n-Dodecyl-β-D-maltoside
(Synonyms: 十二烷基-β-D-麦芽糖苷) 目录号 : GC44357
A non-ionic detergent
Cas No.:69227-93-6
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
| Cell experiment [1]: | |
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Cell lines |
Organ Culture of Porcine Jejunal Mucosa |
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Preparation Method |
The dishes were placed in an incubator kept at 37 °C, and after 15 min of preincubation, reagents were added to the RPMI medium at the following concentrations: NaC and n-Dodecyl-β-D-maltoside (2 mM or 10 mM), LY (0.5 mg/mL), FM dye (10 µg/mL), and TRD (50 µg/mL). The explants were cultured in the presence of the reagents for 1 h in the dark, and after culture they were carefully rinsed in fresh RPMI medium and immersed in a fixative overnight at 4 °C. |
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Reaction Conditions |
2 mM or 10 mM; for 1 h in the dark |
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Applications |
Exposure to either NaC or n-Dodecyl-β-D-maltoside at a concentration of 2 mM for 1 h caused no gross overall deterioration of the mucosal morphology. In contrast, at a concentration of 10 mM, both PEs caused extensive denudation at the tip of the villi, which are the most exposed and sensitive areas of the mucosal epithelium. |
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References: [1]. Danielsen EM, et al. Probing the Action of Permeation Enhancers Sodium Cholate and N-dodecyl-β-D-maltoside in a Porcine Jejunal Mucosal Explant System. Pharmaceutics. 2018 Oct 2;10(4):172. |
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n-Dodecyl β-D-maltoside, as a non-ionic detergent, has mild and non-denaturing properties used for during protein-anesthetic studies.[1]
In vitro, n-Dodecyl β-D-maltoside specifically interacts with HSA with Kd of 40 μM with a lower affinity than SDS with Kd of 2 μM. [1] In vitro efficacy test it shown that the magnitude of interactions between n-dodecyl-beta-D-maltoside and other surfactants followed the order anionic/nonionic > cationic/nonionic > nonionic/nonionic mixtures. In addition, electrolyte reduced synergism between n-dodecyl-beta-D-maltoside and ionic surfactant due to charge neutralization.[2] In vitro, after exposure to 2 mM n-Dodecyl β-D-maltoside, enterocytes were also generally well preserved, n-Dodecyl β-D-maltoside caused a obvious shortening of the microvilli of villus enterocytes compared with NaC.[3]
References:
[1]Xu L, et al. n-Dodecyl β-D-maltoside specifically competes with general anesthetics for anesthetic binding sites. J Biomol Struct Dyn. 2014;32(11):1833-40.
[2]Zhang R, et al. Study of mixtures of n-dodecyl-beta-D-maltoside with anionic, cationic, and nonionic surfactant in aqueous solutions using surface tension and fluorescence techniques. J Colloid Interface Sci. 2004 Oct 15;278(2):453-60.?
[3]Danielsen EM, et al. Probing the Action of Permeation Enhancers Sodium Cholate and N-dodecyl-β-D-maltoside in a Porcine Jejunal Mucosal Explant System. Pharmaceutics. 2018 Oct 2;10(4):172.?
