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D-tagatose

D-tagatose Structure
CAS No.
87-81-0
Chemical Name:
D-tagatose
Synonyms
D-lyxo-2-Hexulose;D-(-)-TAGATOSE;(3S,4S,5R)-1,3,4,5,6-pentahydroxyhexan-2-one;TAGLOSE;P-TAGATOSE;TAGATOSE, D-;d-tagatos;D-TAGATOSE;Hostapon CLG;Amisoft LS 11
CBNumber:
CB5343858
Molecular Formula:
C6H12O6
Molecular Weight:
180.16
MOL File:
87-81-0.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:11

D-tagatose Properties

Melting point 130-136 °C
alpha D25 -5° (c = 1 in water)
Boiling point 232.96°C (rough estimate)
Density 1.2805 (rough estimate)
refractive index -5.5 ° (C=1, H2O)
storage temp. Refrigerator
solubility H2O: 0.1 g/mL, clear, colorless
pka 11.86±0.20(Predicted)
form Solid
color White to Off-White
optical activity [α]/D -5.8±0.8°, c = 1 in H2O
Merck 14,9030
BRN 1724555
LogP -1.029 (est)
CAS DataBase Reference 87-81-0(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  24/25-36-26
WGK Germany  3
RTECS  WW1100000
3-10
HS Code  29400000
NFPA 704
0
1 0

D-tagatose price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) T2751 D-(−)-Tagatose ≥98.5% 87-81-0 10MG ₹2706.25 2022-06-14 Buy
Sigma-Aldrich(India) T2751 D-(−)-Tagatose ≥98.5% 87-81-0 100MG ₹4210.93 2022-06-14 Buy
Sigma-Aldrich(India) T2751 D-(−)-Tagatose ≥98.5% 87-81-0 250MG ₹6202.73 2022-06-14 Buy
Sigma-Aldrich(India) T2751 D-(−)-Tagatose ≥98.5% 87-81-0 1G ₹21725.78 2022-06-14 Buy
Sigma-Aldrich(India) T2751 D-(−)-Tagatose ≥98.5% 87-81-0 5G ₹50606.88 2022-06-14 Buy
Product number Packaging Price Buy
T2751 10MG ₹2706.25 Buy
T2751 100MG ₹4210.93 Buy
T2751 250MG ₹6202.73 Buy
T2751 1G ₹21725.78 Buy
T2751 5G ₹50606.88 Buy

D-tagatose Chemical Properties,Uses,Production

Description

D-tagatose is a carbohydrate occurring in small amounts in several foods. The solubility in water is approximately 580 g/L at room temperature. As a ketohexose, tagatose reacts in foods in browning reactions like other ketohexoses, for example, fructose.
Tagatose is, depending on the concentration, approximately 92 % as sweet as sucrose and noncariogenic. The caloric value of tagatose is generally set to 1.5 kcal/g.
In the European Union, tagatose is approved as a novel food. In the United States, tagatose has GRAS status and it is also approved in many other countries.

Chemical Properties

white to off-white crystalline powder

Uses

D-tagatose is a compound useful in organic synthesis.

Production Methods

Tagatose is obtained from D-galactose by isomerization under alkaline conditions in the presence of calcium.

Pharmaceutical Applications

Tagatose is used as a sweetening agent in beverages, foods, and pharmaceutical applications. A 10% solution of tagatose is about 92% as sweet as a 10% sucrose solution. It is a low-calorie sugar with approximately 38% of the calories of sucrose per gram. It occurs naturally in low levels in milk products. Like other sugars (fructose, glucose, sucrose), it is also used as a bulk sweetener, humectant, texturizer, and stabilizer, and may be used in dietetic foods with a low glycemic index.

Biological Activity

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.

Side effects

Some human trials of D-tagatose have found that doses of 30 grams or more cause gastrointestinal side effects like flatulence, diarrhea, nausea, and vomiting.
However, only a minority of people appear to be affected, and mostly only with light to moderate symptom severity.
The GI side effects of D-tagatose seem to be unpleasant but harmless. They’re may be due to osmotic (water-retaining) effects of high D-tagatose doses moving through your intestines.
D-tagatose may interact with some prescription drugs, especially blood sugar lowering drugs, and could cause hypoglycemia (dangerously low blood sugar levels).
And in people with diabetes or a history of kidney stones, temporary rises in uric acid blood levels caused by high dose D-tagatose may be an issue.

Safety

Tagatose is safe for use in food and beverages. It has been used in pharmaceutical products.

storage

Tagatose is stable under pH conditions typically encountered in foods (pH>3). It is a reducing sugar and undergoes the Maillard reaction.
Tagatose is stable under typical storage conditions. It caramelizes at elevated temperature.

Purification Methods

Crystallise D(-)-tagatose from EtOH/H2O (6:1). It mutarotates from [] 22D +2o (2minutes) to –5.0o (30minutes) (c 4, H2O). The phenylosazone crystallises from aqueous EtOH with m 185-187o(dec), and [] 23D +47o (c 0.82, 2-methoxyethanol). [Totton & Lardy J Am Chem Soc 71 3076 1949, Gorin et al. Canad J Chem 33 1116 1955, Reichestein & Bossard Helv Chem Acta 17 753 1934, Wolfrom & Bennett J Org Chem 30 1284 1965, Beilstein 1 IV 4414.] In D2O at 27o 1H NMR showed the following ratios: -pyranose (79), -pyranose (16), -furanose (1) and -furanose (4) [Angyal Adv Carbohydr Chem 42 15 1984, Angyal & Pickles Aust J Chem 25 1711 1972].

Incompatibilities

A Maillard-type condensation reaction is likely to occur between tagatose and compounds with a primary amine group to form brown or yellow-brown colored Amidori compounds. Reducing sugars will also interact with secondary amines to form an imine, but without any accompanying yellow-brown discoloration.

Regulatory Status

GRAS listed. Included in the FDA Inactive Ingredients Database (oral and rectal solutions).

D-tagatose Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 380)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Alfa Aesar 1 800 209 7001 Maharashtra, India 6913 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
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A. B. Enterprises +91-8048077585 Mumbai, India 1396 58 Inquiry
CHEMSWORTH +91-261-2397244 New Delhi, India 6707 30 Inquiry
Clearsynth Labs 91-22-45045900 Maharashtra, India 3889 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
Maas Pharma Chemicals +91-9958666224 Delhi, India 1607 58 Inquiry

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