B104
tert-Butyl bicyclo[2.2.2]phosphorothionate
solid
Synonym(s):
TBPS
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About This Item
Empirical Formula (Hill Notation):
C8H15O3PS
CAS Number:
Molecular Weight:
222.24
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
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Product Name
tert-Butyl bicyclo[2.2.2]phosphorothionate, solid
InChI
1S/C8H15O3PS/c1-7(2,3)8-4-9-12(13,10-5-8)11-6-8/h4-6H2,1-3H3/t8-,12?
SMILES string
CC(C)(C)[C@@]12COP(=S)(OC1)OC2
InChI key
VTBHBNXGFPTBJL-KRDXSZEZSA-N
form
solid
color
white to pink
solubility
DMSO: soluble
H2O: slightly soluble
ethanol: soluble
storage temp.
2-8°C
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Biochem/physiol Actions
GABAA receptor antagonist; chloride channel blocker; extremely potent convulsant.
Features and Benefits
This compound is featured on the GABAA Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
General description
Aqueous solubility may be enhanced by the use of non-ionic detergents (Brij, TWEEN) or 2-hydroxypropyl-β-cyclodextrin.
Preparation Note
Solutions may be stored for 1-2 days at 4 °C.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Lauri M Halonen et al.
Neurochemistry international, 55(6), 389-396 (2009-04-29)
The major inhibitory neurotransmitter in the brain, gamma-aminobutyric acid (GABA), has only partial efficacy at certain subtypes of GABA(A) receptors. To characterize these minor receptor populations in rat and mouse brains, we used autoradiographic imaging of t-butylbicyclophosphoro[(35)S]thionate ([(35)S]TBPS) binding to
F Jursky et al.
Journal of neurochemistry, 74(3), 1310-1316 (2000-02-29)
A chimeric GABA(A) receptor subunit was constructed that contained the beta3 sequence from the N-terminus to the first two amino acids of the second transmembrane (TM2) domain. The remaining part of this chimera had the sequence of the alpha1 subunit.
M H Tehrani et al.
Journal of neurochemistry, 46(5), 1542-1548 (1986-05-01)
The role of t-butylbicyclophosphorothionate (TBPS) as an antagonist of gamma-aminobutyric acid (GABA) was studied with primary cultures of neurons from the chick embryo cerebrum. The addition of GABA stimulated the uptake of 36Cl- by neurons and the dose dependence of
Kati S Saarelainen et al.
Journal of neurochemistry, 105(2), 338-350 (2007-11-21)
The behavioral and functional significance of the extrasynaptic inhibitory GABA(A) receptors in the brain is still poorly known. We used a transgenic mouse line expressing the GABA(A) receptor alpha6 subunit gene in the forebrain under the Thy-1.2 promoter (Thy1alpha6) mice
María Cecilia Moreno et al.
Neurochemistry international, 52(4-5), 675-682 (2007-10-12)
Glutamate and gamma-aminobutyric acid (GABA) are major excitatory and inhibitory retinal neurotransmitters. The balance between these signals is a key principle of organization at retinal level. Although glutamate-induced excitotoxicity could mediate retinal ganglion cell death in glaucoma, the GABAergic system
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