T200
(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid hydrate
≥97% (HPLC), solid
Synonym(e):
TPMPA hydrate
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About This Item
Empirische Formel (Hill-System):
C6H12NO2P · xH2O
CAS-Nummer:
Molekulargewicht:
161.14 (anhydrous basis)
UNSPSC-Code:
12352106
PubChem Substanz-ID:
NACRES:
NA.77
Empfohlene Produkte
Assay
≥97% (HPLC)
Form
solid
Farbe
white to off-white
Löslichkeit
H2O: 16 mg/mL
DMSO: insoluble
SMILES String
[H]O[H].CP([O-])(=O)C1=CC[NH2+]CC1
InChI
1S/C6H12NO2P.H2O/c1-10(8,9)6-2-4-7-5-3-6;/h2,7H,3-5H2,1H3,(H,8,9);1H2
InChIKey
GXVWAQPRAQORGS-UHFFFAOYSA-N
Anwendung
(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid hydrate has also been used as γ-aminobutyric acid C (GABAc) blocker in retinal ganglion cells.
TPMA has been used as a GABAC receptor antagonist to study the role of inner retinal inhibition in midget ganglion cells. TPMPA has also been used to study the role of GABAC receptor antagonists in suppressing orientation selectivity in ganglion cells.
Biochem./physiol. Wirkung
TPMPA is a hybrid of isoguvacine and 3-APMPA designed to retain affinity for GABAC receptors but not to interact with GABAA or GABAB receptors. Electrical assays show that TPMPA is a competitive antagonist of cloned human mu 1 GABAC receptors expressed in Xenopus laevis oocytes (Kb approx. 2 μM). TPMPA is >100-fold weaker as an inhibitor of rat brain GABAA receptors expressed in oocytes (Kb approx. 320 μM) and has only weak agonist activity on GABAB receptors assayed in rat hippocampal slices (EC50 approx. 500 μM). TPMPA may be used to investigate GABAC receptor function in the outer retina and in any other areas of the nervous system in which these types of receptor are present.
Leistungsmerkmale und Vorteile
This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the GABAC Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Angaben zur Herstellung
(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid (TPMPA) hydrate is soluble in water at 16 mg/ml, but is insoluble in DMSO.
Rechtliche Hinweise
Sold in the USA under exclusive license from the University of California.
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
Persönliche Schutzausrüstung
Eyeshields, Gloves, type N95 (US)
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The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(46), 15664-15676 (2010-11-19)
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1. gamma-Aminobutyric acid (GABA) and trans-4-aminocrotonic acid (TACA) have been shown to activate GABAC receptors. In this study, a range of C2, C3, C4 and N-substituted GABA and TACA analogues were examined for activity at GABAC receptors. 2. The effects
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