D-(-)-Fructose

Base Information

• Chemical Name: D-(-)-Fructose
• CAS No.: 57-48-7
• Deprecated CAS: 10597-68-9,196419-06-4,3812-57-5,69-67-0,149014-33-5,6035-50-3,149014-33-5,196419-06-4,3812-57-5,69-67-0
• Molecular Formula: C6H12O6
• Molecular Weight: 180.158
• Hs Code.: 17025000
• UNII: 02T79V874P,6YSS42VSEV
• DSSTox Substance ID: DTXSID5023081
• Nikkaji Number: J4.580B
• Wikidata: Q122043
• Metabolomics Workbench ID: 49823
• ChEMBL ID: CHEMBL1232863
• Mol file: 57-48-7.mol

Synonyms:Apir Levulosa;Fleboplast Levulosa;Fructose;Levulosa;Levulosa Baxter;Levulosa Braun;Levulosa Grifols;Levulosa Ibys;Levulosa Ife;Levulosa Mein;Levulosa, Apir;Levulosa, Fleboplast;Levulosado Bieffe Medit;Levulosado Braun;Levulosado Vitulia;Levulose;Plast Apyr Levulosa Mein

Chemical Property of D-(-)-Fructose

Chemical Property:

• Appearance/Colour: Highly hygroscopic white odorless crystal or crystalline powder
• Vapor Pressure: 1.36E-09mmHg at 25°C
• Melting Point: 119-122 °C (dec.)(lit.)
• Refractive Index: -92 ° (C=4, H2O)
• Boiling Point: 440.1oC at 760 mmHg
• PKA: pKa (18°): 12.06
• Flash Point: 220oC
• PSA: 118.22000
• Density: 1.59 g/cm³
• LogP: -3.37720
• Storage Temp.: 2-8°C
• Solubility.: H2O: 1?M at?20?°C, clear, colorless
• Water Solubility.: 3750 g/L (20℃)
• XLogP3: -3.2
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 180.06338810
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

98% ^*data from raw suppliers

Fructose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: S24/25:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(C(=O)CO)O)O)O)O
• Isomeric SMILES: C([C@H]([C@H]([C@@H](C(=O)CO)O)O)O)O
• Uses: D-Fructose occurs in a large number of fruits, honey, and as the sole sugar in bull and human semen fructose is a naturally occurring sugar in fruits and honey. It has moisture-binding and skin-softening properties. Fructose is a sweetener that is a monosaccharide found naturally in fresh fruit and honey. It is obtained by the inversion of sucrose by means of the enzyme invertase and by the isomerization of corn syrup. It is 130–180 in sweetness range as compared to sucrose at 100 and is very water soluble. It is used in baked goods because it reacts with amino acids to produce a browning reaction. It is used as a nutritive sweetener in low-calorie beverages. It is also termed levulose and fruit sugar.
• Therapeutic Function: Fluid replenisher, Pharmaceutic aid

Technology Process of D-(-)-Fructose

There total 386 articles about D-(-)-Fructose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 20.0%

methanol (67-56-1) + cellulose (9004-34-6) → levulinic acid methyl ester (624-45-3) + fructose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) + methyl-alpha-D-glucopyranoside (97-30-3)

Guidance literature:

With toluene-4-sulfonic acid; at 180 ℃; for 5h; under 3750.38 Torr; Autoclave; Inert atmosphere;

DOI:10.1039/c0gc00715c

Reference yield:

UDP (58-98-0) + Sucrose (57-50-1) → UDP-glucose (133-89-1) + D-Fructose (57-48-7,18875-34-8)

Guidance literature:

With recombinant sucrose synthase from soybean Glycine max; potassium chloride; magnesium chloride; In dimethyl sulfoxide; at 30 ℃; pH=6.5; Enzymatic reaction;

DOI:10.1039/c4gc00960f

Reference yield:

ethanol (64-17-5) + Sucrose (57-50-1) → D-Fructose (57-48-7,18875-34-8) + ethyl D-glucopyranoside (3198-49-0,15486-24-5,18997-88-1,19467-01-7,34625-23-5,59121-69-6,118245-31-1,118245-32-2,142925-34-6) + ethyl D-fructofuranoside (1820-84-4,81024-99-9,40817-35-4)

Guidance literature:

With aluminium(III) chloride hexahydrate; In water; at 80 ℃; for 36h; Reflux;

upstream raw materials:

pyridine

D-Mannose

D-glucose

quinoline

Downstream raw materials:

Sucrose

1,2,3,4,5-Penta-O-trimethylsilyl-L-sorbopyranose

5-(methoxymethyl)-2-furaldehyde

levulinic acid methyl ester

Refernces

• 1、 Palai, Yayati Naresh,Shrotri, Abhijit,Asakawa, Miyuki,Fukuoka, Atsushi. "Silica supported Sn catalysts with tetrahedral Sn sites for selective isomerization of glucose to fructose". . p. 241 - 248. Retrieved 2020/04/27.
• 2、 Smiley-Moreno, Elizabeth,Smith, Douglas,Yu, Jieh-Juen,Cao, Phuong,Arulanandam, Bernard P.,Chambers, James P.. "Biochemical characterization of a recombinant acid phosphatase from Acinetobacter baumannii". . . Retrieved 2021/06/09.