41107-82-8

Basic information

• Product Name: 2,5-Anhydro-D-mannitol
• Synonyms: 2,5-ANHYDRO-D-MANNITOL;2,5-anhydromannitol;(2R,3S,4S,5R)-2,5-Bis(hydroxymethyl)oxolane-3,4-diol;2,5-Bis(hydroxymethyl)oxolane-3,4-diol;D-Mannitol, 2,5-anhydro-;(2R)-3β,4α-Dihydroxytetrahydrofuran-2α,5β-bismethanol;2-Deoxy-β-D-fructofuranose;2,5-Anhydro-D-mannitol,99%
• CAS NO: 41107-82-8
• Molecular Formula: C6H12O5
• Molecular Weight: 164.16
• EINECS: 255-221-7
• Product Categories: Sugars;13C & 2H Sugars;Carbohydrates & Derivatives;Inhibitors
• Mol File: 41107-82-8.mol
• Article Data: 32

Chemical Properties

• Melting Point: 101-103 °C(lit.)
• Boiling Point: 211.61°C (rough estimate)
• Flash Point: 205.5°C
• Appearance: /
• Density: 1.1738 (rough estimate)
• Vapor Pressure: 1.14E-08mmHg at 25°C
• Refractive Index: 1.4230 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Methanol (Slightly), Water (Slightly)
• PKA: 13.26±0.70(Predicted)
• CAS DataBase Reference: 2,5-Anhydro-D-mannitol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Anhydro-D-mannitol(41107-82-8)
• EPA Substance Registry System: 2,5-Anhydro-D-mannitol(41107-82-8)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 41107-82-8(Hazardous Substances Data)

Usage

Description

2,5-Anhydro-D-mannitol is a white crystalline solid that functions as a carbohydrate metabolism regulator. It has been demonstrated to inhibit gluconeogenesis from lactate plus pyruvate and from substrates that enter the gluconeogenic pathway as triose phosphate.

Uses

Used in Pharmaceutical Industry:
2,5-Anhydro-D-mannitol is used as a pharmaceutical agent for its ability to regulate carbohydrate metabolism. It is particularly useful in managing conditions related to glucose metabolism, such as diabetes, by inhibiting the production of glucose in the body.
Used in Research Applications:
In the field of research, 2,5-Anhydro-D-mannitol serves as a valuable compound for studying the mechanisms of gluconeogenesis and carbohydrate metabolism. It can be utilized in various experimental setups to understand the effects of different substrates on glucose production and to develop potential therapeutic strategies for metabolic disorders.
Used in Chemical Synthesis:
2,5-Anhydro-D-mannitol, due to its unique chemical structure, can be employed as an intermediate in the synthesis of various complex organic compounds. It can be used in the production of pharmaceuticals, fine chemicals, and other specialty products that require its specific functional groups.
Used in Food Industry:
As a carbohydrate metabolism regulator, 2,5-Anhydro-D-mannitol can be utilized in the food industry to control the sweetness and texture of certain products. It may also find applications in the development of low-calorie or diabetic-friendly food items, where glucose metabolism needs to be carefully managed.
Used in Cosmetics Industry:
In the cosmetics industry, 2,5-Anhydro-D-mannitol may be used as an ingredient in skincare and personal care products due to its potential benefits in regulating carbohydrate metabolism at the cellular level. It could be particularly useful in products targeting skin health and promoting a balanced metabolic environment for skin cells.

InChI:InChI=1/C6H12O5/c7-1-3-5(9)6(10)4(2-8)11-3/h3-10H,1-2H2/t3-,4-,5-,6-/m1/s1

Upstream product

• 495-75-0 2,5-anhydro-D-mannose 
• 90-76-6 2-deoxy-2-amino glucose 
• 50-70-4 D-sorbitol 
• 66-84-2 D-(+)-glucosamine hydrochloride 
• 3867-92-3 methyl 2-amino-2-deoxy-β-D-glucopyranoside 
• 69-65-8 mannitol 
• 67-64-1 acetone 
• 65729-88-6 1,3,4,6-tetra-O-acetyl-2,5-anhydro-D-glucitol 
• 7732-18-5 water 
• 535-94-4 β-D-Glcp-(1->4)-D-glucitol 
• 106929-09-3 (2S,3R,4R)-2,3-dibenzyloxy-4,5-isopropylidenedioxypentanal 
• 42400-20-4 (2R,3R,4R,5R)-2,5-bis(acetoxymethyl) tetrahydrofuran-3,4-diyldiacetate 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 222555-96-6 2,5-anhydro-3,4-di-O-benzyl-D-mannitol 

