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Key Documents

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

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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Elzbieta J Tadeusiak
Bioorganic chemistry, 32(6), 473-482 (2004-11-09)
The involvement of carnitine and gamma-amino-beta-hydroxybutyric acid in the biology of mammalian cells, the physiology of the human body, and some important aspects of medicinal treatment has induced many research groups to develop their pharmacologically potent analogues. Among them are
J Nakao et al.
Pharmacology, biochemistry, and behavior, 40(2), 359-366 (1991-10-01)
To investigate the formation of gamma-amino-beta-hydroxybutyric acid from 2-hydroxyputrescine in mammalian organs, the radioactive diamine was synthesized and was injected into rats intraperitoneally or intraventricularly. After intraperitoneal injection, the radioactive amino acid was detected in various organs, but formation of
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
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
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

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