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D4641

Sigma-Aldrich

n-Dodecyl β-D-maltoside

≥98% (GC)

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Synonym(s):
DDM, Lauryl-β-D-maltoside
Empirical Formula (Hill Notation):
C24H46O11
CAS Number:
69227-93-6
Molecular Weight:
510.62
Beilstein:
55318
MDL number:
MFCD00043012
eCl@ss:
32190102
PubChem Substance ID:
24893890
NACRES:
NA.25

biological source

corn

Quality Level

200

description

non-ionic

Assay

≥98% (GC)

form

powder

mol wt

micellar avg mol wt 50,000

aggregation number

98

technique(s)

protein quantification: suitable

impurities

<1.5% water (Karl Fischer)

CMC

0.15 mM (20-25°C)

mp

224-226 °C (lit.)

solubility

water: 50 mg/mL, clear to very slightly hazy, colorless

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O

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

InChI key

NLEBIOOXCVAHBD-QKMCSOCLSA-N

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General description

N-dodecyl-β-D-maltoside, also known as Lauryl Maltoside, stands as a non-ionic surfactant and derivative of pyrene (Py). Functioning as an alkyl maltopyranoside detergent, it excels particularly in the solubilization and crystallization of membrane proteins, making it a crucial tool in cell biology and biochemical research. Its unique capability arises from its adeptness at forming micelles that mimic the membrane environment, thereby preserving the α-helical structures and native conformations of membrane-associated proteins.

In addition to its primary function, N-dodecyl-β-D-maltoside has diverse applications, including the purification and stabilization of RNA polymerase, the detection of protein-lipid interactions, and serving as a substrate for glucosyl and xylosyl transfer by glycogenin. Its mild and non-denaturing properties have further led to its utilization in protein-anesthetic studies. Overall, N-dodecyl-β-D-maltoside emerges as a versatile detergent with a broad range of applications in membrane protein research and beyond. Its pivotal role in preserving protein structure and function establishes it as an indispensable tool for exploring the intricacies of membrane biology.

Application

Non-ionic detergent for the stabilization and activation of enzymes and for membrane research.
n-Dodecyl β-D-maltoside has been used in a study to assess the mapping of unfolding states of integral helical membrane proteins by GPS-NMR and scattering techniques.

Features and Benefits

  • Highly versatile surfactant for your cell biology and biochemical research
  • Suitable for protein quantification

Other Notes

For additional information on our range of Biochemicals, please complete this form.

comparable product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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Kenneth P Watkins et al.
The Plant journal : for cell and molecular biology, 102(2), 369-382 (2019-12-04)
Synthesis of the D1 reaction center protein of Photosystem II is dynamically regulated in response to environmental and developmental cues. In chloroplasts, much of this regulation occurs at the post-transcriptional level, but the proteins responsible are largely unknown. To discover
Ryutaro Tokutsu et al.
The Journal of biological chemistry, 287(37), 31574-31581 (2012-07-18)
Photosystem II (PSII) is a multiprotein complex that splits water and initiates electron transfer in photosynthesis. The central part of PSII, the PSII core, is surrounded by light-harvesting complex II proteins (LHCIIs). In higher plants, two or three LHCII trimers
Signe Beck Petersen et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 47(4), 701-712 (2012-09-07)
Alkylmaltosides are a class of non-ionic surfactant currently in clinical trials to improve nasal permeation of peptide drugs, however few studies have detailed their potential effects on intestinal permeation enhancement. Tetradecyl maltoside (TDM, C(14)), was examined in Caco-2 monolayers and
Ka Young Chung et al.
The Journal of biological chemistry, 287(43), 36305-36311 (2012-08-16)
The G protein-coupled β(2)-adrenoreceptor (β(2)AR) signals through the heterotrimeric G proteins G(s) and G(i) and β-arrestin. As such, the energy landscape of β(2)AR-excited state conformers is expected to be complex. Upon tagging Cys-265 of β(2)AR with a trifluoromethyl probe, (19)F
Antonello Calcutta et al.
Biochimica et biophysica acta, 1818(9), 2290-2301 (2012-04-25)
Membrane proteins are vital for biological function, and their action is governed by structural properties critically depending on their interactions with the membranes. This has motivated considerable interest in studies of membrane protein folding and unfolding. Here the structural changes
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