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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

Related Categories

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

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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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J K Foskett et al.
The American journal of physiology, 262(3 Pt 1), C656-C663 (1992-03-01)
Previous studies have demonstrated in single rat parotid acinar cells that the microsomal Ca(2+)-ATPase inhibitor thapsigargin mobilizes Ca2+ specifically from the inositol 1,4,5-trisphosphate (IP3)-sensitive Ca2+ store, activates plasma membrane Ca2+ permeability, and induces intracellular Ca2+ concentration ([Ca2+]i) oscillations that are
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
G Reiser et al.
Experimental cell research, 202(2), 440-449 (1992-10-01)
Continuous superfusion of rat glioma cells with medium containing bradykinin (from 0.2 nM) induced a transient hyperpolarization followed by regular hyperpolarizing oscillations of the membrane potential. Similar repetitive hyperpolarizing oscillations were caused by extracellularly applied bradykinin or muscarine or by
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)
H Nakamura et al.
Journal of biochemistry, 112(6), 750-755 (1992-12-01)
We characterized the interaction of 2,5-di(tert-butyl)-1,4-benzohydroquinone (tBuBHQ) with the sarcoplasmic reticulum (SR) Ca(2+)-ATPase from rabbit fast-twitch skeletal and canine cardiac muscles by examining the effect of this agent on the ATPase reaction. tBuBHQ at less than 10 microM inhibited ATP

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