ChemicalBook--->CAS DataBase List--->551-68-8

551-68-8

551-68-8 Structure

551-68-8 Structure
IdentificationBack Directory
[Name]

D-PSICOSE
[CAS]

551-68-8
[Synonyms]

C06468
D-PSICOSE
MAIZED-PSICOSE
D-Psicose ,98%
D-Pseudofructose
d-[UL-13C6]psicose
D-Erythro-hexulose
D-RIBO-2-KETOHEXOSE
D-Ribo-2-ketohexulose
(3R,4R,5R)-1,3,4,5,6-pentahydroxyhexan-2-one
[EINECS(EC#)]

208-999-7
[Molecular Formula]

C6H12O6
[MDL Number]

MFCD00083478
[MOL File]

551-68-8.mol
[Molecular Weight]

180.16
Chemical PropertiesBack Directory
[Melting point ]

109 °C
[alpha ]

D25 +4.7° (c = 4.3 in water; no detectable mutarotation)
[Boiling point ]

551.7±50.0 °C(Predicted)
[density ]

1.589±0.06 g/cm3(Predicted)
[refractive index ]

16.3 ° (C=0.94, H2O)
[storage temp. ]

2-8°C
[solubility ]

Methanol (Slightly, Heated, Sonicated), Water (Soluble, Sonicated)
[form ]

Powder
[pka]

11.86±0.20(Predicted)
[color ]

White
[Optical Rotation]

+4.7
[Merck ]

14,7924
[InChI]

InChI=1S/C6H12O6/c7-1-3-4(9)5(10)6(11,2-8)12-3/h3-5,7-11H,1-2H2/t3-,4?,5+,6+/m1/s1
[InChIKey]

RFSUNEUAIZKAJO-NQAPHZHOSA-N
[SMILES]

[C@@H]1(O)[C@](O)(CO)O[C@H](CO)C1O
[LogP]

-1.029 (est)
[CAS DataBase Reference]

551-68-8
Hazard InformationBack Directory
[Chemical Properties]

Clear colorless to yellow liquid or powder
[Uses]

D-Psicose is a C3 epimer of L-Fructose, which maintains the ability to reduce fat accumulation when added to a diet through inhibition of intestinal α-glucosidase.
[Definition]

ChEBI: The D-enantiomer of psicose.
[Synthesis]

D(+)-Glucose

50-99-7

D(-)-Fructose

57-48-7

General procedure for the synthesis of D-fructose from D-anhydrous glucose: 40 mL of deionized water, 4 g of ternary metal-based hydrotalcite complex catalyst with a molar ratio of Mg:Al:Sn = 3:1:1 were added to a 100 mL three-necked flask, followed by the addition of 10 g of D-glucose anhydrous, and stirred until complete dissolution. The reaction system was placed in a constant temperature water bath and reacted at 90 °C for 3 h under N2 protection. At the end of the reaction, the reaction mixture was concentrated and separated and purified by column chromatography to finally obtain the target product D-fructose in 29.7% yield.

[Enzyme inhibitor]

This ketohexose (FW = 180.16 g/mol), also known as D-ribo-2-hexulose and reportedly fpound in cane molasses, has epimers of D-psicose are Dfructose, D-sorbose, and L-tagatose. D-Psicose is an alternative substrate for fructokinase. The structural composition of D-psicose at 27°C in D2O is 22% a-pyranose, 24% b-pyranose, 39% a-furanose, and 15% bfuranose. Target(s): ketohexokinase, or hepatic fructokinase; also alternative substrate.
[References]

[1] Patent: CN104262416, 2016, B. Location in patent: Paragraph 0043; 0044
[2] ACS Catalysis, 2013, vol. 3, # 7, p. 1469 - 1476
[3] Green Chemistry, 2013, vol. 15, # 10, p. 2777 - 2785
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H314-H318
[Precautionary statements ]

P280-P305+P351+P338-P310
[WGK Germany ]

3
[HS Code ]

29400090
Spectrum DetailBack Directory
[Spectrum Detail]

D-PSICOSE(551-68-8)1HNMR
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