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Sigma-Aldrich

γ-Caprolactone

98%

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Synonym(s):
gamma-Caprolactone, γ-Ethyl-γ-butyrolactone
Empirical Formula (Hill Notation):
C6H10O2
CAS Number:
695-06-7
Molecular Weight:
114.14
Beilstein:
6114822
EC Number:
211-778-8
MDL number:
MFCD00005401
PubChem Substance ID:
24858149

Quality Level

100

Assay

98%

form

liquid

refractive index

n20/D 1.439 (lit.)

bp

219 °C (lit.)

density

1.023 g/mL at 25 °C (lit.)

SMILES string

CCC1CCC(=O)O1

InChI

1S/C6H10O2/c1-2-5-3-4-6(7)8-5/h5H,2-4H2,1H3

InChI key

JBFHTYHTHYHCDJ-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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General description

γ-caprolactone (GCL) is well-known as a food flavor and is a biostimulant molecule promoting the growth of bacteria with biocontrol activity against soft-rot pathogens. GCL treatment stimulates growth of the native quorum sensing-degrading bacterial community in an industrial plant hydroponic system for culturing Solanum tuberosum.

Application

γ-Caprolactone was used as curing agent for diglycidyl ether of bisphenol A with ytterbium triflate as an initiator.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

208.4 °F - closed cup

Flash Point(C)

98 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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New thermosets obtained by the cationic copolymerization of diglycidyl ether of bisphenol A with ?-caprolactone with an improvement in the shrinkage. I. Study of the chemical processes and physical characteristics.
Gonzalez S, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 45(10), 1968-1979 (2007)
Corinne Barbey et al.
Journal of proteome research, 11(1), 206-216 (2011-11-17)
Gamma-caprolactone (GCL) is well-known as a food flavor and has been recently described as a biostimulant molecule promoting the growth of bacteria with biocontrol activity against soft-rot pathogens. Among these biocontrol agents, Rhodococcus erythropolis, characterized by a remarkable metabolic versatility
Amélie Cirou et al.
Research in microbiology, 162(9), 945-950 (2011-02-04)
Bacteria degrading quorum sensing (QS) signals have been proposed as biocontrol agents able to quench QS-dependent expression of virulence symptoms caused by Pectobacterium on potato plants. We report here that gamma-caprolactone (GCL) treatment stimulated growth of the native QS-degrading bacterial
Olga Khersonsky et al.
Biochemistry, 44(16), 6371-6382 (2005-04-20)
PON1 is the best-studied member of a family of enzymes called serum paraoxonases, or PONs, identified in mammals (including humans) and other vertebrates as well as in invertebrates. PONs exhibit a range of important activities, including drug metabolism and detoxification
H Thoma et al.
Journal of chromatography, 309(1), 17-32 (1984-07-13)
A two-step ultrafiltration method combined with anion-exchange chromatography is described for the separation of lipophilic and strongly lipophobic acids occurring in human blood, serum and plasma. After treatment with diazomethane, the acid fractions are separated further by gas chromatography. The
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