Methyl-β-cyclodextrin (Methyl-beta-cyclodextrin)
(Synonyms: 甲基-β-环糊精; Methyl-beta-cyclodextrin) 目录号 : GC32697
A randomly methylated form of β-cyclodextrin
Cas No.:128446-36-6
Sample solution is provided at 25 µL, 10mM.
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Related Biological Data
MβCD treatment reduces the cholesterol concentration of late endosomes. N2a cells were pretreated with ETOH or 24HC, and then MβCD was added. After 4h incubation, cells were fixed and stained with filipin (cyan) and Rab7 (red). White boxes indicate the magnified sections of the images.
N2a cells were pretreated with ETOH or 24HC (5µM) for 12h, and then MβCD (2mM) (GLPbio, USA) was added.
Redox Biology (2023): 102769. PMID: 37285742 IF: 10.7865 -
Related Biological Data
Confocal micrographs of MAC-T cells pretreated with or without indicated inhibitors, followed by 2h of incubation with 20μg/mL DiO-labeled S. aureus EVs.
Endocytosis inhibitors cyto D, MβCD, and dynasore were purchased from Glpbio (United States) and used at a final concentration of 2.5μM, 4mM, and 40μM, respectively.
Microbiological Research (2023): 127421. PMID: 37267814 IF: 5.0698
Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
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Cell experiment: |
PEL cells are incubated in triplicate in a 96-well microculture plate in the presence of different concentrations of methyl-β-cyclodextrin (0-10 mM) in a final volume of 0.1 mL for 24 h at 37°C. Subsequently, MTT (0.5 mg/mL final concentration) is added to each well. After 3 h of additional incubation, 100 μL of a 0.04 N HCl is added to dissolve the crystals. Absorption values at 570 nm are determined[1]. |
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Animal experiment: |
Mice: Female NRJ mice are intraperitoneally inoculated with BCBL-1 cells suspended in PBS. The mice are then treated with intraperitoneal injections of PBS or methyl-β-cyclodextrin (500 mg/kg per day). Tumor burdens are evaluated by measuring body weights and ascites[1]. |
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References: [1]. Mundhara N, et al. Methyl-β-cyclodextrin, an actin depolymerizer augments the antiproliferative potential of microtubule-targeting agents. Sci Rep. 2019 May 21;9(1):7638. |
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Methyl-β-cyclodextrin is a randomly methylated form of the cyclic oligosaccharide β-cyclodextrin .1 Methyl-β-cyclodextrin contains seven D-(+)-glucopyranose units that contain randomized hydrogen or methyl groups. Methyl-β-cyclodextrin has been used to improve the aqueous solubility of various compounds and to extract cholesterol from lipid membranes.1,2 Methyl-β-cyclodextrin (5 mM) reduces α-synuclein levels in the membrane and detergent-insoluble fractions from B103 neuroblastoma cells transfected with human α-synuclein.3 It also reduces α-synuclein levels in mouse brain in a transgenic model of α-synucleinopathy.
