117013-19-1

Basic information

• Product Name: D-FRUCTOSE (2-13C)
• Synonyms: D-FRUCTOSE (2-13C);D-[2-13C]FRUCTOSE;D-FRUCTOSE-2-13C 99 ATOM % 13C
• CAS NO: 117013-19-1
• Molecular Formula: C₆H₁₂O₆
• Molecular Weight: 181.16
• Product Categories: 13C & 2H Sugars;CarbohydratesStable Isotopes;Alphabetical Listings;E-FStable Isotopes;Metabolic Research;Stable Isotopes;Sugars;Carbohydrates & Derivatives, Isotope Labelled Compounds
• Mol File: 117013-19-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 119-122 °C (dec.)(lit.)
• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: Water
• CAS DataBase Reference: D-FRUCTOSE (2-13C)(CAS DataBase Reference)
• NIST Chemistry Reference: D-FRUCTOSE (2-13C)(117013-19-1)
• EPA Substance Registry System: D-FRUCTOSE (2-13C)(117013-19-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 117013-19-1(Hazardous Substances Data)

Usage

Description

D-FRUCTOSE (2-13C) is a monosaccharide that is isotopically labeled and naturally occurs in a large number of fruits and plants. It is characterized by the presence of a 13C isotope at the second carbon position, which distinguishes it from the regular D-fructose molecule.

Uses

Used in Pharmaceutical Industry:
D-FRUCTOSE (2-13C) is used as a tracer for metabolic studies in the pharmaceutical industry. The application reason is that the 13C isotope allows researchers to track the metabolic pathways and processes involving fructose in the body, providing valuable insights into its role in various physiological and pathological conditions.
Used in Nutritional Research:
D-FRUCTOSE (2-13C) is used as a research tool for studying the effects of fructose on human nutrition and metabolism. The application reason is that the isotopically labeled fructose can help researchers understand how fructose is absorbed, utilized, and metabolized in the body, which is essential for developing dietary recommendations and understanding the impact of fructose on health.
Used in Agricultural Research:
D-FRUCTOSE (2-13C) is used as a marker in plant physiology and agricultural research. The application reason is that the isotopically labeled fructose can be used to study the processes of photosynthesis, carbon fixation, and sugar transport in plants, contributing to a better understanding of plant growth and development.
Used in Food Industry:
D-FRUCTOSE (2-13C) is used as an ingredient in the food industry for the development of isotopically labeled products. The application reason is that the 13C isotope can be used to study the effects of fructose on taste, texture, and other sensory properties of food, as well as its role in the overall nutritional profile of the product.

Synthetic route

13C-C1-glucopyranose (40010-55-7, 40010-56-8, 56746-22-6, 60821-16-1, 60821-17-2, 60821-20-7, 60821-21-8) → <2-13C>-D-fructose (117013-19-1) + <1-13C>-D-fructose (108311-21-3) + [2-13C]-D-mannopyranoside (105931-74-6)

Conditions	Yield
With sodium hydroxide; calcium chloride In methanol at 65℃; for 0.0833333h; Product distribution; also in water with Ca(OH)2;

<2-13C>-D-fructose (117013-19-1) → <2-13C>-D-hamamelose (139615-43-3)

Conditions	Yield
With N,N'-diethylethylenediamine; nickel dichloride In methanol at 50℃; for 0.25h; Product distribution; Mechanism;

Upstream product

• 40010-55-7 ¹³C-C₁-glucopyranose 

Relevant articles and documents

C-1,C-2 Stereospecific Rearrangements of Aldohexoses by Calcium Ion in Basic Solution

In aqueous or methanolic solution containing Ca(2+) and hydroxide ion, aldoses are rapidly epimerized at C-2.This reaction involves C-1,C-2 stereospecific rearrangement. -D-Mannose is formed from -D-glucose by this reaction.