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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:
29096-93-3
Molecular Weight:
321.99
EC Number:
249-431-8
MDL number:
MFCD00009967
UNSPSC Code:
12171500
PubChem Substance ID:
24856447
NACRES:
NA.47

form

powder, crystals or chunks

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

Related Categories

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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
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)
Shan Gao et al.
Journal of experimental botany, 63(12), 4349-4358 (2012-03-23)
Porphyra yezoensis, a representative species of intertidal macro-algae, is able to withstand periodic desiccation at low tide but is submerged in seawater at high tide. In this study, changes in photosynthetic electron flow in P. yezoensis during desiccation and re-hydration
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