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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:
Molecular Weight:
180.16
Beilstein:
1724555
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic

Quality Level

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

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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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
Manzo RM, et al.
Molecular Biotechnology, 61(6), 385-399 (2019)
Recommended test panel for differentiation of Klebsiella species on the basis of a trilateral interlaboratory evaluation of 18 biochemical tests
Hansen DS, et al.
Journal of Clinical Microbiology, 42(8), 3665-3669 (2004)
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)
Noora Salonen et al.
Bioprocess and biosystems engineering, 36(4), 489-497 (2012-08-21)
Bifidobacterium longum NRRL B-41409 L-arabinose isomerase (L-AI) was overexpressed in Lactococcus lactis using a phosphate depletion inducible expression system. The resting L. lactis cells harboring the B. longum L-AI were used for production of D-tagatose from D-galactose in the presence

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