Downstream Products

• 68774-47-0 (2R,3R,4R,5R)-3,4-dihydroxy-2,5-di(trityloxymethyl)tetrahydrofuran 
• 84447-05-2 2,5-anhydro-1,6-di-O-tosyl-D-mannitol 
• 219749-84-5 1,3,4,6-tetra-O-(4-benzyloxybenzoyl)-2,5-anhydro-D-mannitol 
• 86363-73-7 (2R,3S,4S,5R)-3,4-dihydroxy(tetrahydrofuran-2,5-diyl)bis(methylene) dibenzoate 
• 302790-71-2 1,3,6-tri-O-benzoyl-2,5-anhydro-D-mannitol 
• 666825-71-4 1,6-di-O-(tert-butyldiphenylsilyl)-2,5-anhydro-D-mannitol 
• 117467-65-9 1,3,4,6-Tetra-O-benzyl-2,5-anhydro-D-mannitol 
• 121635-46-9 2,5-anhydro-3,4-di-O-benzoyl-D-mannitol 
• 84446-96-8 3,4,6-tri-O-acetyl-2,5-anhydro-1-O-trityl-D-mannitol 
• 79736-61-1 3-O-acetyl-2,5-anhydro-D-mannitol 1,4,6-tris(diphenylphosphate) 
• 79726-80-0 3,4-di-O-acetyl-2,5-anhydro-D-mannitol 1,6-bis(diphenylphosphate) 
• 84447-06-3 3,4-di-O-acetyl-2,5-anhydro-1,6-di-O-(p-tolylsulfonyl)-D-mannitol 
• 84447-07-4 3,4,6-tri-O-acetyl-2,5-anhydro-1-O-tosyl-D-mannitol 
• 91383-05-0 2,5-anhydro-1,6-di-O-benzoyl-D-iditol 

Relevant articles and documents

STRUCTURAL ANALYSIS OF THE CARBOHYDRATE MOIETIES OF GLYCOPROTEINS BY REGIOSPECIFIC DEGRADATION AND LIQUID CHROMATOGRAPHY

The reaction sequence of hydrazinolysis, nitrosation, and reduction, followed by liquid chromatography (l.c.) has been studied as a method for the routine structural analysis of theasparagine-bound oligosaccharides of glycoproteins.Glycopeptides derived from IgM and ovalbumin by proteolysis were used as test materials.The hydrazinium sulphate-catalysed hydrazinolysis was superior to the longer uncatalysed reaction, in that there was less non-specific degradation and a higher degree of N-deacetylation.The nitrosation products were reduced in situ with sodium cyanoborohydride, and the l.c. analysis required 20 min for the fractionation of oligosaccharides up to decasaccharide.The l.c. profile is characteristic of the structure of the carbohydrate unit. the analytical l.c. column may also be used to isolate oligosaccharide fractions in quantities of several hundred micrograms.

Kinetic analyses of intramolecular dehydration of hexitols in high-temperature water

Intramolecular dehydration of the biomass-derived hexitols D-sorbitol, D-mannitol, and galactitol was investigated. These reactions were performed in high-temperature water at 523–573 K without added acid catalyst. The rate constants for the dehydration steps in the reaction networks were determined at various reaction temperatures, and the activation energies and pre-exponential factors were calculated from Arrhenius plots. The yield of each product was estimated as a function of reaction time and temperature using the calculated rate constants and activation energies. The maximum yield of each product from the dehydration reactions was predicted over a range of reaction time and temperature, allowing the selective production of these important platform chemicals.

Sugar-based novel chiral macrocycles for inclusion applications and chiral recognition

A convergent template assisted synthesis of sugar-based chiral macrocycles has been achieved. The host-guest inclusion studies have revealed significant interactions of the synthesized macrocycle with primary over secondary ammonium salt. The chiral macrocyle also discriminates between D- and L-phenylalanine methyl ester hydrochlorides as revealed by 1H NMR spectral studies on the mixture of the host and the guest molecules.