85261-20-7

Basic information

• Product Name: MEGA-10
• Synonyms: N-Methyl-N-decanoylglucamine;N-Decanoyl-N-methyl-1-amino-1-deoxy-D-glucitol;|N|-Decanoyl-|N|-methylglucamine (MEGA-10);MEGA-10 50 mM solution;MEGA-10 solution;N-DECANOYL-N-METHYLGLUCAMIDE;N-DECANOYL-N-METHYLGLUCAMINE;N-(D-GLUCITYL)-N-METHYLDECANAMIDE
• CAS NO: 85261-20-7
• Molecular Formula: C17H35NO6
• Molecular Weight: 349.46
• EINECS: 617-695-7
• Mol File: 85261-20-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 91-93 °C
• Boiling Point: 595.8 °C at 760 mmHg
• Flash Point: 314.2 °C
• Appearance: white powder
• Density: 1.155 g/cm³
• Vapor Pressure: 1.11E-16mmHg at 25°C
• Refractive Index: 1.52
• Storage Temp.: 2-8°C
• Solubility: H2O: 10 mg/mL at 20 °C, clear, colorless
• Water Solubility: Soluble in methanol at 50mg/ml. Also soluble in water at 10mg/ml 20 °C
• BRN: 6974359
• CAS DataBase Reference: MEGA-10(CAS DataBase Reference)
• NIST Chemistry Reference: MEGA-10(85261-20-7)
• EPA Substance Registry System: MEGA-10(85261-20-7)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-37/39-36-26
• WGK Germany: 3
• F: 3-9
• Hazardous Substances Data: 85261-20-7(Hazardous Substances Data)

Usage

Uses

Non-ionic detergent for solubilizing membrane proteins

Purification Methods

Possible impurities are decanoic acid and N-methylglycamine. The former is removed by grinding the solid with Et2O and then with pet ether and drying over P2O5. It is twice recrystallised from MeOH/Et2O by dissolving in the minimum volume of MeOH, adding Et2O and drying in a vacuum. To remove the glycamine, the solid (800mg) is dissolved in hot H2O (10mL) and set aside. Mega-10 crystallises as colourless needles. These are filtered off and dried in a vacuum to constant weight. It is a good non-ionic non-hygroscopic detergent with a critical micelle concentration (CMC) of 7.4mM (0.26%) in 0.1M Tris-HCl pH 7.4 at 25o. [Hildreth Biochem J 207 363 1982.]

InChI:InChI=1/C17H35NO6/c1-3-4-5-6-7-8-9-10-15(22)18(2)11-13(20)16(23)17(24)14(21)12-19/h13-14,16-17,19-21,23-24H,3-12H2,1-2H3/t13-,14+,16+,17+/m0/s1

Upstream product

• 334-48-5 1-decanoic acid 
• 6284-40-8 1-deoxy-1-(methylamino)-D-glucitol 
• 112-13-0 n-decanoyl chloride 

Relevant articles and documents

Lipase-catalyzed chemoselective N-acylation of amino-sugar derivatives in hydrophobic solvent: Acid-amine ion-pair effects

Enzymatic N-acylation of N-methyl-glucamine (1-deoxy-1-methylamino-D-glucitol) in hexane using lipase from Rhizomucor miehei (Lipozyme) is described. N-methyl-glucamine was solubilized by oleic acid addition which resulted in the formation of an ion-pair between acid and amine function. This ion-pair, identified by Infra-Red spectroscopy, is essential for amide or ester synthesis. Its stability in hexane was also found to be the limiting factor of reaction yield which never exceeded 50% of acid conversion. The chemoselectivity of the reaction between oleic acid and N-methyl-glucamine towards amide or ester synthesis was under the control of acid/amine ratio. This is the first report showing the key role of substrate ionic state shen operating enzyme catalysis in non-conventional media.

ACOUSTICALLY-ACTIVATED COSMETIC HYDROGELS

A composition that includes an activatable aggregate is described herein. The aggregate has a core and a shell. In some embodiments, when the aggregate is exposed to acoustic energy, the core of the aggregate includes a hydrogel that is capable of absorbing a relatively large amount of water. The core of the aggregate is covalently bound to a shell of linear aliphatic moieties. The aggregate is synthesized to minimize the amount of water in the core, prior to exposure to acoustic energy. Methods of hydrating using the compositions are also provided.