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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:
93771
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:

biological source

synthetic

Quality Level

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
Jenni Hammargren et al.
Plant cell reports, 27(3), 529-534 (2007-12-07)
Sugar metabolism is intricately connected with mitochondria through the conversion of sugars to ATP, and through the production of carbon skeletons that can be used in anabolic processes. Sugar molecules also take part in signalling cascades. In this study we
Y B Tewari et al.
Biophysical chemistry, 40(1), 59-67 (1991-04-01)
High-pressure liquid chromatography and microcalorimetry have been used to study the thermodynamics of the hydrolysis reactions of a series of disaccharides. The enzymes used to bring about the hydrolyses were: beta-galactosidase for lactulose and 3-o-beta-D-galactopyranosyl-D-arabinose; beta-glucosidase for alpha-D-melibiose; beta-amylase for
Rui C Martins et al.
Natural product research, 22(17), 1560-1582 (2008-11-22)
The main purpose of this study was the characterisation of 'Serra da Lousã' heather honey by using novel statistical methodology, relevant principal component analysis, in order to assess the correlations between production year, locality and composition. Herein, we also report

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