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T2751

Sigma-Aldrich

D-(−)-Tagatose

≥98% (HPLC)

Synonym(s):

D-lyxo-2-Hexulose

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About This Item

Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
87-81-0
Molecular Weight:
180.16
Beilstein/REAXYS Number:
1724555
EC Number:
201-772-3
MDL number:
MFCD00134449
UNSPSC Code:
12352201
PubChem Substance ID:
24900070
NACRES:
NA.25

biological source

synthetic

Quality Level

200

assay

≥98% (HPLC)

form

powder or crystals

optical activity

[α]25/D -6.5 to -5.0 °, c = 1% (w/v) in water

sweetness

0.9 × sucrose

technique(s)

HPLC: suitable

color

white

solubility

water: 50 mg/mL, clear to very slightly hazy, colorless

storage temp.

room temp

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-PQLUHFTBSA-N

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Application

D-(-)-Tagatose has been used as a carbohydrates for fermentation. It has also been used as one of the standards to confirm the identity of majority of the metabolites selected by least absolute shrinkage and selection operator (LASSO).

Biochem/physiol Actions

D-Tagatose, a ketohexose acts as a low-calorie functional sweetener. Tagatose can be used as a preservative in cosmetic, detergent and pharmaceutical formulations.Tagatose is also used in diet soft drinks, chewing gum, frozen yogurt and non-fat ice cream.
Potential sugar substitute rarely found in nature. Produced using a biotransformation method with L-arabinose isomerase as the biocatalyst and D-galactose as the substrate.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides 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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Hansen DS, et al.
Journal of Clinical Microbiology, 42(8), 3665-3669 (2004)
Metabolomic characterization of hepatocellular carcinoma in patients with liver cirrhosis for biomarker discovery
Di PC, et al.
Cancer Epidemiology, Biomarkers & Prevention, 26(5), 675-683 (2017)
Biochemical Characterization of Heat-Tolerant Recombinant l-Arabinose Isomerase from Enterococcus faecium DBFIQ E36 Strain with Feasible Applications in d-Tagatose Production
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Applied microbiology and biotechnology, 93(4), 1469-1474 (2011-11-01)
The continuous enzymatic conversion of D-galactose to D-tagatose with an immobilized thermostable L-arabinose isomerase in packed-bed reactor and a novel method for D-tagatose purification were studied. L-arabinose isomerase from Thermoanaerobacter mathranii (TMAI) was recombinantly overexpressed and immobilized in calcium alginate.
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