148565-58-6

Basic information

• Product Name: N-DODECYL-B-D-THIOMALTOPYRANOSIDE, ANAGRADE?
• Synonyms: N-DODECYL-B-D-THIOMALTOPYRANOSIDE, ANAGRADE?;Dodecylb-D-thiomaltopyranoside;Dodecyl β-D-thiomaltopyranoside;n-Dodecyl beta-D-thiomaltopyranoside;n-Dodecyl-β-D-ThioMaltopyranoside;1-S-Dodecyl beta-D-thiomaltopyranoside;Dodecyl 4-O-alpha-D-glucopyranosyl-1-thio-beta-D-glucopyranoside;n-Dodecyl-b-D-thiomaltoside
• CAS NO: 148565-58-6
• Molecular Formula: C24H46O10S
• Molecular Weight: 526.683
• EINECS: 1533716-785-6
• Product Categories: detergent
• Mol File: 148565-58-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-DODECYL-B-D-THIOMALTOPYRANOSIDE, ANAGRADE?(CAS DataBase Reference)
• NIST Chemistry Reference: N-DODECYL-B-D-THIOMALTOPYRANOSIDE, ANAGRADE?(148565-58-6)
• EPA Substance Registry System: N-DODECYL-B-D-THIOMALTOPYRANOSIDE, ANAGRADE?(148565-58-6)

Safety Data

• Hazardous Substances Data: 148565-58-6(Hazardous Substances Data)

Usage

Uses

Used in Cleaning and Detergent Industry:
N-DODECYL-B-D-THIOMALTOPYRANOSIDE, ANAGRADE? is used as a surfactant and detergent for its ability to lower surface tension in water, making it easier to clean and remove dirt and stains from various surfaces. Its effectiveness in forming micelles allows for the efficient emulsification of oils and greases, making it a valuable component in the formulation of cleaning products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, N-DODECYL-B-D-THIOMALTOPYRANOSIDE, ANAGRADE? can be used as an excipient in the formulation of drugs, particularly those that require improved solubility and bioavailability. Its surfactant properties can enhance the dispersion and absorption of active pharmaceutical ingredients, potentially improving the overall efficacy of the medication.
Used in Cosmetics Industry:
N-DODECYL-B-D-THIOMALTOPYRANOSIDE, ANAGRADE? is used as an ingredient in cosmetics for its emulsifying and solubilizing properties. It can help create stable formulations by reducing the interfacial tension between oil and water, allowing for the creation of homogeneous mixtures in skincare and personal care products.
Used in Food Industry:
In the food industry, N-DODECYL-B-D-THIOMALTOPYRANOSIDE, ANAGRADE? may be utilized as an additive to improve the texture, stability, and appearance of certain food products. Its surfactant properties can aid in the emulsification of ingredients, leading to improved mouthfeel and consistency in various applications.
Used in Nanotechnology:
N-DODECYL-B-D-THIOMALTOPYRANOSIDE, ANAGRADE? can be employed in the field of nanotechnology for the development of novel drug delivery systems and targeted therapies. Its ability to form micelles and interact with biological membranes can be harnessed to design nanoparticles for the controlled release of drugs and other therapeutic agents.

Upstream product

• 3616-19-1 1,2,3,6,2',3',4',6'-octa-O-acetylmaltose 
• 20764-63-0 β-cellobioseoctaacetate 
• 112-55-0 1-dodecylthiol 
• 22352-19-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl acetate 

Relevant articles and documents

Highly β-Selective Glycosylation Reactions for the Synthesis of ω-Functionalized Alkyl β-Maltoside as a Co-crystallizing Detergent

Abstract: Methods have been reported for the preparation of ω-functionalized alkyl maltoside and glycoside detergents via a simple and inexpensive synthetic route. The key step was stannic chloride-mediated glycosylation of long-chain alcohols or thiols with maltose octaacetate at 0 or –10°C, respectively, within a very short time (isolated yield 17–44%), which provided more than 98% β-selectivity.

Preparation of S-glycoside surfactants and cysteine thioglycosides using minimally competent Lewis acid catalysis

Here we report a method for the preparation of anomerically pure β-S-glycopyranosides (1,2-trans-glycosides) from the corresponding peracetate donors. S-glycosylation was performed in CHCl3 at reflux in the presence of a catalytic amount of InBr3. Deacylation of the intermediate peracetates were achieved under Zemplén conditions. Five pyranose examples, monosaccharides D-glucose and D-galactose and disaccharides cellobiose, maltose, and lactose, were used as donors, and five thiols including an α/ω dithiol and Fmoc-L-cysteine were used as acceptors. Melting points, high res MS, [α]D and NMR data (1H and 13C, including COSY, HSQC and HMBC) are reported for compounds not previously described.

Thermotropic and lyotropic properties of long chain alkyl glycopyranosides. Part II. Disaccharide headgroups

We have investigated the thermotropic and lyotropic properties of some long chain alkyl glycosides with disaccharide headgroups. The thermotropism was measured with polarising microscopy and additionally the lyotropism with the contact preparation method, Fourier-transform Infrared (FTIR) spectroscopy, X-ray diffraction and small angle neutron scattering. A broad thermotropic as well as lyotropic polymorphism was found. The compounds displayed thermotropic S(A) (lamellar) and cubic phases, and the investigation of the lyotropic phase behaviour led to the observation of inverted bicontinuous cubic V(II) phases, lamellar L(α) phases, normal bicontinuous cubic V(I) phases, normal columnar H(I) phases, normal discontinuous cubic I(I) phases and lyotropic cholesteric phases. The phases are discussed with respect to the chemical structures that have been varied systematically to derive structure-property relationships. (C) 2000 Elsevier Science Ireland Ltd.