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A56655

Sigma-Aldrich

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
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

SMILES string

NCC(O)CC(O)=O

InChI

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

InChI key

YQGDEPYYFWUPGO-UHFFFAOYSA-N

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

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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Izumi Yamamoto et al.
ACS chemical neuroscience, 3(9), 665-673 (2012-09-29)
Designing potent and subtype-selective ligands with therapeutic value requires knowledge about how endogenous ligands interact with their binding site. 4-Amino-3-hydroxybutanoic acid (GABOB) is an endogenous ligand found in the central nervous system in mammals. It is a metabolic product of
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.
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
G Bonardi et al.
Arzneimittel-Forschung, 31(11), 1910-1913 (1981-01-01)
1. Serum levels of DL-gamma-amino-beta-hydroxybutyric acid-1-14C (DL-GABOB-1-14C) in the rat (50 mg/kg) were quite similar after single i.v. and p.o. doses. Also the disappearance from the serum was similar with both administration routes. Within 6 days after p.o. treatment with
Stereoselective analysis of racemic psychotropic compounds by HPLC on chiral stationary phase.
D F Smith et al.
Psychopharmacology, 89(3), 392-393 (1986-01-01)

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