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  • 87-81-0, D-Tagatose, D-塔格糖 ,CAS:87-81-0
87-81-0, D-Tagatose, D-塔格糖 ,CAS:87-81-0

87-81-0, D-Tagatose, D-塔格糖 ,CAS:87-81-0

87-81-0, D-Tagatose,
D-塔格糖 ,
CAS:87-81-0
C6H12O6 / 180.16
MFCD00134449

D-塔格糖 , D-Tagatose

Title: D-Tagatose

CAS Registry Number: 87-81-0

Additional Names: D-lyxo-Hexulose

Trademarks: Naturlose (Spherix)

Molecular Formula: C6H12O6

Molecular Weight: 180.16

Percent 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-Tagatose

CAS Registry Number: 17598-82-2

Literature 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 Number87-81-0
Product Name(3S,4S,5R)-1,3,4,5,6-pentahydroxyhexan-2-one
IUPAC Name(3S,4S,5R)-1,3,4,5,6-pentahydroxyhexan-2-one
Molecular FormulaC6H12O6
Molecular Weight180.16 g/mol
InChIInChI=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 KeyBJHIKXHVCXFQLS-PQLUHFTBSA-N
SMILESC(C(C(C(C(=O)CO)O)O)O)O
SynonymsD-tagatose, tagatose, tagatose, (alpha-D)-isomer, tagatose, (beta-D)-isomer, tagatose, (D)-isomer, tagatose, (DL)-isomer
Canonical SMILESC(C(C(C(C(=O)CO)O)O)O)O
Isomeric 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: 180.16
References: 1. Barili PL, Berti G, Catelani G, D'Andrea F, Miarelli L, Carbohydr. Res. 1995, Sep 8, 274, 197-2082. Beil. 1, IV, 4414


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