139686-85-4

Basic information

• Product Name: fructose
• Synonyms: 2-Hexulose
• CAS NO: 139686-85-4
• Molecular Formula: C₆H₁₂O₆
• Molecular Weight: 0
• Mol File: 139686-85-4.mol
• Article Data: 34

Chemical Properties

• Appearance: /
• CAS DataBase Reference: fructose(CAS DataBase Reference)
• NIST Chemistry Reference: fructose(139686-85-4)
• EPA Substance Registry System: fructose(139686-85-4)

Safety Data

• Hazardous Substances Data: 139686-85-4(Hazardous Substances Data)

Upstream product

• 57-48-7 fructose 
• 78184-44-8 Penta-O-acetyl-keto-L-fructose 
• 57-04-5 dihydroxyacetone phosphate 
• 497-09-6 (S)-glyceraldehyde 
• 643-01-6 L-mannitol 
• 20880-92-6 2,3:4,5-di-O-isopropylidene-β-L-fructopyranose 
• 97833-77-7 Acetic acid (1S,2R)-2-acetoxy-1-((S)-1,2-diacetoxy-ethyl)-4-hydroxy-3-oxo-butyl ester 
• 87-79-6 L-sorbose 
• 19456-80-5 L-fructose-1-phosphate 
• 96-26-4 dihydroxyacetone 
• 56-82-6 Glyceraldehyde 
• 5139-19-5 2,3,4,5-tetra-O-acetyl-L-arabinose 
• 78124-21-7 3,4,5,6-tetra-O-acetyl-1-deoxy-1-diazo-L-fructose 
• 57-48-7 D-Fructose 

Downstream Products

• 13403-14-0 methyl β-D-fructofuranoside 
• 57-48-7 fructose 
• 849585-22-4 LACTIC ACID 
• 67-64-1 acetone 
• 26832-08-6 imidazole-4-carboxamide 
• 23275-67-4 lyxo-[2]Hexosulose-bis-phenylhydrazon 
• 39131-44-7 5-bromomethyl-furan-2-carbaldehyde 
• 50-00-0 formaldehyd 
• 79-14-1 glycolic Acid 
• 53584-56-8 (R)-acetoin 
• 69-65-8 mannitol 
• 50-70-4 D-sorbitol 
• 57-48-7 L-fructose 
• 820-11-1 D-(-)-3-phosphoglyceric acid 

Relevant articles and documents

Characterization of glycerol phosphate oxidase from Streptococcus pneumoniae and its application for ketose synthesis

Glycerol phosphate oxidase from Streptococcus pneumoniae (GPOS.pne) was purified and characterized. By the actions of GPOS.pne and dihydroxyacetone phosphate (DHAP)-dependent aldolases, various ketoses including rare sugars were synthesized with glyceraldehydes as acceptors in a one-pot four-enzyme system.

Formation of 3-hexuloses in aldol reactions, analysis of the products as their O-isopropylidene derivatives by GC-MS

A method for analysis of mixtures of 3-hexuloses by gas chromatography mass spectrometry of their di-O-isopropylidene derivatives has been elaborated. The origin of characteristic fragment ions in the mass spectra is suggested on the basis of the spectra of d12 analogues, obtained by acetonation with acetone-d6 and on MS/MS investigations. The method has been applied to product mixtures from aldol reactions between glycero-tetrulose and glycolaldehyde and between 2-pentuloses and formaldehyde. An interesting result is the formation of ribo-3-hexulose with a high degree of stereoselectivity in alkali catalysed reaction between erythro-2-pentulose and formaldehyde.

Synthesis and Characterization of Sn, Ge, and Zr Isomorphous Substituted MFI Nanosheets for Glucose Isomerization to Fructose

Various metals including Sn, Ge, and Zr have been successfully incorporated into the MFI nanosheets via a one-pot synthesis. The as-synthesized zeolites exhibit high external surface area and mesopore volume without large metal oxides aggregated on zeolite surfaces. Interestingly, the successful introduction of heteroatoms in MFI nanosheets can be confirmed by shifted XRD peaks corresponding to the unit cell expansion due to the replacement of metals into the framework. In addition, the UV-Vis absorbance spectra reveal that at the suitable metal loading the incorporated tetrahedral coordination of metal species in the zeolite framework has been obtained. To illustrate the benefits of the prepared catalysts, the glucose isomerization to fructose was carried out in a water/dioxane system. Obviously, the SnMFI-NS samples, containing the high dispersion of metal isomorphous species demonstrate the outstanding catalytic behavior in term of fructose selectivity (>85 %).

Facile Synthesis of the Next Higher Ketoses from Aldoses

A novel and facile synthesis of the next higher ketohexoses in high yield is successfully achieved by treating aldopentoses with formaldehyde in the presence of 3-ethylbenzothiazolium bromide as a catalyst.

Hydroxyapatite-Supported Polyoxometalates for the Highly Selective Aerobic Oxidation of 5-Hydroxymethylfurfural or Glucose to 2,5-Diformylfuran under Atmospheric Pressure

(NH4)5H6PV8Mo4O40 supported on hydroxyapatite (HAP) (PMo4V8/HAP (n)) was prepared through the ion exchange of hydroxy groups. This ion exchange favored the oxidative conversion of 5-hydroxymethylfurfural (5-HMF) to 2,5-diformylfuran (DFF) in a one-pot cascade reaction with 96.0 % conversion and 83.8 % yield under 10 mL/min of O2 flow. PMo4V8/HAP (31) was used to explore the production of DFF directly from glucose with the highest yield of 47.9 % so far under atmospheric oxygen, whereas the yield of DFF increased to 54.7 % in a one-pot and two-step reaction. These results indicated that the active sites in PMo4V8/HAP (31) retained their activities without any interference toward one another, which enabled the production of DFF in a more cost-saving way by only using oxygen and one catalyst in a one-step reaction. Meanwhile, the rigid structure of HAP and strong interaction in PMo4V8/HAP (31) allowed this catalyst to be reused for at least six times with high stability and duration.

PROCESSES FOR PREPARING SORBOSE FROM GLUCOSE

Processes for converting glucose to sorbose with tailored selectivity. The processes include contacting glucose with a silica-containing structure that includes a zeolite having a topology of a 10-membered ring or smaller and Lewis acidic M4+ framework centers, wherein M is Ti, Sn, Zr, or Hf. Contacting the glucose is conducted under reaction conditions sufficient to isomerize the glucose to sorbose.