n-Dodecyl β-D-maltoside 作为一种非离子洗涤剂，具有温和和非变性的特性，可用于蛋白质麻醉研究。[1]
在体外，正十二烷基 β-D-麦芽糖苷与 HSA 特异性相互作用，Kd 为 40 μM，亲和力低于 SDS，Kd 为 2 μM。 [1] 体外药效试验表明正十二烷基-β-D-麦芽糖苷与其他表面活性剂相互作用的大小顺序为阴离子/非离子>阳离子/非离子 >非离子/非离子混合物。此外，由于电荷中和，电解质降低了正十二烷基-β-D-麦芽糖苷和离子表面活性剂之间的协同作用。[2] 在体外，暴露于 2 mM 正十二烷基 β-D-麦芽糖苷后，肠细胞也普遍保存完好，与NaC相比，正十二烷基β-D-麦芽糖苷导致绒毛肠细胞的微绒毛明显缩短。[3]
| Cas No. | 69227-93-6 | SDF | |
| 别名 | 十二烷基-β-D-麦芽糖苷 | ||
| Canonical SMILES | OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@](O[C@H]2[C@H](O)[C@@H](O)[C@H](OCCCCCCCCCCCC)O[C@@H]2CO)([H])O1 | ||
| 分子式 | C24H46O11 | 分子量 | 510.6 |
| 溶解度 | DMF: 20 mg/ml,DMSO: 10 mg/ml,Ethanol: 10 mg/ml,PBS (pH 7.2): 2 mg/ml | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 1.9585 mL | 9.7924 mL | 19.5848 mL |
| 5 mM | 0.3917 mL | 1.9585 mL | 3.917 mL |
| 10 mM | 0.1958 mL | 0.9792 mL | 1.9585 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Comparison of the α and β isomeric forms of the detergent n-dodecyl-beta-D-maltoside for solubilizing photosynthetic complexes from pea thylakoid membranes
Biochim Biophys Acta2012 Aug;1817(8):1506-15.PMID: 22079201DOI: 10.1016/j.bbabio.2011.11.001
Mild non-ionic detergents are indispensable in the isolation of intact integral membrane proteins and protein-complexes from biological membranes. Dodecylmaltoside (DM) belongs to this class of detergents being a glucoside-based surfactant with a bulky hydrophilic head group composed of two sugar rings and a non-charged alkyl glycoside chain. Two isomers of this molecule exist, differing only in the configuration of the alkyl chain around the anomeric center of the carbohydrate head group, axial in α-DM and equatorial in β-DM. In this paper, we have investigated the solubilizing properties of α-DM and β-DM on the isolation of photosynthetic complexes from pea thylakoids membranes maintaining their native architecture of stacked grana and stroma lamellae. Exposure of these stacked thylakoids to a single step treatment with increasing concentrations (5-100mM) of α-DM or β-DM resulted in a quick partial or complete solubilization of the membranes. Regardless of the isomeric form used: 1) at the lowest DM concentrations only a partial solubilization of thylakoids was achieved, giving rise to the release of mainly small protein complexes mixed with membrane fragments enriched in PSI from stroma lamellae; 2) at concentrations above 30mM a complete solubilization occurred with the further release of high molecular weight protein complexes identified as dimeric PSII, PSI-LHCI and PSII-LHCII supercomplexes. However, at concentrations of detergent which fully solubilized the thylakoids, the α and β isomeric forms of DM exerted a somewhat different solubilizing effect on the membranes: higher abundance of larger sized PSII-LHCII supercomplexes retaining a higher proportion of LHCII and lower amounts of PSI-LHCI intermediates were observed in α-DM treated membranes, reflecting the mildness of α-DM compared with its isomer. This article is part of a Special Issue entitled: Photosynthesis Research for Sustainability: from Natural to Artificial.
Accessible Mannitol-Based Amphiphiles (MNAs) for Membrane Protein Solubilisation and Stabilisation
Chemistry2016 May 17;22(21):7068-73.PMID: 27072057DOI: 10.1002/chem.201600533
Integral membrane proteins are amphipathic molecules crucial for all cellular life. The structural study of these macromolecules starts with protein extraction from the native membranes, followed by purification and crystallisation. Detergents are essential tools for these processes, but detergent-solubilised membrane proteins often denature and aggregate, resulting in loss of both structure and function. In this study, a novel class of agents, designated mannitol-based amphiphiles (MNAs), were prepared and characterised for their ability to solubilise and stabilise membrane proteins. Some of MNAs conferred enhanced stability to four membrane proteins including a G protein-coupled receptor (GPCR), the β2 adrenergic receptor (β2 AR), compared to both n-dodecyl-beta-D-maltoside (DDM) and the other MNAs. These agents were also better than DDM for electron microscopy analysis of the β2 AR. The ease of preparation together with the enhanced membrane protein stabilisation efficacy demonstrates the value of these agents for future membrane protein research.
