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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:
7013-05-0
Molecular Weight:
119.12
MDL number:
MFCD00672884
UNSPSC Code:
12352116
PubChem Substance ID:
24878647
NACRES:
NA.22

Quality Level

100

Assay

97%

optical activity

[α]20/D +20.0°, c = 1.7 in H2O

mp

207-212 °C

functional group

amine
carboxylic acid
hydroxyl

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

Related Categories

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

542946-1G:
542946-VAR:
542946-5G:
542946-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCD5999
MKCD0781
MKBZ8983V
MKBX9832V
08331JJ

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GABAergic control of anterior pituitary function in humans.
G B Melis et al.
Advances in biochemical psychopharmacology, 42, 219-242 (1986-01-01)
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 Hata et al.
Nihon yakurigaku zasshi. Folia pharmacologica Japonica, 91(3), 163-171 (1988-03-01)
SART-stressed (repeated cold-stressed) rats, experimental model animals for vagotonic-type dysautonomia, have been reported to show EEG with lower-amplitude fast waves during resting-arousal and higher-amplitude slow waves during slow-wave sleep compared to normal rats. In this report, the effects of certain
T Noto et al.
Journal of neurochemistry, 51(2), 548-551 (1988-08-01)
gamma-Amino-beta-[3H]hydroxybutyric acid ([3H]-GABOB) was formed in rat brain from 2-[3H]-hydroxyputrescine that had been chemically synthesized from 2-oxoputrescine and [3H]sodium borohydride. After the injection of 2-[3H]hydroxyputrescine into the lateral ventricle of a rat brain, the rat was killed and then the
[Neurochemical aspects of the pharmacology of GABAergic substances].
K S Raevskiĭ
Farmakologiia i toksikologiia, 44(5), 517-529 (1981-09-01)
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