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n-Dodecyl-beta-D-maltoside

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n-Dodecyl-beta-D-maltoside Basic information

Product Name:
n-Dodecyl-beta-D-maltoside
Synonyms:
  • N-Dodecyl-b-maltoside
  • Detergent Screening Solution 26/Fluka kit no 66317
  • Dodecyl β-D-maltoside solution
  • Dodecyl-4-O-alpha-d-glucopyranosyl-betaDglucopyranoside
  • N-Dodecyl-Beta-D-Maltoaside
  • 2XYT MEDIUM BROTH E
  • (2R,3R,4S,5S,6R)-2-(((2R,3S,4R,5R,6R)-6-(Dodecyloxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
  • n-Dodecyl-β-D-maltopyranoside 〔n-Dodecyl-β-D-maltoside〕
CAS:
69227-93-6
MF:
C24H46O11
MW:
510.62
EINECS:
614-943-6
Product Categories:
  • detergent
  • Glycon Biochem
Mol File:
69227-93-6.mol
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n-Dodecyl-beta-D-maltoside Chemical Properties

Melting point:
224-226 °C(lit.)
alpha 
47.5 º (c=1, water)
Boiling point:
703.5±60.0 °C(Predicted)
Density 
1.28±0.1 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
DMF: 20 mg/ml
DMSO: 10 mg/ml
Ethanol: 10 mg/mlPBS (pH 7.2): 2 mg/ml
pka
12.82±0.70(Predicted)
form 
Powder
color 
White to off-white
Water Solubility 
soluble
BRN 
55318
Stability:
Stable, but store cool. Incompatible with strong oxidizing agents.
Major Application
(solubilizing, purifying, and stabilizing membrane proteins)
InChIKey
NLEBIOOXCVAHBD-KJPZNAOGNA-N
SMILES
O([C@]1([H])[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@H]1[C@@H]([C@@H](O)[C@H](OCCCCCCCCCCCC)O[C@@H]1CO)O |&1:1,3,4,6,8,13,14,15,17,32,r|
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36/37/39
WGK Germany 
3
3-10
HS Code 
29400090
Storage Class
11 - Combustible Solids

MSDS

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n-Dodecyl-beta-D-maltoside Usage And Synthesis

Chemical Properties

white powder

Uses

N-dodecyl-β-D-maltoside is used as a non-ionic detergent for stabilization and activation of enzymes and for membrane research. It has also been used for the isolation of the mitochondrial cytochrome c oxidize.

Definition

ChEBI: A glycoside resulting from attachment of a dodecyl group to the reducing-end anomeric centre of a beta-maltose molecule.

General Description

Absorbance (10%, H2O, 260 nm): <1.0.

References

[1] PHILIPP ELLINGER. Detergent screening and purification of the human liver ABC transporters BSEP (ABCB11) and MDR3 (ABCB4) expressed in the yeast Pichia pastoris.[J]. PLoS ONE, 2013: e60620. DOI: 10.1371/journal.pone.0060620
[2] SARAH L ROUSE. Dodecyl maltoside protects membrane proteins in vacuo.[J]. Biophysical journal, 2013, 105 3: 648-656. DOI: 10.1016/j.bpj.2013.06.025
[3] KOCH K W. Purification and identification of photoreceptor guanylate cyclase.[J]. The Journal of Biological Chemistry, 1991, 1 1: 8634-8637. DOI: 10.1016/s0021-9258(18)93021-8
[4] BÉATRICE DE FORESTA  Philippe C  Fernando HENAO. Cancellation of the cooperativity of Ca2+ binding to sarcoplasmic reticulum Ca2+-ATPase by the non-ionic detergent dodecylmaltoside[J]. The FEBS journal, 1994, 223 2: 359-369. DOI: 10.1111/j.1432-1033.1994.tb19002.x
[5] G. ZARDENETA P M H. Micelle-assisted protein folding. Denatured rhodanese binding to cardiolipin-containing lauryl maltoside micelles results in slower refolding kinetics but greater enzyme reactivation.[J]. The Journal of Biological Chemistry, 1992, 28 1: 5811-5816. DOI: 10.1016/s0021-9258(18)42625-7
[6] ANNE WALTER. The vesicle-to-micelle transition of phosphatidylcholine vesicles induced by nonionic detergents: effects of sodium chloride, sucrose and urea[J]. Biochimica et biophysica acta. Biomembranes, 2000, 1508 1: Pages 20-33. DOI: 10.1016/s0304-4157(00)00005-8

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