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:

99% ^*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
• General Description: D(-)-Fructose, also known as levulose or fruit sugar, is a monosaccharide that exhibits high selectivity in binding interactions due to its stable pyranose ester form and spatial compatibility with boronic acid-based receptors. Its recognition in aqueous solutions can be enhanced through specific fluorescent sensor systems, which demonstrate significantly greater responsiveness to D-fructose compared to other monosaccharides like D-glucose, highlighting its unique structural and chemical properties.

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

Highly selective recognition of monosaccharide based on two-component system in aqueous solution

10.1016/j.tet.2011.03.025

The study presents a highly selective and sensitive detection system for D-fructose in aqueous solution, utilizing water-soluble conjugated polymer PP-S-BINOL and tetraboronic acid functionalized benzyl viologen ToBV. PP-S-BINOL serves as the optic signal reporter, with its fluorescence modulated by electron transfer to ToBV, which acts as both a quencher and receptor. The system's selectivity for D-fructose is attributed to the stable pyranose ester form of D-fructose with ToBV and the spatial positioning of boronic acids on ToBV. The system exhibits a high selectivity for D-fructose over other D-monosaccharides, with an 85-fold increase in response ratio compared to D-glucose at 10 mM concentrations. It also shows a linear response to low concentrations of D-fructose (<10.0 mM) at pH 7.4, with an 11-fold increase in fluorescence intensity observed upon adding 100 mM D-fructose. This system offers a promising strategy for developing highly selective monosaccharide sensors.