105449
γ-Thiobutyrolactone
98%
Synonym(s):
4-Butyrothiolactone
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About This Item
Empirical Formula (Hill Notation):
C4H6OS
CAS Number:
Molecular Weight:
102.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
213-700-8
MDL number:
Assay:
98%
Product Name
γ-Thiobutyrolactone, 98%
InChI key
KMSNYNIWEORQDJ-UHFFFAOYSA-N
InChI
1S/C4H6OS/c5-4-2-1-3-6-4/h1-3H2
SMILES string
O=C1CCCS1
assay
98%
refractive index
n20/D 1.523 (lit.)
bp
39-40 °C/1 mmHg (lit.)
solubility
THF: soluble
density
1.18 g/mL at 25 °C (lit.)
functional group
thioester
Quality Level
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Application
γ-Thiobutyrolactone was used to terminate the ring opening polymerization of ω-pentadecalactone to synthesize difunctional polyesters. γ-Thiobutyrolactone was used to study the mechanism of metabolism of sulphur containing heterocyclic compounds by lignin-degrading basidiomycete Coriolus versicolor.
General description
γ-Thiobutyrolactone undergoes copolymerization with glycidyl phenyl ether to form poly(ester-alt-sulfide).
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H Ichinose et al.
Applied microbiology and biotechnology, 58(4), 517-526 (2002-04-17)
The fungal conversions of sulfur-containing heterocyclic compounds were investigated using the lignin-degrading basidiomycete Coriolus versicolor. The fungus metabolized a series of sulfur compounds--25 structurally related thiophene derivatives--via several different pathways. Under primary metabolic conditions, C. versicolor utilized thiophenes, such as
D J Canney et al.
Bioorganic & medicinal chemistry, 6(1), 43-55 (1998-03-21)
Dihydro-2(3H)-furanones (gamma-butyrolactones) and dihydro-2(3H)-thiophenones (gamma-thiobutyrolactones) containing fluoroalkyl groups at positions C-3, C-4, and C-5 of the heterocyclic rings were prepared. The anticonvulsant/convulsant activities of the compounds were evaluated in mice. Brain concentrations of the compounds were determined and the effects
Tiny droplets make a big splash.
Michael Eisenstein
Nature methods, 3(2), 71-71 (2006-02-14)
Jonathan Garel et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(15), 4144-4152 (2006-02-03)
Homocysteine thiolactone (tHcy) is deemed a risk factor for cardiovascular diseases and strokes, presumably because it acylates the side chain of protein lysine residues ("N-homocysteinylation"), thereby causing protein damage and autoimmune responses. We analysed the kinetics of hydrolysis and aminolysis
One-pot difunctionalization of poly (ω-pentadecalactone) with thiol-thiol or thiol-acrylate groups, catalyzed by Candida antarctica lipase B.
Takwa M, et al.
Macromolecular Rapid Communications, 27(22), 1932-1936 (2006)
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