Thin liquid film drainage: ionic vs. non-ionic surfactants
J Colloid Interface Sci2010 Mar 15;343(2):584-93.PMID: 20060542DOI: 10.1016/j.jcis.2009.11.065
This paper compares the rate of drainage of thin liquid films (TLF) containing ionic surfactants to that of TLF containing non-ionic surfactants. In essence, the theory of drainage has been developed for films containing non-ionic surfactants, while the validation of the models, based on the theory in the literature, has been performed with experiments on TLF with both, non-ionic and ionic surfactants, usually in the presence of significant background concentrations of electrolyte. Due to the complexity of problem, the dynamic effects on the electrical double layer (EDL) during the film drainage have been ignored for many years in the literature. These effects were finally treated theoretically and the problem solved numerically in a recent work. The new theoretical development however has not yet been validated. In addition, the differences in the kinetics of thinning of TLF with ionic and non-ionic surfactants have not been exposed in the literature until present. This paper is dedicated to revealing these differences. Experiments on kinetics of thinning were conducted with microscopic planar TLF, containing two non-ionic surfactants (tetraethyleneglycol mono-octylether C(8)E(4) and n-dodecyl-beta-D-maltoside C(12)G(2)) and two ionic surfactants (sodium dodecylsulfate SDS and tetrapentylammonium bromide TPeAB). The TLF with non-ionic surfactants drain according to the well-known theories of Scheludko or Radoev-Manev-Ivanov, which confirms their validity. On the contrary, TLFs with ionic surfactants drain in general at significantly slower rate, as compared to the TLF with non-ionic surfactants, when far from equilibrium. When they are close to the equilibrium conditions, the former drain according to the theory developed for TLF with non-ionic surfactants. An analysis of the experimental results, involving the latest achievements in the field is performed, indicating the complex behaviour of the electrical double layer under dynamic conditions.
Crystal structure of the multidrug exporter MexB from Pseudomonas aeruginosa
J Mol Biol2009 May 29;389(1):134-45.PMID: 19361527DOI: 10.1016/j.jmb.2009.04.001
We report here the crystal structure of the Pseudomonas aeruginosa multidrug exporter MexB, an intensively studied member of the resistance-nodulation-cell division family of secondary active transporters, at 3.0 A. MexB forms an asymmetric homotrimer where each subunit adopts a different conformation representing three snapshots of the transport cycle similar to the recently determined structures of its close homologue AcrB from Escherichia coli, so far the sole structurally characterized member of the superfamily. As for AcrB, the conformations of two subunits can be clearly assigned to either the binding step or the extrusion step in the transport process. Unexpectedly, a remarkable conformational shift in the third subunit is observed in MexB, which has potential implications for the assembly of the tripartite MexAB-OprM drug efflux system. Furthermore, an n-dodecyl-beta-D-maltoside molecule was found bound to the internal multidrug-binding cavity, which might indicate that MexB binds and transports detergent molecules as substrates. As the only missing piece of the puzzle in the MexAB-OprM system, the X-ray structure of MexB completes the molecular picture of the major pump mediating intrinsic and acquired multidrug resistance in P. aeruginosa.
Proteomic characterization and three-dimensional electron microscopy study of PSII-LHCII supercomplexes from higher plants
Biochim Biophys Acta2014 Sep;1837(9):1454-62.PMID: 24246636DOI: 10.1016/j.bbabio.2013.11.004
In higher plants a variable number of peripheral LHCII trimers can strongly (S), moderately (M) or loosely (L) associate with the dimeric PSII core (C2) complex via monomeric Lhcb proteins to form PSII-LHCII supercomplexes with different structural organizations. By solubilizing isolated stacked pea thylakoid membranes either with the α or β isomeric forms of the detergent n-dodecyl-beta-D-maltoside, followed by sucrose density ultracentrifugation, we previously showed that PSII-LHCII supercomplexes of types C2S2M2 and C2S2, respectively, can be isolated [S. Barera et al., Phil. Trans. R Soc. B 67 (2012) 3389-3399]. Here we analysed their protein composition by applying extensive bottom-up and top-down mass spectrometry on the two forms of the isolated supercomplexes. In this way, we revealed the presence of the antenna proteins Lhcb3 and Lhcb6 and of the extrinsic polypeptides PsbP, PsbQ and PsbR exclusively in the C2S2M2 supercomplex. Other proteins of the PSII core complex, common to the C2S2M2 and C2S2 supercomplexes, including the low molecular mass subunits, were also detected and characterized. To complement the proteomic study with structural information, we performed negative stain transmission electron microscopy and single particle analysis on the PSII-LHCII supercomplexes isolated from pea thylakoid membranes solubilized with n-dodecyl-α-D-maltoside. We observed the C2S2M2 supercomplex in its intact form as the largest PSII complex in our preparations. Its dataset was further analysed in silico, together with that of the second largest identified sub-population, corresponding to its C2S2 subcomplex. In this way, we calculated 3D electron density maps for the C2S2M2 and C2S2 supercomplexes, approaching respectively 30 and 28Å resolution, extended by molecular modelling towards the atomic level. This article is part of a special issue entitled: photosynthesis research for sustainability: keys to produce clean energy.