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Key Documents

T2754

Sigma-Aldrich

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:
Molecular Weight:
342.30
Beilstein/REAXYS Number:
93771
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

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

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

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

InChI key

SEWFWJUQVJHATO-PUVWEJBASA-N

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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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Remy Loris et al.
The Journal of biological chemistry, 278(18), 16297-16303 (2003-02-22)
The crystal structure of the Man/Glc-specific seed lectin from Pterocarpus angolensis was determined in complex with methyl-alpha-d-glucose, sucrose, and turanose. The carbohydrate binding site contains a classic Man/Glc type specificity loop. Its metal binding loop on the other hand is
J Thompson et al.
Carbohydrate research, 331(2), 149-161 (2001-04-27)
Not only sucrose but the five isomeric alpha-D-glucosyl-D-fructoses trehalulose, turanose, maltulose, leucrose, and palatinose are utilized by Klebsiella pneumoniae as energy sources for growth, thereby undergoing phosphorylation by a phosphoenolpyruvate-dependent phosphotransferase system uniformly at 0-6 of the glucosyl moiety. Similarly

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