575-64-4

Basic information

• Product Name: mannurono-gamma-lactone
• Synonyms: mannurono-gamma-lactone;D-Mannofuranuronic acid, gamma-lactone min. 98%;D-Mannurono-6,3-lactone, D-Mannuronolactone
• CAS NO: 575-64-4
• Molecular Formula: C₆H₈O₆
• Molecular Weight: 176.12412
• Mol File: 575-64-4.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 488.9 °C at 760 mmHg
• Flash Point: 214.2 °C
• Appearance: /
• Density: 1.904 g/cm³
• Vapor Pressure: 1.31E-11mmHg at 25°C
• Refractive Index: 1.652
• PKA: 11.86±0.60(Predicted)
• CAS DataBase Reference: mannurono-gamma-lactone(CAS DataBase Reference)
• NIST Chemistry Reference: mannurono-gamma-lactone(575-64-4)
• EPA Substance Registry System: mannurono-gamma-lactone(575-64-4)

Safety Data

• Hazardous Substances Data: 575-64-4(Hazardous Substances Data)

Usage

General Description

Mannurono-gamma-lactone, also known as mannuronic acid lactone or MGL, is a chemical compound that is derived from mannuronic acid, a component of alginate, a polysaccharide found in seaweed. MGL is commonly used as an acidulant and flavoring agent in the food industry, where it contributes a sour taste and is often utilized in the production of soft drinks, fruit juices, and dairy products. Additionally, MGL has been studied for its potential health benefits, including its antioxidant and anti-inflammatory properties. It is also investigated for its potential use as a drug delivery system and in tissue engineering applications due to its biocompatibility. Additionally, MGL has been found to have anticancer activity, making it an area of interest for further research in the medical field.

InChI:InChI=1/C6H8O6/c7-1-3-4(12-5(1)9)2(8)6(10)11-3/h1-5,7-9H

Upstream product

• 15397-08-7 D-glycero-D-galacto-heptono-1,4-lactone 
• 69-65-8 mannitol 
• 6635-17-2 1,2,5-tri-O-acetyl-α-D-glucofuranurono-6,3-lactone 
• 489-91-8 D-glucuronic acid 
• 151794-98-8 3,5(R)-O-benzylidene-D-glycero-D-gulo-heptono-1,4-lactone 
• 6556-12-3 D-Glucuronic acid 
• 96236-73-6 sodium 1,2-O-isopropylidene-D-glucuronate 

Downstream Products

• 3067-56-9 D-glucurono-3,6-lactone acetonide 
• 82228-14-6 methyl D-glucopyranuronate 
• 7057-09-2 1,2-O-isopropylidene-5-deoxy-α-D-glucofuranose 
• 124572-48-1 6-O-benzoyl-5-deoxy-1,2-O-isopropylidene-α-D-ribo-hexofuranose 
• 124572-46-9 6-O-benzoyl-5-deoxy-1,2-O-isopropylidene-α-D-xylo-hexofuranose 
• 3067-56-9 1,2-O-isopropylidene-α-L-glucurono-3,6-lactone 
• 150607-94-6 methyl 1,2,3,4-tetra-O-isobutyryl-β-D-glucopyranuronate 
• 1256381-91-5 C₂₁H₃₀Cl₂N₂O₆ 
• 1256382-34-9 C₂₀H₂₈Cl₂N₂O₆ 
• 1256382-19-0 N-hydroxy-4-(4-N',N'-bis(2-chloroethyl)amino)phenylbutylamino-β-D-glucurono-6,3-lactonide 
• 1256382-38-3 C₂₀H₂₇Cl₂N₃O₆ 
• 1256382-24-7 4-(4-N',N'-bis(2-chloroethyl)amino)phenylbutylhydrazido-β-D-glucurono-6,3-lactonide 
• 7355-18-2 (2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 1357156-40-1 methyl 1-O-(2-difluoromethyl-4-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranuronate 

Relevant articles and documents

Current perspectives on microwave-enhanced reactions of monosaccharides promoted by heterogeneous catalysts

Involvement of heterogeneous catalysts as promoters of carbohydrate conversions, in synergy with microwaves as the heating source, is reported. This paper deals with the application of ion-exchange resins, zeolites, clays and metal oxides as convenient mediators for key transformations of carbohydrates. A special emphasis is placed on the use of (doped) mineral supports, in solventless conditions, as clean promoters in combination with microwave dielectric heating.

Three new flavonoid glycosides, byzantionoside B 6′-O-sulfate and xyloglucoside of (Z)-hex-3-en-1-ol from Ruellia patula

Three new flavonoid glycosides, demethoxycentaureidin 7-O- β-D-galacturonopyranoside, pectolinarigenin 7-O- α-L-rhamnopyranosyl- (1?→4″)- β-D-glucopyranoside and 7-O- α-L-rhamnopyranosyl-(1?→4″)- β-D- glucuronopyranoside, a new megastigmane glucoside, byzantionoside B 6′-O-sulfate, and a new (Z)-hex-3-en-1-ol O-β-D-xylopyranosyl- (1″→2′)- β-D-glucopyranoside, were isolated from leaves of Ruellia patula JACQ., together with 12 known compounds, β-sitosterol glucoside, vanilloside, bioside (decaffeoyl verbascoside), acteoside (verbascoside), syringin, benzyl alcohol O- β-D-xylopyranosyl- (1″→2′)- β-D-glucopyranoside, cistanoside E, roseoside, phenethyl alcohol O- β-D-xylopyranosyl-(1″→2′)- β-D-glucopyranoside, (+)-lyoniresinol 3 α-O- β-D- glucopyranoside, isoacteoside and 3,4,5-trimethoxyphenol O- α-L- rhamnopyranosyl-(1″→6′)- β-D-glucopyranoside. Their structures were elucidated by means of spectroscopic analyses.

Large scale synthesis of the acetonides of l-glucuronolactone and of l-glucose: easy access to l-sugar chirons

1,2-O-Isopropylidene-α-l-glucurono-3,6-lactone may be synthesized on a 100-200 g scale from cheaply available d-glucoheptonolactone in an overall yield of 94% in four steps via l-glucuronolactone. Subsequent elaboration to l-glucose, diacetone-l-glucose (1,2:5,6-di-O-isopropylidene-α-l-glucofuranose), and monoacetone-l-glucose (1,2-O-isopropylidene-α-l-glucofuranose) allows easy access to a range of l-sugar chirons.