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Merck
CN

T2754

D-(+)-Turanose

≥98%

Synonym(s):

3-O-α-D-Glucopyranosyl-D-fructose

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About This Item

Empirical Formula (Hill Notation):
C12H22O11
CAS Number:
547-25-1
Molecular Weight:
342.30
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
24900072
EC Number:
208-918-5
Beilstein/REAXYS Number:
93771
MDL number:
MFCD00006606

Key Documents

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InChI key

SEWFWJUQVJHATO-PUVWEJBASA-N

InChI

1S/C12H22O11/c13-1-5-7(17)8(18)9(19)11(22-5)23-10-6(16)4(15)2-21-12(10,20)3-14/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12?/m1/s1

SMILES string

OC[C@H]1O[C@H](O[C@@H]2[C@@H](O)[C@@H](O)COC2(O)CO)[C@H](O)[C@@H](O)[C@@H]1O

biological source

synthetic

assay

≥98%

form

powder

optical activity

[α]20/D 74.8 to 76.8°, c = 4% (w/v) in water

technique(s)

gas chromatography (GC): suitable

color

white

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

room temp

Quality Level

200

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Biochem/physiol Actions

Turanose is an analog of sucrose that is not metabolized by higher plants but is used as a carbon source by many bacteria, fungi, and other organisms. It is taken up into plant cells by sucrose transporters and is involved in intracellular sugar signaling.

Other Notes

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN2491
BCCK6164
BCCJ5212
BCCD6337
BCCC4903

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Frédéric Guérin et al.
The Journal of biological chemistry, 287(9), 6642-6654 (2012-01-03)
Amylosucrases are sucrose-utilizing α-transglucosidases that naturally catalyze the synthesis of α-glucans, linked exclusively through α1,4-linkages. Side products and in particular sucrose isomers such as turanose and trehalulose are also produced by these enzymes. Here, we report the first structural and
A Kimura et al.
Journal of biochemistry, 107(5), 762-768 (1990-05-01)
The substrate specificity of honeybee alpha-glucosidase I, a monomeric enzyme was kinetically investigated. Unusual kinetic features were observed in the cleavage reactions of sucrose, maltose, p-nitrophenyl alpha-glucoside, phenyl alpha-glucoside, turanose, and maltodextrin (DP = 13). At relatively high substrate concentrations
S P Kamwendo et al.
International journal for parasitology, 25(1), 29-35 (1995-01-01)
We have previously described the presence of haemagglutinins in tissues of the tick, Rhipicephalus appendiculatus and determined their sugar specificities by inhibition experiments. In this study, haemagglutination inhibitory sugars are shown to have an effect in vivo on the abundance
J Defaye et al.
Carbohydrate research, 237, 223-247 (1992-12-31)
Selective activation of the ketose unit in the isomeric glycosylfructoses, palatinose, leucrose, maltulose, turanose and lactulose, with pyridinium poly(hydrogen fluoride) resulted in the almost quantitative formation of glycosylated difructose dianhydrides. The reaction preferentially involves a reactive fructofuranosyl oxocarbenium ion and
J Matsuyama et al.
Caries research, 37(6), 410-415 (2003-10-23)
Sucrose has five structural isomers: palatinose, trehalulose, turanose, maltulose and leucrose. Although these isomers have been reported to be noncariogenic disaccharides, which cannot be utilized by mutans streptococci, there is no information about their fermentability by other bacteria in dental
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