3)2CHC6Br2(CH3)(=O)2
CAS Number:
Molecular Weight:
321.99
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

form

powder, crystals or chunks

Quality Level

mp

70-72 °C (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

CC(C)C1=C(Br)C(=O)C(C)=C(Br)C1=O

InChI

1S/C10H10Br2O2/c1-4(2)6-8(12)9(13)5(3)7(11)10(6)14/h4H,1-3H3

InChI key

GHHZELQYJPWSMG-UHFFFAOYSA-N

Application

2, 5-Dibromo-6-isopropyl-3-methyl-1, 4-benzoquinone has been used as a metabolic inhibitor of violaxanthin (V) cycle of Pelvetia canaliculata and is used as a photosynthetic electron transport chain (pETC) inhibitor.

Biochem/physiol Actions

2, 5-Dibromo-6-isopropyl-3-methyl-1, 4-benzoquinone acts as an inhibitor of respiratory and photosynthetic processes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Activation of violaxanthin cycle in darkness is a common response to different abiotic stresses: a case study in Pelvetia canaliculata
Marin BF<
BMC plant biology (2011)
Sousuke Imamura et al.
FEBS letters, 554(3), 357-362 (2003-11-19)
The expression of group 2 sigma factors is characterized in a cyanobacterium Synechocystis sp. PCC 6803 grown in culture, changing light conditions (white, red and blue light, and darkness), or the presence of drugs (rifampicin, chloramphenicol, DCMU, and DBMIB), and
Gert Schansker et al.
Biochimica et biophysica acta, 1706(3), 250-261 (2005-02-08)
The effects of dibromothymoquinone (DBMIB) and methylviologen (MV) on the Chl a fluorescence induction transient (OJIP) were studied in vivo. Simultaneously measured 820-nm transmission kinetics were used to monitor electron flow through photosystem I (PSI). DBMIB inhibits the reoxidation of
Chloroplasts extend stromules independently and in response to internal redox signals
Brunkard J O, et.al.
Proceedings of the National Academy of Sciences of the USA, 112, 10044-10049 (2015)
Ireneusz Slesak et al.
Plant & cell physiology, 44(6), 573-581 (2003-06-27)
Mesembryanthemum crystallinum, a facultative halophyte and C(3)-Crassulacean acid metabolism (CAM) intermediate plant, has become a favoured plant for studying stress response mechanisms during C(3)-CAM shifts. One hour of exposure to excess light (EL) caused inhibition of photosynthetic electron transport in

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