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542946

Sigma-Aldrich

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

97%

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About This Item

Empirical Formula (Hill Notation):
C4H9NO3
CAS Number:
Molecular Weight:
119.12
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

optical activity

[α]20/D +20.0°, c = 1.7 in H2O

mp

207-212 °C

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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 W Stone
European journal of pharmacology, 128(1-2), 81-83 (1986-08-22)
Kynurenine and kynurenic acid are known to produce convulsions in rats and mice and it has been reported that kynurenine can displace GABA from its neuronal binding sites. The present study shows that neither kynurenine nor kynurenic acid are antagonist
D Jordan et al.
Brain research, 268(1), 105-110 (1983-05-23)
Various doses of GABA from 0.25 to 5 mumol injected into the third ventricle decrease serum TSH rapidly. The same effect was observed with GABOB (10 mumol), the hydroxylated form of GABA. The inhibitory effect of both of these drugs

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