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Merck
CN

15760

Sigma-Aldrich

D-(−)-Fructose

meets analytical specification of Ph. Eur., BP

Synonym(s):

D-Levulose, Fruit sugar

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About This Item

Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
57-48-7
Molecular Weight:
180.16
Beilstein:
1239004
EC Number:
200-333-3
MDL number:
MFCD00148910
UNSPSC Code:
12352201
PubChem Substance ID:
57647520

Key Documents

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form

solid

optical activity

[α]20/D −93.5 to −91.0°, c = 10% in H2O

quality

meets analytical specification of Ph. Eur., BP

impurities

5-hydroxymethylfurfurol and related substances, complies
 acidity or alcalinity, complies
 foreign sugar, complies
 residual solvents, complies
≤0.5% water (Karl Fischer)

ign. residue

≤0.1% (as SO4)

mp

119-122 °C (dec.) (lit.)

cation traces

Ba:, in accordance
Pb: ≤0.5 mg/kg

suitability

in accordance for appearance of solution

application(s)

pharmaceutical (small molecule)

SMILES string

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

InChI key

BJHIKXHVCXFQLS-UYFOZJQFSA-N

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Application

D-(-)-Fructose was used as a test compound in NMR study for examining the mechanism of dehydration of D-fructose to 5-hydroxymethylfurfural in DMSO at 150°C.

Biochem/physiol Actions

D-(-)-Fructose enhances mood and causes gastrointestinal disturbances in fructose malabsorbers.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SZBB2770V
SZBB0410
SZBA3060
SZBB1680
SZBC0160V

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Ananda S Amarasekara et al.
Carbohydrate research, 343(18), 3021-3024 (2008-10-03)
The anomeric composition of d-fructose in dimethyl sulfoxide changes when the solution is heated from room temperature to 150 degrees C, with a small increase in the alpha-furanose form at the expense of the beta-pyranose tautomer. Additionally, a small amount
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
B P Chumpitazi et al.
Alimentary pharmacology & therapeutics, 42(4), 418-427 (2015-06-25)
A low fermentable oligosaccharides, disaccharides, monosaccharides and polyols (FODMAP) diet can ameliorate symptoms in adult irritable bowel syndrome (IBS) within 48 h. To determine the efficacy of a low FODMAP diet in childhood IBS and whether gut microbial composition and/or metabolic
Souhir Marsit et al.
Molecular biology and evolution, 32(7), 1695-1707 (2015-03-10)
Although an increasing number of horizontal gene transfers have been reported in eukaryotes, experimental evidence for their adaptive value is lacking. Here, we report the recent transfer of a 158-kb genomic region between Torulaspora microellipsoides and Saccharomyces cerevisiae wine yeasts
Marine Zwicke et al.
Annals of botany, 116(6), 1001-1015 (2015-04-09)
Extreme climatic events such as severe droughts are expected to increase with climate change and to limit grassland perennity. The present study aimed to characterize the adaptive responses by which temperate herbaceous grassland species resist, survive and recover from a
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