MedKoo Cat#: 584610 | Name: Tagatose

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Tagatose is a sweetener based on its properties as a monosaccharide, specifically a hexose.

Chemical Structure

Tagatose
Tagatose
CAS#17598-81-1

Theoretical Analysis

MedKoo Cat#: 584610

Name: Tagatose

CAS#: 17598-81-1

Chemical Formula: C6H12O6

Exact Mass: 180.0634

Molecular Weight: 180.16

Elemental Analysis: C, 40.00; H, 6.71; O, 53.28

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Tagatose
IUPAC/Chemical Name
lyxo-2-Hexulose
InChi Key
BJHIKXHVCXFQLS-PQLUHFTBSA-N
InChi Code
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
SMILES Code
OCC([C@H]([C@H]([C@@H](CO)O)O)O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 180.16 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Salonen N, Salonen K, Leisola M, Nyyssölä A. D-Tagatose production in the presence of borate by resting Lactococcus lactis cells harboring Bifidobacterium longum L-arabinose isomerase. Bioprocess Biosyst Eng. 2013 Apr;36(4):489-97. doi: 10.1007/s00449-012-0805-2. Epub 2012 Aug 18. PubMed PMID: 22903573. 2: Sawada D, Ogawa T, Miyake M, Hasui Y, Yamaguchi F, Izumori K, Tokuda M. Potent inhibitory effects of D-tagatose on the acid production and water-insoluble glucan synthesis of Streptococcus mutans GS5 in the presence of sucrose. Acta Med Okayama. 2015;69(2):105-11. PubMed PMID: 25899632. 3: Corzo-Martínez M, Moreno FJ, Olano A, Villamiel M. Role of pyridoxamine in the formation of the Amadori/Heyns compounds and aggregates during the glycation of beta-lactoglobulin with galactose and tagatose. J Agric Food Chem. 2010 Jan 13;58(1):500-6. doi: 10.1021/jf902073t. PubMed PMID: 20014847. 4: Koh JH, Choi SH, Park SW, Choi NJ, Kim Y, Kim SH. Synbiotic impact of tagatose on viability of Lactobacillus rhamnosus strain GG mediated by the phosphotransferase system (PTS). Food Microbiol. 2013 Oct;36(1):7-13. doi: 10.1016/j.fm.2013.03.003. Epub 2013 Mar 28. PubMed PMID: 23764214. 5: Terami Y, Uechi K, Nomura S, Okamoto N, Morimoto K, Takata G. Production of L-allose and D-talose from L-psicose and D-tagatose by L-ribose isomerase. Biosci Biotechnol Biochem. 2015;79(10):1725-9. doi: 10.1080/09168451.2015.1038215. Epub 2015 May 28. PubMed PMID: 26020767. 6: Grant LD, Bell LN. Physical and chemical stability of tagatose powder. J Food Sci. 2012 Mar;77(3):C308-13. doi: 10.1111/j.1750-3841.2011.02591.x. PubMed PMID: 22384955. 7: Xu Z, Li S, Fu F, Li G, Feng X, Xu H, Ouyang P. Production of D-tagatose, a functional sweetener, utilizing alginate immobilized Lactobacillus fermentum CGMCC2921 cells. Appl Biochem Biotechnol. 2012 Feb;166(4):961-73. doi: 10.1007/s12010-011-9484-8. Epub 2011 Dec 28. PubMed PMID: 22203394. 8: Fujimaru T, Park JH, Lim J. Sensory characteristics and relative sweetness of tagatose and other sweeteners. J Food Sci. 2012 Sep;77(9):S323-8. doi: 10.1111/j.1750-3841.2012.02844.x. Epub 2012 Aug 21. PubMed PMID: 22908895. 9: Kwak JH, Kim MS, Lee JH, Yang YJ, Lee KH, Kim OY, Lee JH. Beneficial effect of tagatose consumption on postprandial hyperglycemia in Koreans: a double-blind crossover designed study. Food Funct. 2013 Aug;4(8):1223-8. doi: 10.1039/c3fo00006k. PubMed PMID: 23760573. 10: Zhan Y, Xu Z, Li S, Liu X, Xu L, Feng X, Xu H. Coexpression of β-D-galactosidase and L-arabinose isomerase in the production of D-tagatose: a functional sweetener. J Agric Food Chem. 2014 Mar 19;62(11):2412-7. doi: 10.1021/jf4042485. Epub 2014 Mar 5. PubMed PMID: 24568679. 11: Bell LN, Luecke KJ. Tagatose stability in milk and diet lemonade. J Food Sci. 2012 Jan;77(1):H36-9. doi: 10.1111/j.1750-3841.2011.02456.x. Epub 2011 Nov 10. PubMed PMID: 22260107. 12: Shin KC, Sim DH, Seo MJ, Oh DK. Increased Production of Food-Grade d-Tagatose from d-Galactose by Permeabilized and Immobilized Cells of Corynebacterium glutamicum, a GRAS Host, Expressing d-Galactose Isomerase from Geobacillus thermodenitrificans. J Agric Food Chem. 2016 Nov 2;64(43):8146-8153. Epub 2016 Oct 21. PubMed PMID: 27734668. 13: Ensor M, Banfield AB, Smith RR, Williams J, Lodder RA. Safety and Efficacy of D-Tagatose in Glycemic Control in Subjects with Type 2 Diabetes. J Endocrinol Diabetes Obes. 2015;3(1). pii: 1065. Epub 2014 Dec 31. PubMed PMID: 27054147; PubMed Central PMCID: PMC4820068. 14: Williams J, Spitnale M, Lodder R. The Effect of D-Tagatose on Fructose Absorption in a Rat Model. J Dev Drugs. 2013;2. pii: 1000111. PubMed PMID: 25621289; PubMed Central PMCID: PMC4301301. 15: Espinosa I, Fogelfeld L. Tagatose: from a sweetener to a new diabetic medication? Expert Opin Investig Drugs. 2010 Feb;19(2):285-94. doi: 10.1517/13543780903501521. Review. PubMed PMID: 20050825. 16: Luecke KJ, Bell LN. Thermal stability of tagatose in solution. J Food Sci. 2010 May;75(4):C346-51. doi: 10.1111/j.1750-3841.2010.01601.x. PubMed PMID: 20546393. 17: Liu Y, Li S, Xu H, Wu L, Xu Z, Liu J, Feng X. Efficient production of D-tagatose using a food-grade surface display system. J Agric Food Chem. 2014 Jul 16;62(28):6756-62. doi: 10.1021/jf501937j. Epub 2014 Jul 8. PubMed PMID: 24979201. 18: Lee A, Storey DM. Comparative gastrointestinal tolerance of sucrose, lactitol, or D-tagatose in chocolate. Regul Toxicol Pharmacol. 1999 Apr;29(2 Pt 2):S78-82. PubMed PMID: 10341165. 19: Mei W, Wang L, Zang Y, Zheng Z, Ouyang J. Characterization of an L-arabinose isomerase from Bacillus coagulans NL01 and its application for D-tagatose production. BMC Biotechnol. 2016 Jun 30;16(1):55. doi: 10.1186/s12896-016-0286-5. PubMed PMID: 27363468; PubMed Central PMCID: PMC4929721. 20: Buemann B, Toubro S, Astrup A. Human gastrointestinal tolerance to D-tagatose. Regul Toxicol Pharmacol. 1999 Apr;29(2 Pt 2):S71-7. PubMed PMID: 10341164.