A GABA receptor modulator
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(R)-4-Amino-3-hydroxybutyric Acid

Item No. 31532

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R)-4-amino-3-hydroxy-butanoic acid
CAS Number
7013-07-2
Synonyms
  • L-γ-Amino-β-hydroxybutyric Acid
  • R-(–)-γ-Amino-β-hydroxybutyric Acid
  • (R)-GABOB
  • (–)-β-Hydroxy-GABA
  • (R)-(–)-3-Hydroxy-GABA
Molecular Formula
C4H9NO3
Formula Weight
119.1
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
SMILES
OC(C[C@@H](O)CN)=O
InChi Code
InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m1/s1
InChi Key
YQGDEPYYFWUPGO-GSVOUGTGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    50 mg

    $41

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    100 mg

    $75

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    250 mg

    $178

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    Product Description

    (R)-4-Amino-3-hydroxybutyric acid is a GABA receptor modulator.1 It binds to GABAA and GABAB receptors (IC50s = 1 and 0.35 µM, respectively) and inhibits GABA uptake in rat brain synaptosomes (IC50 = 67 µM). (R)-4-amino-3-hydroxybutyric acid is also a GABAC receptor agonist that induces currents in a patch-clamp assay using Xenopus oocytes expressing the human receptor (EC50 = 19 µM).2 In vivo, (R)-4-amino-3-hydroxybutyric acid (20 mg/animal) inhibits electrical discharges in the amygdala in a cat model of N-amidinobenzamide-induced seizures.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Falch, E., Hedegaard, A., Nielsen, L., et al. Comparative stereostructure-activity studies on GABAA and GABAB receptor sites and GABA uptake using rat brain membrane preparations. J. Neurochem. 47(3), 898-903 (1986).

    2. Hinton, T., Chebib, M., and Johnston, G.A.R. Enantioselective actions of 4-amino-3-hydroxybutanoic acid and (3-amino-2-hydroxypropyl)methylphosphinic acid at recombinant GABAC receptors. Bioorg. Med. Chem. Lett. 18(1), 402-404 (2008).

    3. Katayama, Y., and Mori, A. Inhibitory action of (3R)-(−)-4-amino-3-hydroxybutanoic acid on N-amidinobenzamide induced seizure activity in cat brain. IRCS Med. Sci. 5(9), 437 (1977).