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47748

Sigma-Aldrich

D-(−)-fructose

tested according to Ph. Eur.

Synonyme(s) :

D-lévulose, Fructose

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About This Item

Formule empirique (notation de Hill):
C6H12O6
Numéro CAS:
57-48-7
Poids moléculaire :
180.16
Numéro Beilstein :
1239004
Numéro CE :
200-333-3
Numéro MDL:
MFCD00148910
Code UNSPSC :
12352201
ID de substance PubChem :
329757342
Nomenclature NACRES :
NA.21

Agence

USP/NF
tested according to Ph. Eur.

Niveau de qualité

100

Forme

solid

Impuretés

≤0.5% water

Couleur

colorless

Plage de pH utile

5.0-7.0 (25 °C, 18 g/L)

Pf

119-122 °C (dec.) (lit.)

Solubilité

alcohol: soluble 1 gm in 15 ml
methanol: soluble 1 gm in 14 ml
H2O: freely soluble
acetone: freely soluble (Hot)
acetone: slightly soluble
pyridine: soluble

Chaîne SMILES 

OC[C@@H](O)[C@@H](O)[C@H](O)C(=O)CO

InChI

1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5-,6-/m1/s1

Clé InChI

BJHIKXHVCXFQLS-UYFOZJQFSA-N

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Catégories apparentées

Application

D-(−)-Fructose has been used as a test compound for investigating the enzyme that catalyzes the synthesis of activator for phosphofructokinase termed “activation factor” by utilizing ATP and D-fructose-6-P.

Actions biochimiques/physiologiques

D-(−)-Fructose can enhance mood and gastrointestinal disturbances in fructose malabsorbers. It also possess metabolic and endocrine impact that shows that increased consumption of fructose is a contributing factor in the development of obesity and the accompanying metabolic abnormalities observed in the insulin resistance syndrome.

Autres remarques

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
BCCL2196
BCCK0725
BCCJ5434
BCCH6535
BCCH6536

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E Furuya et al.
The Journal of biological chemistry, 256(14), 7109-7112 (1981-07-25)
We have recently discovered an activator for phosphofructokinase termed "activation factor" (Furuya, E., and Uyeda, K. (1980) Proc. Natl. Acad. Sci. U. S. A. 77, 5861-5864). In this paper, we investigated the enzyme responsible for its synthesis. We have found
Sharon S Elliott et al.
The American journal of clinical nutrition, 76(5), 911-922 (2002-10-26)
This review explores whether fructose consumption might be a contributing factor to the development of obesity and the accompanying metabolic abnormalities observed in the insulin resistance syndrome. The per capita disappearance data for fructose from the combined consumption of sucrose
M Ledochowski et al.
Scandinavian journal of gastroenterology, 35(10), 1048-1052 (2000-12-01)
Fructose malabsorption is characterized by the inability to absorb fructose efficiently. As a consequence fructose reaches the colon where it is broken down by bacteria to short fatty acids, CO2 and H2. Bloating, cramps, osmotic diarrhea and other symptoms of
Carlos A Roncal Jimenez et al.
Kidney international, 86(2), 294-302 (2013-12-18)
The epidemic of chronic kidney disease in Nicaragua (Mesoamerican nephropathy) has been linked with recurrent dehydration. Here we tested whether recurrent dehydration may cause renal injury by activation of the polyol pathway, resulting in the generation of endogenous fructose in
Jérémy Lothier et al.
Planta, 240(3), 629-643 (2014-07-16)
The first 6-fructan exohydrolase (6-FEH) cDNA from Lolium perenne was cloned and characterized. Following defoliation, Lp6 - FEHa transcript level unexpectedly decreased together with an increase in total FEH activity. Lolium perenne is a major forage grass species that accumulates
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