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Merck
CN

A56655

4-Amino-3-hydroxybutyric acid

98%

Synonym(s):

DL-γ-Amino-β-hydroxybutyric acid

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About This Item

Linear Formula:
H2NCH2CH(OH)CH2CO2H
CAS Number:
Molecular Weight:
119.12
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
213-106-9
MDL number:
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InChI key

YQGDEPYYFWUPGO-UHFFFAOYSA-N

InChI

1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)

SMILES string

NCC(O)CC(O)=O

assay

98%

form

powder or crystals

reaction suitability

reaction type: solution phase peptide synthesis

color

white to yellow

mp

223 °C (dec.) (lit.)

application(s)

peptide synthesis

Quality Level

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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M Candela et al.
Journal of chromatography. A, 890(2), 273-280 (2000-09-29)
A rapid and simple reversed-phase liquid chromatographic method that did not require the derivatization of 4-amino-3-hydroxybutyric acid (GABOB) was developed and validated. The method proved to be suitable for the determination of GABOB concentrations in finished pharmaceutical product (tablets). The
[Neurochemical aspects of the pharmacology of GABAergic substances].
K S Raevskiĭ
Farmakologiia i toksikologiia, 44(5), 517-529 (1981-09-01)
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
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
Zhenjun Du et al.
Chirality, 16(8), 516-519 (2004-08-04)
Rh(2)(4S-MEOX)(4) and ethereal solvent are the best catalytic system for the enantioselective intramolecular C-H insertion of N-(2-benzyloxyethyl)-N-(tert-butyl)diazoacetamide 2. The highest enantiomeric excess obtained was 91%. A new route for the asymmetric synthesis of gamma-amino-beta-hydroxybutyric acid (GABOB) has been developed.

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