甲基-β-环糊精是环糊精β的随机甲基化形式。1甲基-β-环糊精含有七个D-(+)-葡萄糖吡喃糖单元，其中包含随机的氢或甲基基团。甲基-β-环糊精已被用于改善各种化合物的水溶性，并从脂质膜中提取胆固醇。1,2甲基-β-环糊精（5 mM）可以降低人类α-突触核蛋白在B103神经母细胞转染体的膜和洗涤剂不溶性部分中的水平。3它还可以降低转基因α-突触核蛋白病模型小鼠大脑中α-突触核蛋白的水平。
1.Katageri, A.R., and Sheikh, M.A.Cyclodextrin a gift to pharmaceutical world reviewInt. Res. J. Pharm.3(1)52-56(2012) 2.Besenicar, M.P., Bavdek, A., Kladnik, A., et al.Kinetics of cholesterol extraction from lipid membranes by methyl-β-cyclodextrin--a surface plasmon resonance approachBiochim. Biophys. Acta1778(1)175-184(2008) 3.Bar-On, P., Rockenstein, E., Adame, A., et al.Effects of the cholesterol-lowering compound methyl-β-cyclodextrin in models of α-synucleinopathyJ. Neurochem.98(4)1032-1045(2006)
| Cas No. | 128446-36-6 | SDF | |
| 别名 | 甲基-β-环糊精; Methyl-beta-cyclodextrin | ||
| Canonical SMILES | CO[C@@H]1[C@H](O[R])[C@H](O[R])[C@@H](C)C(CO[R])O1.[7].[R=H or -CH3] | ||
| 分子式 | 分子量 | 1310(Average) | |
| 溶解度 | DMSO : ≥ 100 mg/mL;Water : ≥ 50 mg/mL | 储存条件 | Store at 4°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 | 0.7634 mL | 3.8168 mL | 7.6336 mL |
| 5 mM | 0.1527 mL | 0.7634 mL | 1.5267 mL |
| 10 mM | 0.0763 mL | 0.3817 mL | 0.7634 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。
Cholesterol depletion using Methyl-β-cyclodextrin
Methods Mol Biol 2015;1232:91-102.PMID:25331130DOI:10.1007/978-1-4939-1752-5_8.
Cholesterol is an essential component of mammalian cells. It is the major lipid constituent of the plasma membrane and is also abundant in most other organelle membranes. In the plasma membrane cholesterol plays critical physical roles in the maintenance of membrane fluidity and membrane permeability. It is also important for membrane trafficking, cell signalling, and lipid as well as protein sorting. Cholesterol is essential for the formation of liquid ordered domains in model membranes, which in cells are known as lipid nanodomains or lipid rafts. Cholesterol depletion is widely used to study the role of cholesterol in cellular processes and can be performed over days using inhibitors of its synthesis or acutely over minutes using chemical reagents. Acute cholesterol depletion by Methyl-β-cyclodextrin (MBCD) is the most widely used method and here we describe how it should be performed to avoid the common side-effect cell death.
Caveolar disruption with Methyl-β-cyclodextrin causes endothelium-dependent contractions in Wistar rat carotid arteries
Environ Sci Pollut Res Int 2022 Sep;29(42):63071-63080.PMID:35445923DOI:10.1007/s11356-022-20226-w.
Caveolae are organizing centers for cellular signal transduction in endothelial cells (ED) and smooth muscle cells (SMCs) in the blood vessels. Myography was used to investigate the effects of a caveolar disruption using Methyl-β-cyclodextrin (MBCD) on maxi-K channels in rat carotid arteries. Incubation of carotid segments with MBCD augmented contractions in response to BaK (chemical channel agonist) but not those induced by depolarizing high potassium physiological saline (KPSS). In contrast, incubation with cholesterol-saturated MBCD (Ch-MBCD) abolished the effects of MBCD. Mechanical removal of endothelial cells by MBCD triggered a small contraction in response to BaK. Incubation with nitroarginine methyl ester (L-NAME) inhibited nitric oxide (NO) release, causing increased contractions in response to BaK, and this effect was reversed by pretreatment with MBCD. These results suggest that MBCD inhibits endothelial NO release. Contrastingly, inhibition of maxi-K channels with iberiotoxin enhanced contractions in response to BaK. Likewise, L-NAME decreased the contractile effect of iberiotoxin, as in the ED-denuded arteries. Transmission electron microscopy (TEM) showed the presence and absence of caveolae in intact blood vessels before and after MBCD treatment, respectively, whereas histology confirmed ED removal after the treatment. Caveolar disruption using MBCD impairs ED-dependent relaxation by inhibiting the release of NO from the ED and altered the contractility of SMCs independent of the ED due to reduced contribution of maxi-K channels to the SMC membrane potential, causing depolarization and increasing carotid artery contraction. These findings might help to understand the physiological role of the maxi-K channels in rat carotid arteries.
Methyl-β-cyclodextrin modulates thapsigargin-induced store-dependent Ca2+ entry in macrophages
Dokl Biochem Biophys 2017 Mar;473(1):88-90.PMID:28510132DOI:10.1134/S1607672917020028.
