542946

Sigma-Aldrich

(S)-(+)-4-Amino-3-hydroxybutyric acid

97%

Empirical Formula (Hill Notation):
C4H9NO3
CAS Number:
Molecular Weight:
119.12
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

97%

optical activity

α20/D +20.0°, c = 1.7 in H2O

mp

207-212 °C

SMILES string

NCC@@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.

Packaging

1, 5 g in glass bottle

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
T Noto et al.
Journal of neurochemistry, 51(2), 548-551 (1988-08-01)
gamma-Amino-beta-[3H]hydroxybutyric acid ([3H]-GABOB) was formed in rat brain from 2-[3H]-hydroxyputrescine that had been chemically synthesized from 2-oxoputrescine and [3H]sodium borohydride. After the injection of 2-[3H]hydroxyputrescine into the lateral ventricle of a rat brain, the rat was killed and then the...
R Chemello et al.
Rivista di neurologia, 50(4), 253-268 (1980-07-01)
Effects of GABOB on experimental induced epileptiform activities. Antiepileptic activity of gamma-amino-beta-hydroxybutyric acid (GABOB) has been tested on different models of either generalized or focal epilepsy induced by penicillin in cat. In acute experiments, topical application to the cortex of...
E García-Flores et al.
Stereotactic and functional neurosurgery, 69(1-4 Pt 2), 243-246 (1997-01-01)
Total seizure frequency was evaluated among adult patients with severe partial epilepsy refractory to medical treatment. Clinical status was assessed before, and after a synthetic analog of gamma-amino-beta-hydroxybutyric acid (GABOB) was used as add-on therapy. Twenty-five patients with temporal and...
T Hata et al.
Nihon yakurigaku zasshi. Folia pharmacologica Japonica, 91(3), 163-171 (1988-03-01)
SART-stressed (repeated cold-stressed) rats, experimental model animals for vagotonic-type dysautonomia, have been reported to show EEG with lower-amplitude fast waves during resting-arousal and higher-amplitude slow waves during slow-wave sleep compared to normal rats. In this report, the effects of certain...
M A Enero et al.
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...

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