Vaccine Lab / Alfa Chemistry
Dodecyl-beta-D-maltoside

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Dodecyl-beta-D-maltoside

Catalog Number ACM69227936-2
CAS 69227-93-6
Structure
Synonyms Beta-D-Glucopyranoside, dodecyl 4-O-alpha-D-glucopyranosyl-;Dodecyl maltoside;Lauryl maltoside
IUPAC Name (2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-dodecoxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular Weight 510.62
Molecular Formula C24H46O11
Canonical SMILES CCCCCCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O
InChI NLEBIOOXCVAHBD-QKMCSOCLSA-N
InChI Key InChI=1S/C24H46O11/c1-2-3-4-5-6-7-8-9-10-11-12-32-23-21(31)19(29)22(16(14-26)34-23)35-24-20(30)18(28)17(27)15(13-25)33-24/h15-31H,2-14H2,1H3/t15-,16-,17-,18+,19-,20-,21-,22-,23-,24-/m1/s1
Melting Point 224-226 °C(lit.)
Purity 98%+
Density 1.28±0.1g/ml
Complexity 554
Covalently-Bonded Unit Count 1
Defined Atom Stereocenter Count 10
Exact Mass 510.30401228
Heavy Atom Count 35
Hydrogen Bond Acceptor Count 11
Hydrogen Bond Donor Count 7
Isomeric SMILES CCCCCCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O
Monoisotopic Mass 510.30401228
Physical State Solid/Liquid
Rotatable Bond Count 16
Topological Polar Surface Area 179 Ų
Knowledge & Learning Case Study Q&A

n-Dodecyl β-d-Maltoside and Lysozyme Interaction

Interaction of biocompatible sugar based surfactant n-dodecyl β-d-maltoside with lysozyme Ali MS, et al. Journal of Molecular Liquids, 2015, 209, 662-668.

n-Dodecyl β-d-maltoside (C12G2) has the ability to interact with lysozyme, leading to conformational changes and partial unfolding of the protein. The findings suggest that while the tertiary structure of lysozyme is altered, the protein largely maintains its α-helical nature, with an observable increase in complex size due to the interaction with C12G2.
Complex Formation: The absorption spectra revealed that lysozyme forms a complex with C12G2. This interaction was further confirmed through surface tension measurements, where the complex exhibited surface activity. Key interfacial properties such as surface pressure at the critical micelle concentration (πcmc), maximum surface excess (Γmax), and minimum surface area per molecule (Amin) were determined.
Protein Unfolding: Fluorescence studies, including intrinsic and synchronous measurements, indicated a hyperchromic shift, suggesting that the protein's fluorophores became more exposed upon interaction with C12G2. This exposure is a sign of partial unfolding of lysozyme.
Conformational Changes: Circular dichroism (CD) and Fourier-transform infrared (FTIR) spectroscopy further demonstrated that C12G2 induces partial unfolding in lysozyme, specifically affecting its α-helical structure. Despite these changes, lysozyme retained a predominantly α-helical conformation.
Size Increase: Dynamic light scattering (DLS) measurements confirmed that the size of the lysozyme-C12G2 complex increased, aligning with the partial unfolding observed in spectroscopic studies.

What is the CAS number for Dodecyl-beta-D-maltoside?

The CAS number for Dodecyl-beta-D-maltoside is 69227-93-6.

What are the synonyms for Dodecyl-beta-D-maltoside?

The synonyms for Dodecyl-beta-D-maltoside are Beta-D-Glucopyranoside, dodecyl 4-O-alpha-D-glucopyranosyl-, Dodecyl maltoside, and Lauryl maltoside.

What is the molecular weight of Dodecyl-beta-D-maltoside?

The molecular weight of Dodecyl-beta-D-maltoside is 510.62.

Can you provide the IUPAC Name for Dodecyl-beta-D-maltoside?

The IUPAC name for Dodecyl-beta-D-maltoside is (2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-dodecoxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol.

What is the molecular formula of Dodecyl-beta-D-maltoside?

The molecular formula of Dodecyl-beta-D-maltoside is C24H46O11.

What is the physical state of Dodecyl-beta-D-maltoside?

Dodecyl-beta-D-maltoside can exist in both solid and liquid states.

What is the melting point of Dodecyl-beta-D-maltoside?

The melting point of Dodecyl-beta-D-maltoside is 224-226°C (lit.).

What is the typical purity of Dodecyl-beta-D-maltoside?

The typical purity of Dodecyl-beta-D-maltoside is 98%+.

What is the density of Dodecyl-beta-D-maltoside?

The density of Dodecyl-beta-D-maltoside is 1.28±0.1g/ml.

What are the typical applications of Dodecyl-beta-D-maltoside?

Dodecyl-beta-D-maltoside is used as a cleansing agent and can be found in household cleaning products, food products, industrial cleaning agents, and textiles. It is particularly effective in environments with high alkali content.

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