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Assay
97%
optical activity
[α]20/D +20.0°, c = 1.7 in H2O
mp
207-212 °C
functional group
amine
carboxylic acid
hydroxyl
SMILES string
NC[C@@H](O)CC(O)=O
InChI
1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m0/s1
InChI key
YQGDEPYYFWUPGO-VKHMYHEASA-N
Related Categories
General description
(S)-(+)-4-Amino-3-hydroxybutyric acid [(S)-GABOB] can be prepared starting from ethyl (S)-4-chloro-3-hydroxybutyrate.
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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Clinical and experimental hypertension. Part A, Theory and practice, 10 Suppl 1, 331-337 (1988-01-01)
The cardiovascular effects of i.v. gamma-amino-beta-hydroxybutyric acid (GABOB) were investigated in rats anaesthetized with urethane. GABOB produced a dose-dependent hypotensive response. Treatment with GABA-A receptor antagonists prevented the GABOB response while the GABA stimulation by diazepam enhanced this response. The
[Resolution of (3RS)-4-amino-3-hydroxybutanoic acid (author's transl)].
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 99(6), 642-646 (1979-06-01)
Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme, 12(1), 31-34 (1980-01-01)
Healthy male volunteers injected subcutaneously with 200 mg L-GABOB showed no significant changes in plasma GH, prolactin and cortisol levels. On the other hand, an intrathecal injection of 300 mg D, L-GABOB to cerebrovascular patients caused significant increases in plasma
Different efficacies of d- and l-gamma-amino-beta-hydroxybutyric acids in GABA receptor and transport test systems.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 1(2), 132-140 (1981-02-01)
Short synthesis of (R)-and (S)-4-amino-3-hydroxybutyric acid (GABOB).
Synthesis, 2005(04), 579-582 (2005)
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