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560006

Sigma-Aldrich

4-Hydroxy-5-methyl-3-furanone

97%

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About This Item

Fórmula lineal:
C4OH2OCH3OH
Número de CAS:
19322-27-1
Peso molecular:
114.10
EC Number:
242-961-0
MDL number:
MFCD02752619
UNSPSC Code:
12352100
PubChem Substance ID:
24879836
NACRES:
NA.22

assay

97%

mp

129-133 °C (lit.)

SMILES string

CC1=C(O)C(=O)CO1

InChI

1S/C5H6O3/c1-3-5(7)4(6)2-8-3/h7H,2H2,1H3

InChI key

DLVYTANECMRFGX-UHFFFAOYSA-N

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Application

4-Hydroxy-5-methyl-3-furanone may be used in oxidoreductase assay for the evaluation of oxidoreductase activity.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Etsuko Sugawara et al.
Bioscience, biotechnology, and biochemistry, 71(7), 1761-1763 (2007-07-10)
The formation of HEMF[2(or 5)-ethyl-5(or 2)-methyl-4-hydroxy-3(2H)-furanone], the aroma component specific to miso and soy sauce, was promoted by cultivating the halo-tolerant yeast, Zygosaccharomyces rouxii, in a medium including the amino-carbonyl reaction products based on ribose and glycine. The glucose concentration
F B Whitfield et al.
Journal of agricultural and food chemistry, 49(2), 816-822 (2001-03-23)
The reaction of 4-hydroxy-5-methyl-3(2H)-furanone (HMF) with cysteine or hydrogen sulfide at pH 6.5 for 60 min at 140 degrees C produced complex mixtures of volatile compounds, the majority of these containing either sulfur or nitrogen. Of the 68 compounds detected
Hyo Jung Kim et al.
Journal of cosmetic science, 59(2), 117-125 (2008-04-15)
In previous studies, 4-hydroxy-5-methyl-3[2H]-furanone (HMF) was shown to have potent antioxidative and antimelanogenic effects, suggesting its potential use as a depigmenting agent. The present study investigated its mechanism of action on murine melanoma B16F10 cells stimulated by theophylline, an activator
Doris Marko et al.
Chemical research in toxicology, 16(1), 48-55 (2003-04-16)
We investigated the effect of a series of Maillard reaction products formed from carbohydrates under household heating conditions on the growth of human tumor cells in vitro. 4-Hydroxy-5-methyl-3-(2H)-furanone (1) was found to potently enhance the proliferation of human tumor cells.
F B Whitfield et al.
Journal of agricultural and food chemistry, 47(4), 1626-1634 (1999-11-24)
Reaction of 4-hydroxy-5-methyl-3(2H)-furanone (HMF) with cysteine or hydrogen sulfide at pH 4.5 for 60 min at 140 degrees C produced complex mixtures of volatile compounds, the majority of which contained sulfur. Sixty-nine compounds were identified, some tentatively, by GC/MS. These
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