Cholesteryl Acetate
(Synonyms: 胆固醇醋酸酯) 目录号 : GC49026
A cholesterol ester
Cas No.:604-35-3
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >95.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Cholesteryl acetate is a cholesterol ester.1 It has been used as an internal standard for the quantification of cholesterol, as well as cholesterol derivatives, by GC or GLC.2,3 Cholesteryl acetate has also been derivatized from, and used for the quantification of, cholesterol by ESI-MS/MS.4 It has also been used in the manufacturing of liquid crystal displays (LCDs), wrist watches, and thermometers.5
1.Huang, Z., Kawi, S., and Chiew, Y.C.Solubility of cholesterol and its esters in supercritical carbon dioxide with and without cosolventsJ. Supercrit. Fluids30(1)25-39(2004) 2.Jones Owen, V.M., Ho, F.K., Mazzuchin, A., et al.Cholesterol in amniotic fluid, determined by gas chromatographyClin. Chem.22(2)224-226(1976) 3.Gray, G.M., and Yardley, H.J.Lipid compositions of cells isolated from pig, human, and rat epidermisJ. Lipid Res.16(6)434-440(1975) 4.Liebisch, G., Binder, M., Schifferer, R., et al.High throughput quantification of cholesterol and cholesteryl ester by electrospray ionization tandem mass spectrometry (ESI-MS/MS)Biochim. Biophys. Acta176(1)121-128(2006) 5.Vijayakumar, V.N., Rajasekaran, T.R., and Baskar, K.Influence of hydrogen bond on thermal and phase transitions of binary complex liquid crystalsRuss. J. Phys. Chem. A91(13)2578-2584(2017)
| Cas No. | 604-35-3 | SDF | |
| 别名 | 胆固醇醋酸酯 | ||
| Canonical SMILES | C[C@]12C(C[C@@H](OC(C)=O)CC2)=CC[C@]3([H])[C@]1([H])CC[C@@]4(C)[C@@]3([H])CC[C@@]4([C@@H](CCCC(C)C)C)[H] | ||
| 分子式 | C29H48O2 | 分子量 | 428.7 |
| 溶解度 | Chloroform: slightly soluble,Methanol: slightly soluble | 储存条件 | -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 | 2.3326 mL | 11.6632 mL | 23.3263 mL |
| 5 mM | 0.4665 mL | 2.3326 mL | 4.6653 mL |
| 10 mM | 0.2333 mL | 1.1663 mL | 2.3326 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。
Identification of thermal oxidation products of Cholesteryl Acetate
J Chromatogr A 1994 Oct 14;683(1):75-85.PMID:7952017DOI:10.1016/S0021-9673(94)89104-4.
The polar products separated by solid-phase extraction from the peroxidation mixture of Cholesteryl Acetate, were investigated. The oxidation products were identified by comparing GC retention times as well as the mass spectra against those of available or synthesized standards. The main oxidation products where 7 beta-chydroperoxicholesteryl acetate, 7 alpha-hydroperoxicholesteryl acetate, 7-ketocholesteryl acetate, the alpha and beta isomers of 7-hydroxycholesteryl acetate, the alpha- and beta-epoxy isomers in 5,6 position and several derivatives from the loss of groups (especially the acetic and/or hydroxyl groups in the form of acetic acid and water).
Self-assembly and molecular packing in cholesteryl esters at interfaces
J Chem Phys 2017 Jun 7;146(21):214702.PMID:28576087DOI:10.1063/1.4984119.
