β-D-Fructopyranose
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β-D-Fructopyranose
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CAS No:
7660-25-5
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Formula:
C6H12O6
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Chemical Name:
β-D-Fructopyranose
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Synonyms:
β-D-Fructopyranose;Fructopyranose,β-D-;Frutabs;Laevoral;Laevosan;Levugen
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Categories:
Active Pharmaceutical Ingredients > Fluid, Electrolyte, and Acid-base Balance
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CAS No:
Description
Fructose is a simple ketonic monosaccharide found in many plants, where it is often bonded to glucose to form the disaccharide sucrose.
Beta-D-fructopyranose is a D-fructopyranose in which the anomeric centre has beta-configuration. It is an enantiomer of a beta-L-fructopyranose.
β-D-Fructopyranose Basic Attributes
180.16
180.16
200-333-3
R73GS1TJE0
DTXSID0023082
CLEAR COLORLESS LIQUID IN WATER|COLORLESS CRYSTALS OR AS A WHITE, CRYSTALLINE OR GRANULAR POWDER|White crystals
1702600000
Characteristics
110.38000
-1.63
White Crystalline powder
1.6±0.1 g/cm3
103.8 °C
551.7±50.0 °C at 760 mmHg
301.5±26.6 °C
1.574
Store at room temperature and 50% relative humidity for best handling characteristics. Conveying and handling equipment should be grounded. Avoid sources of ignition where fine dusts are produced.
ODORLESS
SWEET
Orthorhombic, bisphenodial prisms from alc, dec 103-105 °C. Sweetest of the sugars. Shows mutarotation. Specific optical rotation: -132 deg to -92 deg (c=2) @ 20 °C/D. Rapid and anomalous mutarotation involve pyranose-furanose interconversion. The final mutarotation value is obtained instantly in the presence of hydroxyl ions. pKa= 12.06 @ 18 °C. Freely sol in water. One gram dissolves in 15 ml alc, in 14 ml methanol. Slightly sol in cold, freely in hot acetone; sol in pyridine, ethylamine, methylamine. /D-Fructose/|MP: 103 °C (dec); density: 1.60 @ 20 °C/4 °C /beta-levulose/
Safety Information
Stable at normal temperature and pressure.
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Toxicity
IN CONTROLLED STUDY OF PATIENTS WITH ACUTE ALCOHOLIC INTOXICATION, IV INFUSION OF LARGE DOSE...CAUSED SMALL BUT STATISTICALLY SIGNIFICANT INCR IN RATE OF FALL OF BLOOD ETHANOL LEVELS. ... USUAL EXPLANATION FOR THIS EFFECT OF FRUCTOSE... IS ENHANCEMENT OF ACTION OF ALC DEHYDROGENASE BY SUGAR ITSELF OR BY ONE OF ITS METABOLITES.|REDUCTION IN MUTAGENICITY OF CIGARETTE SMOKE BY INTERACTION OF SMOKE CONDENSATES WITH ADDED FRUCTOSE.
Occurs in a large number of fruits, honey and as the sole sugar in bull and human semen... /D-Fructose/
Drug Information
...IT IS UTILIZED BY DIABETIC PATIENTS WITH KETOACIDOSIS...MAY BE USEFUL IN EARLY MANAGEMENT OF THIS COMPLICATION OF DIABETES MELLITUS.|MEDICATION (VET): AS A SUBSTITUTE FOR GLUCOSE IN PARENTERAL FLUIDS SINCE IT DOES NOT EXCEED RENAL THRESHOLD AS READILY. THUS, 10% SOLN CAN BE USED INSTEAD OF 5% GLUCOSE PROVIDING MORE TOTAL CALORIES PER ML, & THIS ACCOUNTS FOR ITS USE IN ACETONEMIA THERAPY IN ADULT CATTLE.|FRUCTOSE SOLN, LIKE THOSE OF DEXTROSE, ARE EMPLOYED TO REPLACE OR SUPPLEMENT ORAL CONSUMPTION OF FOOD OR WATER IN ORDER TO PROVIDE CALORIES REQUIRED FOR METABOLIC NEEDS, TO SUPPLY BODY WATER, TO SPARE BODY PROTEINS, TO LOWER PRODN OF EXCESS KETONES BY LIVER, & TO SPARE LOSS OF ELECTROLYTES.|DENTAL ASPECTS OF CONSUMPTION OF FRUCTOSE DIETS RESULTED IN REDUCTION OF INCIDENCE OF DENTAL CARIES BY 30%.|For more Therapeutic Uses (Complete) data for FRUCTOSE (6 total), please visit the HSDB record page.
