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419648

Sigma-Aldrich

2,5-Di-tert-butyl-1,4-benzoquinone

99%

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About This Item

Linear Formula:
[(CH3)3C]2C6H2(=O)2
CAS Number:
Molecular Weight:
220.31
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

mp

152-154 °C (lit.)

functional group

ketone

SMILES string

CC(C)(C)C1=CC(=O)C(=CC1=O)C(C)(C)C

InChI

1S/C14H20O2/c1-13(2,3)9-7-12(16)10(8-11(9)15)14(4,5)6/h7-8H,1-6H3

InChI key

ZZYASVWWDLJXIM-UHFFFAOYSA-N

General description

2,5-Di-tert-butyl-1,4-benzoquinone (DTBBQ) is an 2,5-disubstituted quinone. It is an antibacterial compound. It has been isolated from marine Streptomyces sp. VITVSK1. Pressure dependance on the intramolecular and intermolecular migration rates of Na+ and K+ in a 2,5-di-tert-butyl-1,4-benzoquinone ion pair have been evaluated by using a high-pressure EPR technique.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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A Lückhoff et al.
Biophysical journal, 67(1), 177-182 (1994-07-01)
Depletion of intracellular calcium stores induces transmembrane Ca2+ influx. We studied Ca(2+)- and Ba(2+)-permeable ion channels in A431 cells after store depletion by dialysis of the cytosol with 10 mM BAPTA solution. Cell-attached patches of cells held at low (0.5
P Adams et al.
The Biochemical journal, 335 ( Pt 1), 131-138 (1998-09-22)
Mutational analysis of trans-membrane helices M3, M4, M5 and M7 of the Ca2+-ATPase revealed a novel phenotypic variant, M4 [Y295A (the one-letter symbols are used for amino acid residues throughout)], displaying an increased affinity for Pi and decreased affinity for
Catalytic aerobic deamination of activated primary amines by a model for the quinone cofactor of mammalian copper amine oxidases.
L M Sayre et al.
Methods in enzymology, 258, 53-69 (1995-01-01)
Vinay Gopal Jannu et al.
International journal of bioinformatics research and applications, 11(2), 142-152 (2015-03-20)
The incidence of bacterial disease has increased tremendously in the last decade, because of the emergence of drug resistance strains within the bacterial pathogens. The present study was to investigate the antibacterial compound 2,5-di-tert-butyl-1,4-benzoquinone (DTBBQ) isolated from marine Streptomyces sp.
R J Dolor et al.
The American journal of physiology, 262(1 Pt 1), C171-C181 (1992-01-01)
We have investigated the role of the intracellular Ca2+ pool in regulating Ca2+ entry into vascular endothelial cells. The intracellular Ca2+ pool was mobilized using either thapsigargin (TG) or 2',5'-di(tert-butyl)-1,4-benzohydroquinone (BHQ), inhibitors of the endoplasmic reticulum Ca(2+)-adenosinetriphosphatase (ATPase). Mobilization of

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