To understand the self-assembly and molecular packing in cholesteryl esters relevant to biological processes, we have studied them at the air-water and air-solid interfaces. Our phase and thickness studies employing imaging ellipsometry and atomic force microscopy along with surface manometry show that the molecular packing of cholesteryl esters at interfaces can be related to Craven's model of packing, given for bulk. At the air-water interface, following Craven's model, cholesteryl nonanoate and cholesteryl laurate exhibit a fluidic bilayer phase. Interestingly, we find the fluidic bilayer phase of cholesteryl laurate to be unstable and it switches to a crystalline bilayer phase. However, according to Craven, only cholesteryl esters with longer chain lengths starting from cholesteryl tridecanoate should show the crystalline bilayer phase. The thickness behavior of different phases was also studied by transferring the films onto a silicon substrate by using the Langmuir-Blodgett technique. Texture studies show that cholesterol, Cholesteryl Acetate, cholesteryl nonanoate, cholesteryl laurate, and cholesteryl myristate exhibit homogeneous films with large size domains, whereas cholesteryl palmitate and cholesteryl stearate exhibit less homogeneous films with smaller size domains. We suggest that such an assembly of molecules can be related to their molecular structures. Simulation studies may confirm such a relation.
Properties of cholesteryl esters in pure and mixed monolayers
J Lipid Res 1971 Jan;12(1):31-5.PMID:5542702doi
The surface properties of cholesteryl palmitate, stearate, linoleate, linolenate, arachidonate, and acetate were investigated. Long-chain esters were not surface-active and force-area (pi-A) isotherms were not obtained. Unsaturated cholesteryl esters were oxidized at the air-water interface and these oxidized lipids gave expanded pi-A isotherms. Cholesteryl Acetate had an equilibrium spreading pressure of 14.0 dynes/cm and formed a stable monolayer indistinguishable from cholesterol below that surface pressure. Cholesteryl linoleate formed mixed monolayers with surface-active lipids, and the amount of cholesteryl linoleate in the monolayer depended both on its solubility in the other lipid and on the surface pressure. Even at moderate surface pressures cholesteryl linoleate was extruded from the monolayer into a bulk phase. Cholesteryl Acetate exhibited the well-known condensing effect of cholesterol in mixed monolayers with egg lecithin.
The caveolin-binding motif of the pathogen-related yeast protein Pry1, a member of the CAP protein superfamily, is required for in vivo export of Cholesteryl Acetate
J Lipid Res 2014 May;55(5):883-94.PMID:24598142DOI:10.1194/jlr.M047126.
Proteins belonging to the CAP superfamily are present in all kingdoms of life and have been implicated in different physiological processes. Their molecular mode of action, however, is poorly understood. Saccharomyces cerevisiae expresses three members of this superfamily, pathogen-related yeast (Pry)1, -2, and -3. We have recently shown that Pry function is required for the secretion of Cholesteryl Acetate and that Pry proteins bind cholesterol and Cholesteryl Acetate, suggesting that CAP superfamily members may generally act to bind sterols or related small hydrophobic compounds. Here, we analyzed the mode of sterol binding by Pry1. Computational modeling indicates that ligand binding could occur through displacement of a relatively poorly conserved flexible loop, which in some CAP family members displays homology to the caveolin-binding motif. Point mutations within this motif abrogated export of Cholesteryl Acetate but did not affect binding of cholesterol. Mutations of residues located outside the caveolin-binding motif, or mutations in highly conserved putative catalytic residues had no effect on export of Cholesteryl Acetate or on lipid binding. These results indicate that the caveolin-binding motif of Pry1, and possibly of other CAP family members, is crucial for selective lipid binding and that lipid binding may occur through displacement of the loop containing this motif.
Theoretical and vibrational spectroscopic analysis of the CO stretching mode of cholesteryl alkanoates: the particular case of the Cholesteryl Acetate
Spectrochim Acta A Mol Biomol Spectrosc 2005 Nov;62(1-3):547-51.PMID:16099704DOI:10.1016/j.saa.2005.01.027.
Structural and vibrational properties of the CO stretching bond of Cholesteryl Acetate and related steroids are investigated theoretically and by Micro-Raman spectroscopy. In this work, an analysis of the CO stretching mode for the Cholesteryl Acetate is presented. Experimental results in crystalline, isotropic liquid and liquid crystal phases are compared with quantum chemical calculations using semi empirical hamiltonians (AM1 and PM3) and the density functional theory. The calculations were performed on isolated molecules with different conformations as found on previous investigations giving strong evidence of their existence. Calculated frequencies are found to be very close to experiments and suggest the possible existence of the predicted conformers.