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Key Documents

03-5330

Sigma-Aldrich

γ-Butyrolactone

SAJ first grade, ≥99.5%

Synonym(s):

γ-Hydroxybutyric acid lactone, 4-Hydroxybutyric acid lactone, GBL

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About This Item

Empirical Formula (Hill Notation):
C4H6O2
CAS Number:
Molecular Weight:
86.09
Beilstein/REAXYS Number:
105248
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:

grade

SAJ first grade

vapor density

3 (vs air)

vapor pressure

1.5 mmHg ( 20 °C)

assay

≥99.5%

autoignition temp.

851 °F

expl. lim.

16 %

availability

available only in Japan

refractive index

n20/D 1.436 (lit.)

bp

204-205 °C (lit.)

mp

−45 °C (lit.)

density

1.12 g/mL at 25 °C (lit.)

SMILES string

O=C1CCCO1

InChI

1S/C4H6O2/c5-4-2-1-3-6-4/h1-3H2

InChI key

YEJRWHAVMIAJKC-UHFFFAOYSA-N

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Biochem/physiol Actions

Precursor of γ-hydroxybutyric acid (GHB). It blocks dopamine release by blocking impulse flow in dopaminergic neurons. Pretreatment with γ-butyrolactone allows detection of autoreceptor-induced dopamine release.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - STOT SE 3

target_organs

Central nervous system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

208.4 °F - closed cup

flash_point_c

98 °C - closed cup


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Monica Blichowski et al.
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Bo Xue et al.
Biochemistry, 52(13), 2359-2370 (2013-03-07)
The in vitro evolution and engineering of quorum-quenching lactonases with enhanced reactivities was achieved using a thermostable GKL enzyme as a template, yielding the E101G/R230C GKL mutant with increased catalytic activity and a broadened substrate range [Chow, J. Y., Xue
Zheng-Yuan Su et al.
Chemical research in toxicology, 26(3), 477-485 (2013-02-28)
Cancer development has been linked to epigenetic modifications of cancer oncogenes and tumor suppressor genes; in advanced metastatic cancers, severe epigenetic modifications are present. We previously demonstrated that the progression of prostate tumors in TRAMP mice is associated with methylation
Michelle Wood et al.
Journal of chromatography. A, 1056(1-2), 83-90 (2004-12-15)
We have developed a rapid method that enables the simultaneous analysis of gamma-hydroxybutyrate (GHB) and its precursors, i.e. gamma-butyrolactone (GBL) and 1,4-butanediol (1,4-BD) in urine. The method comprised a simple dilution of the urine sample, followed by liquid chromatography-tandem mass
Christian Westendorf et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(10), 3853-3858 (2013-02-23)
The rapid reorganization of the actin cytoskeleton in response to external stimuli is an essential property of many motile eukaryotic cells. Here, we report evidence that the actin machinery of chemotactic Dictyostelium cells operates close to an oscillatory instability. When

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