D-Tagatose, CAS:87-81-0

D-Tagatose Title:?D-TagatoseCAS Registry Number:?87-81-0Additional Names:?D-lyxo-HexuloseTrademarks:?Naturlose (Spherix)Molecular Formula:?C6H12O6Molecular Weight:?180.16Percent Composition:?C 40.00%, H 6.71%, O 53.28%Literature References:?Uncommon, but naturally occurring ketohexose. Isoln from?Sterculia setigera?gum: E. L. Hirst?et al.,?J. Chem. Soc.?1949,?3145. Prepn from?D-galactose: C. A. L. De Bruyn, W. A. Van Ekenstein,?Rec. Trav. Chim.?16, 262 (1897); T. Reichstein, W. Bosshard,?Helv. Chim. Acta?17,?753 (1934); by biochemical oxidation of?D-talitol: E. L. Totton, H. A. Lardy,?J. Am. Chem. Soc.?71,?3076 (1949); from lactose in heated milk: S. Adachi,?Nature?181,?840 (1958). Synthesis: M. L. Wolfrom, R. B. Bennett,?J. Org. Chem.?30,?1284 (1965); A. A. H. Al-Jobore?et al.,?Carbohydr. Res.?16,?474 (1971). Crystal structure: S. Takagi, R. D. Rosenstein,?ibid.?11,?156 (1969). Manuf process from whey: J. R. Beadle?et al.,?US?5002612?(1991 to Biospherics). Stability and sweetening properties in toothpaste: Y. Lu,?Int. J. Cosmet. Sci.?23, 175 (2001). Review of use as bulk sugar substitute: G. V. Levin?et al., Am. J. Clin. Nutr.?62, Suppl., 1161S-1168S (1995). Series of articles on toxicology and gastrointestinal tolerance:?Regul. Toxicol. Pharmacol.?29, S1-S93 (1999).Properties:?Crystals from aq ethanol, mp 131-133?. [a]D25?-5? (c = 1 in water). Sucrose-like taste, approx 92% as sweet as sucrose.Melting point:?mp 131-133?Optical Rotation:?[a]D25?-5? (c = 1 in water)?Derivative Type:?L-TagatoseCAS Registry Number:?17598-82-2Literature References:?Prepn: C. Glatthaar, T. Reichstein,?Helv. Chim. Acta?20, 1537 (1937). Stereoselective synthesis: T. Mukaiyama?et al.,?Chem. Lett.?1982,?1169.Properties:?Crystals, mp 134-135?. [a]D16?+1? (c = 2 in water).Melting point:?mp 134-135?Optical Rotation:?[a]D16?+1? (c = 2 in water)?Use:?Non-nutritutive sweetener. Sweetening agent for pharmaceuticals and personal aid products.CAS Number87-81-0Product Name(3S,4S,5R)-1,3,4,5,6-pentahydroxyhexan-2-oneIUPAC Name(3S,4S,5R)-1,3,4,5,6-pentahydroxyhexan-2-oneMolecular FormulaC6H12O6Molecular Weight180.16 g/molInChIInChI=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/s1InChI KeyBJHIKXHVCXFQLS-PQLUHFTBSA-NSMILESC(C(C(C(C(=O)CO)O)O)O)OSynonymsD-tagatose, tagatose, tagatose, (alpha-D)-isomer, tagatose, (beta-D)-isomer, tagatose, (D)-isomer, tagatose, (DL)-isomerCanonical SMILESC(C(C(C(C(=O)CO)O)O)O)OIsomeric SMILESC([C@H]([C@@H]([C@@H](C(=O)CO)O)O)O)O CAS No: 87-81-0 MDL No: MFCD00134449 Chemical Formula: C6H12O6 Molecular Weight: 180.16References: 1. Barili PL, Berti G, Catelani G, D'Andrea F, Miarelli L, Carbohydr. Res. 1995, Sep 8, 274, 197-2082. Beil. 1, IV, 4414