Using Fura-2AM microfluorimetry, we have shown for the first time that preincubation of macrophages with Methyl-β-cyclodextrin, inducing cholesterol extraction from membranes and raft disruption, leads to significant inhibition of thapsigargin-induced store-dependent Ca2+ entry in rat peritoneal macrophages. In contrast, macrophage treatment with Methyl-β-cyclodextrin after Ca2+ entry mechanisms were activated by store depletion by thapsigargin application leads to potentiation of subsequent store-dependent Ca2+ entry. The results suggest that intact lipid rafts are necessary for the activation but not the maintenance of store-dependent Ca2+ entry in macrophages.
Formononetin/Methyl-β-cyclodextrin inclusion complex incorporated into electrospun polyvinyl-alcohol nanofibers: Enhanced water solubility and oral fast-dissolving property
Int J Pharm 2021 Jun 15;603:120696.PMID:33984451DOI:10.1016/j.ijpharm.2021.120696.
Improving solubility and administration route of isoflavone formononetin (FMN) are critical factors to improve its bioavailability in the oral cavity. This study fabricated fast-dissolving nanofibers containing FMN/Methyl-β-cyclodextrin (FMN/Me-β-CD) inclusion complex. The solubility of FMN could be increased by approximately 50 times at 20 mM aqueous Me-β-CD. Interactions and thermodynamic parameters of the host-guest inclusion complex were studied by a fluorescence quenching method. The structure and mechanisms of the complex were further studied by molecular docking and molecular dynamics. Finally, polyvinyl-alcohol (PVA) nanofibrous webs containing the FMN/Me-β-CD inclusion complex were fabricated by electrospinning. The dissolution test demonstrated that the FMN/Me-β-CD/PVA nanofibers can be dissolved in artificial saliva within approximately 2 s. This study shows the potential of Me-β-CD inclusion and electrospinning to improve solubility and administration route of isoflavones.
Methyl-β-cyclodextrin and coronatine as new elicitors of tropane alkaloid biosynthesis in Atropa acuminata and Atropa belladonna hairy root cultures
Physiol Plant 2021 Aug;172(4):2098-2111.PMID:33942310DOI:10.1111/ppl.13444.
Hyoscyamine (HYO) and scopolamine (SCO) are tropane alkaloids acting as anticholinergic factors on the parasympathetic nervous system in humans and are produced by Solanaceous plants. Two strains of Agrobacterium rhizogenes, A4 and LBA9402, were used to infect Atropa acuminata Royle ex Miers and Atropa belladonna L. leaf explants. A. acuminata was inoculated either by direct infection or sonicated-assisted A. rhizogenes-mediated transformation (SAAT) was performed. A. belladonna was inoculated with the A4 strain using a direct method. The selected hairy root lines of both species were elicited with 50 mM Methyl-β-cyclodextrin (β-CD), 0.5 μM coronatine (Cor) or 50 mM β-CD + 0.5 μM Cor on Day 14 of culture. The elicitor effect on growth and HYO and SCO content was analyzed after one (T1) and two (T2) weeks of treatment. In A. acuminata explants, the highest transformation percentage (T%) was obtained with strain A4 and the SAAT method (T%: 96.43). Cor significantly reduced the growth of A. acuminata hairy roots (fresh weight and dry weight [DW]: 2.52 and 0.3 g, respectively), whereas β-CD increased their DW (0.4 g). Also, the combined β-CD + Cor treatment had a positive significant effect on the DW of A. belladonna hairy roots (0.41 g). In A. acuminata hairy roots, the HYO level was lower under Cor treatment than in the control at both sampling times. In contrast, the SCO content was increased 10-fold by Cor elicitation at T1 compared to the control (10.95 mg g-1 DW) and was also positively affected by β-CD + Cor. In A. belladonna hairy roots, all the elicitors had a negative effect on both HYO and SCO production. This report is the first assessment of the effect of β-CD and Cor elicitors on tropane alkaloid production.