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850520P

Avanti

n-dodecyl-β-D-maltoside (DDM)

Avanti Polar Lipids

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Synonym(s):
DDM; lauryl maltoside; dodecyl 4-O-α-D-glucopyranosyl-β-D-glucopyranoside
Empirical Formula (Hill Notation):
C24H46O11
CAS Number:
69227-93-6
Molecular Weight:
510.62
UNSPSC Code:
12161902
NACRES:
NA.25

description

n-dodecyl-β-D-maltopyranoside

Assay

>99% (contains <2% alpha isomer, TLC)

form

powder

mol wt

510.62 g/mol

packaging

pkg of 1 × 1 g (850520P-1g)
pkg of 1 × 25 g (850520P-25g)
pkg of 1 × 5 g (850520P-5g)

manufacturer/tradename

Avanti Polar Lipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

OC[C@H]1O[C@@H](OCCCCCCCCCCCC)[C@H](O)[C@@H](O)[C@@H]1O[C@@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2

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

General description

n-dodecyl-β-D-maltoside (DDM) is a sugar-based surfactant.
DDM is the most widely used detergent for the isolation and purification of GPCR′s. In addition, LacY likely favors a higher-energy intermediate periplasmic-open conformation in situ, but collapses to a lower-energy periplasmic-closed conformation in DDM after purification. It is interesting to note that the branched-chain maltoside detergents stabilize LacY in the membrane-embedded form.

Application

n-dodecyl-β-D-maltoside (DDM) has been used to solubilize mitochondrial extracts of fibroblasts to perform one-dimensional blue-native PAGE (BN-PAGE) analysis for assembled oxidative phosphorylation (OXPHOS) complexes.

Biochem/physiol Actions

n-dodecyl-β-D-maltoside (DDM) exhibits biocompatibility and biodegradability. It serves as a facilitator of electron transfer in order to decrease the oxidation potential of 3,4-ethylenedioxythiophene (EDOT). It can also increase the solubility of EDOT in aqueous solution.

Packaging

125 mL Amber Wide Mouth Glass Bottle with Screw Cap (850520P-25g)
20 mL Clear Glass Screw Cap Vial (850520P-1g)
30 mL Amber Wide Mouth Screw Cap Glass Bottle (850520P-5g)

also commonly purchased with this product

Product No.
Description
Pricing

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Truc Do et al.
Nature microbiology, 5(2), 291-303 (2020-01-15)
Bacteria are protected by a polymer of peptidoglycan that serves as an exoskeleton1. In Staphylococcus aureus, the peptidoglycan assembly enzymes relocate during the cell cycle from the periphery, where they are active during growth, to the division site where they
Biallelic mutations in ATP5F1D, which encodes a subunit of ATP synthase, cause a metabolic disorder
Olahova M, et al.
American Journal of Human Genetics, 102(3), 494-504 (2018)
Electrochemical polymerization of 3, 4-ethylenedioxythiophene in aqueous solution containing N-dodecyl-beta-d-maltoside
Zhang S, et al.
European Polymer Journal, 42(1), 149-160 (2006)
Anastasiia Gusach et al.
Nature communications, 10(1), 5573-5573 (2019-12-08)
Cysteinyl leukotriene G protein-coupled receptors CysLT1 and CysLT2 regulate pro-inflammatory responses associated with allergic disorders. While selective inhibition of CysLT1R has been used for treating asthma and associated diseases for over two decades, CysLT2R has recently started to emerge as
Xiaoxu Jiang et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(12), E698-E704 (2012-02-23)
LacY mutant Cys154 → Gly exhibits a periplasmic-closed crystal structure identical to the WT, but is periplasmic-open in the membrane. The mutant hardly catalyzes transport, but binds galactosides from either side of the membrane with the same affinity and is
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