SUBCUTANEOUS ROUTE IS NOT RECOMMENDED, BECAUSE SUGARS GIVEN SC CAUSE ELECTROLYTE DISTORTIONS, WHICH OCCASIONALLY MAY BE SEVERE.|FRUCTOSE IS NONTOXIC BUT SOLN SHOULD BE ADMIN SLOWLY. IT DECOMPOSES IN ALKALINE SOLN & THUS SUBSTANCES WHICH WOULD RAISE PH ABOVE 7 SHOULD NOT BE ADDED. CALCIUM & BARIUM FORM INSOL COMPLEXES WITH FRUCTOSE WHEN PH EXCEEDS 7 & ARE THUS INCOMPATIBLE. CLOUDY SOLN OF FRUCTOSE SHOULD NOT BE USED.
TWICE THE CONCN OF FRUCTOSE CAN BE INFUSED AT THE SAME RATE AS DEXTROSE WITH BETTER RETENTION AND LESS DISTURBANCE OF FLUID BALANCE.|...ADVANTAGES OF FRUCTOSE IS ITS RAPID REMOVAL FROM EXTRACELLULAR SPACE, & THEREFORE, URINARY EXCRETION IS MINIMIZED.
IN ABSENCE OF GLUCOSE, FRUCTOSE IS PHOSPHORYLATED PERIPHERALLY BY HEXOKINASE TO FRUCTOSE-6-PHOSPHATE, &, ON ACCOUNT OF HIGH KM VALUE FOR FRUCTOSE & LOW KM VALUE FOR GLUCOSE, LATTER IS PREFERENTIALLY PHOSPHORYLATED BY THIS ENZYME IN PERIPHERAL TISSUES.|ORAL FRUCTOSE IS OFTEN CONVERTED TO GLUCOSE IN INTESTINAL MUCOSA OF A NUMBER OF SPECIES, SUCH AS GUINEA PIG, HAMSTER, & DOG. NEWBORN PIGS & YOUNG CALVES UP TO 1 MO OF AGE CANNOT UTILIZE IT. SPECIES...WITH LOW GLUCOSE-6-PHOSPHATE DEHYDROGENASE & RELATED ENZYME DEFICIENCIES MAY HAVE DIFFICULTY IN METABOLIZING IT.|FRUCTOSE IS MORE RAPIDLY METABOLIZED & MORE QUICKLY CONVERTED TO GLYCOGEN THAN IS DEXTROSE, & PRESENCE OF INSULIN IS NOT NECESSARY FOR THIS REACTION TO TAKE PLACE. WHEN...INJECTED LOWER LEVELS OF BLOOD SUGAR & LESS SPILLAGE RESULT THAN WHEN SIMILAR AMT OF DEXTROSE ARE GIVEN @ SAME RATE.
INFUSION OF FRUCTOSE HAS BEEN ASSOCIATED WITH INCREASED URIC ACID PRODUCTION & HYPERURICEMIA. IN PATIENTS WITH HEREDITARY FRUCTOSE INTOLERANCE (ALDOLASE DEFICIENCY), FRUCTOSE CAN CAUSE SEVERE REACTIONS (HYPOGLYCEMIA, NAUSEA, VOMITING, TREMORS, COMA, CONVULSIONS).|IV INFUSION OF FRUCTOSE DEPLETED HEPATIC ATP & TOTAL ADENOSINE PHOSPHATES IN HUMANS, THEREBY INTERFERING WITH VARIOUS ENERGY-DEPENDENT REACTIONS.
