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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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[Resolution of (3RS)-4-amino-3-hydroxybutanoic acid (author's transl)].
S Miyamoto et al.
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 99(6), 642-646 (1979-06-01)
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
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
S Banfi et al.
Il Farmaco; edizione scientifica, 39(1), 16-22 (1984-01-01)
A number of N-substituted 4-hydroxy-, 4-acyloxy- and 4-alkoxy-2-pyrrolidinones were examined by a screening method predictive of their activity on cognitive processes. The 1-aminocarbonylmethyl-substituted compounds showed a favorable effect on learning and memory, and among them the most active was 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

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