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Merck
CN

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:
1724555
EC Number:
201-772-3
MDL number:
MFCD00134449
UNSPSC Code:
12352201
PubChem Substance ID:
24900070
NACRES:
NA.25

Key Documents

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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 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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK3668
BCCG2698
BCCJ8556
BCCH6418
BCCG7627

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Dennis S Hansen et al.
Journal of clinical microbiology, 42(8), 3665-3669 (2004-08-07)
Klebsiella pneumoniae and Klebsiella oxytoca are the two most frequently encountered Klebsiella species giving rise to infections in humans, but other Klebsiella species can also be found in clinical specimens: Klebsiella ozaenae, Klebsiella rhinoscleromatis, Klebsiella terrigena, Klebsiella planticola, Klebsiella ornithinolytica
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)
Carbohydrate Basics: Sugars, Starches and Fibers in Foods and Health: Healthy Carbohydrate Choices, Roles and Applications in Nutrition, Food Science and the Culinary Arts
Marcus JB
Culture, Health & Sexuality, 149-187 (2013)
Nanting Ni et al.
Bioorganic & medicinal chemistry, 20(9), 2957-2961 (2012-04-03)
The boronic acid group is widely used in chemosensor design due to its ability to reversibly bind diol-containing compounds. The thermodynamic properties of the boronic acid-diol binding process have been investigated extensively. However, there are few studies of the kinetic
Moez Rhimi et al.
Bioresource technology, 101(23), 9171-9177 (2010-08-07)
The araA gene encoding an L-arabinose isomerase (L-AI) from the psychrotrophic and food grade Lactobacillus sakei 23K was cloned, sequenced and over-expressed in Escherichia coli. The recombinant enzyme has an apparent molecular weight of nearly 220 kDa, suggesting it is
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