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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

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

Certificates of Analysis (COA)

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J Takahara et al.
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
S Yano et al.
Pharmacology, 40(4), 205-210 (1990-01-01)
Baclofen, gamma-amino-beta-hydroxybutyric acid (GABOB), calcium hopantenate (HOPA) and citicoline, which are clinically used for improving cerebral insufficiency, were tested for their effects on gastric acid secretion in the perfused stomach of urethane-anesthetized rats. These drugs were administered intravenously or subcutaneously.
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.
G B Melis et al.
Journal of endocrinological investigation, 5(2), 101-106 (1982-03-01)
The effect of gamma-amino beta-hydroxy butyric acid (GABOB) infusion on GH secretion has been investigated in 3 groups of 6 normal women. Different doses (100 mg/min, 20 mg/min, 3.5 mg/min) of GABOB diluted with normal saline solution were infused iv

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