β-D-Fructopyranose Use and Manufacturing
ACTION OF IMMOBILIZED GLUCOSE ISOMERASE (DERIVED PRINCPLY FROM STREPTOMYCES SPECIES) ON DEXTROSE (FRUCTOSE AND HIGH FRUCTOSE (42%) CORN SYRUP); HYDROLYSIS OF INULIN (FRUCTOSE); HYDROLYSIS OF BEET SUGAR FOLLOWED BY LIME SEPARATION (FRUCTOSE)|Prepared by adding absolute alc to the syrup obtained from acid hydrolysis of inulin: Bates et al, Natl Bur Std (US), Circ C440, 399 (1942). Prepn from dextrose: Cantor, Hobbs, US patent 2,354,664 (1944 to Corn Prod Refining). From sucrose by enzymatic conversion: Koepsell et al, US patent 2,729,587 (1956 to USA). /D-Fructose/|Hydrolysis of inulin; hydrolysis of beet sugar followed by lime separation; from cornstarch by enzymic or microbial action.|Hydrolysis of sucrose produces a mixture of glucose and fructose, from which fructose can be separated by chromatography. /D-Fructose/|The saccharification of starch produces glucose, which can be isomerized with the aid of the enzyme glucose isomerase ... to "high-fructose corn syrup" HFCS ... . /D-Fructose/
1. Diluent for injections. 2. It is used for fluid rehydration therapy for patients who need to replenish water or energy under insulin resistance such as burns, post-operation and infection, or when glucose is not suitable.
(1976) 9X10+11 G (HIGH FRUCTOSE CORN SYRUP-EST|(1980) 2.66X10+12 g /total indust distribution of high-fructose corn syrup/|(1980) 3.20X10+9 g /consumption of crystalline fructose/|World output of fructose syrup (fructose content of total solids >95%) is estimated at 25,000 t/a and of the crystalline product at 35,000 t/a. The market for crystalline fructose is predicted to be 100,000 t/a in the 1990s. /D-Fructose/
FRUCTOSE INJECTION, NF, IS STERILE SOLN OF FRUCTOSE IN WATER...10% SOLN, PH 3.0-6.0.|DOSAGE FORMS- INJECTION NF: 100 G/1000 ML; FRUCTOSE & SODIUM CHLORIDE INJECTION NF: 100 G (FRUCTOSE) & 9 G (SODIUM CHLORIDE)/1000 ML.|High-fructose corn syrups ... contain 42, 55 or 90% fructose on a dry weight basis|Crystalline fructose is essentially pure|For more Formulations/Preparations (Complete) data for FRUCTOSE (6 total), please visit the HSDB record page.
HOMOGENEITY DETERMINED BY PAPER...& GAS-LIQUID CHROMOTOGRAPHY SYSTEMS...|Fructose is crystallized on a large scale in either of two ways: by cooling an aqueous solution or by inducing precipitation from such a solution by adding organic solvents such as methanol or ethanol. /D-Fructose/|...CAN BE INFUSED IV IN HIGHER (TWICE) CONCN THAN DEXTROSE WITHOUT AS MUCH... PLASMA HYPERTONICITY; ALSO...SMALLER VOL OF WATER INFUSED, WHEN FRUCTOSE IS CONVERTED FROM BLOOD THERE IS LESS RESIDUAL HYDREMIA.
ENZYMATIC METHOD IS A RAPID & SPECIFIC ASSAY FOR FRUCTOSE. /SPECTROPHOTOMETRY OR SPECTRUM-LINE PHOTOMETRY ARE ALSO/...SUITABLE FOR ACCURATE MEASUREMENTS @ 340, 334, OR 365 NM...|AOAC Method 956.63. Fructose in sugars and sirups. Chemical methods.|AOAC Method 932.15. Fructose in sugars and sirups. Jackson-Mathews modification of the Nyns selective method. /D-(-)-Fructose/
Computed Properties
Molecular Weight:180.16
XLogP3:-2.8
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:1
Exact Mass:180.06338810
Monoisotopic Mass:180.06338810
Topological Polar Surface Area:110
Heavy Atom Count:12
Complexity:162
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Price Analysis
Drug Function and Efficacy
This product enters the whole body tissues through the blood, and its distribution reaches equilibrium in about 2-3 hours. It enters the cerebrospinal fluid and brain tissue slowly, and is also slowly cleared. Most of this product is metabolized into CO2 and water.
Registered Holders
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Hunan New Green Formula Pharmaceutical Co., Ltd.
Active
China
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Guangdong Springyoung BIOTECHNOLOGY Co., Ltd.
Active
China
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Danisco Biosciences (Shanghai) Co., Ltd.
Active
China
Recommended Suppliers of β-D-Fructopyranose
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