Cholesteryl Stearate
(Synonyms: 胆甾醇硬脂酸酯) 目录号 : GC43263
A cholesterol ester
Cas No.:35602-69-8
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >97.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Cholesteryl stearate is a cholesterol ester. It has been used as an internal standard for the quantification of sterol esters in various plant tissues by quadropole time-of-flight (Q-TOF) MS. Cholesteryl stearate levels are decreased in coronary arteries with atherosclerotic plaques, isolated fatty streaks, and isolated atherosclerotic plaques compared with non-atherosclerotic coronary arteries.
| Cas No. | 35602-69-8 | SDF | |
| 别名 | 胆甾醇硬脂酸酯 | ||
| Canonical SMILES | C[C@]12C(C[C@@H](OC(CCCCCCCCCCCCCCCCC)=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 | C45H80O2 | 分子量 | 653.1 |
| 溶解度 | Chloroform: 10 mg/ml | 储存条件 | Store at RT |
| 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 | 1.5312 mL | 7.6558 mL | 15.3116 mL |
| 5 mM | 0.3062 mL | 1.5312 mL | 3.0623 mL |
| 10 mM | 0.1531 mL | 0.7656 mL | 1.5312 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。
Liquid crystal physical gel formed by Cholesteryl Stearate for light scattering display material
J Colloid Interface Sci 2016 Dec 1;483:41-48.PMID:27552412DOI:10.1016/j.jcis.2016.08.020.
A liquid crystal physical gel was prepared by the self-assembly of Cholesteryl Stearate in a nematic liquid crystal, 4-cyano-4'-pentylbiphenyl. The electro-optical properties were tuned by varying the gelator concentration and the gelation conditions. Polarized optical microscopy revealed that cholesteric Cholesteryl Stearate induced chiral nematic phase in 4-cyano-4'-pentylbiphenyl during the gelation process. As a result, a plate-like gel structure consisting of spherical micropores was formed, as observed by scanning electron microscopy. Electron spin resonance spectroscopy showed that the liquid crystal director orientations in these macrophase-separated structures were massively randomised. For these reasons, the liquid crystal physical gel generated a strong light scattering effect. For 48.0wt% Cholesteryl Stearate gelled 4-cyano-4'-pentylbiphenyl, the turbid appearance could be switched to a transparent state using a 5.0V alternating current. The response time was about 3.7μs. This liquid crystal physical gel has potential for use in light scattering electro-optical displays.
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.
Cholesteryl ester species differently elevate plasma cholesterol in hamsters
J Agric Food Chem 2013 Nov 20;61(46):11041-7.PMID:24151965DOI:10.1021/jf4039293.
This study was to examine the effect of free cholesterol (C) and individual cholesteryl ester (CE) species, namely cholesteryl palmitate (CP), Cholesteryl Stearate (CS), cholesteryl oleate (CO), and cholesteryl linoleate (CL) on plasma total cholesterol (TC), high-density lipoprotein cholesterol (HDL-C), non-HDL-C, and triacylglycerols (TG) in hamsters. Results showed that addition of dietary CE species into diet at 0.1% differently raised plasma TC concentrations, with CO elevating plasma TC to 331 mg/dL, while CS raised plasma TC only to 220 mg/dL. It was found that CS was a poor substrate of pancreatic cholesterol esterase, while CO was a good substrate. The fecal analysis showed CS-fed hamsters had the highest fecal cholesterol concentration, while RT-PCR analysis found CS feeding was associated with down-regulations of intestinal Niemann-Pick C1 like 1 (NPC1L1) and acyl-CoA: cholesterol acyltransferase 2 (ACAT2) as well as microsomal triacylglycerol transport protein (MTP). It was therefore concluded that the plasma cholesterol-raising activity of CE species was partially governed by their hydrolysis rates in the intestine, and the relative low raising activity associated with CS was mediated by down-regulation of intestinal NPC1L1, ACAT2, and MTP.
The Role of Molecular Packing in Dictating the Miscibility of Some Cholesteryl n-Alkanoates at Interfaces
Langmuir 2021 Sep 28;37(38):11203-11211.PMID:34525810DOI:10.1021/acs.langmuir.1c01025.
Cholesteryl n-alkanoates of saturated fatty acids and their mixtures are widely studied in different physical states and also due to their significance in biology. Here, we address the miscibility of some homologues of cholesteryl n-alkanoates at interfaces, which are known to exhibit different (cholesteryl octanoate, ChC8, and Cholesteryl Stearate, ChC18) or the same (cholesteryl nonanoate, ChC9, and cholesteryl laurate, ChC12) molecular packing in bulk. Surface manometry and Brewster angle microscopy studies on ChC8 (cholesteryl-cholesteryl interaction, referred to as m-i packing)/ChC9 (cholesteryl-chain interaction, referred to as m-ii packing) and also on ChC18 (chain-chain interactions, referred to as the crystalline bilayer)/ChC9 mixtures reveal phase separation at the air-water (A-W) interface plausibly due to the difference in the molecular packing. In contrast, ChC12/ChC9 (both m-ii packing) mixtures form a homogeneous phase and exhibit a higher collapse pressure (almost twice) than that of ChC9 indicating higher stability. At the air-solid (A-S) interface, the height profiles extracted from the surface topography images using an atomic force microscope yielded thicknesses of 3.6 ± 0.1 and 5.6 ± 0.1 nm for ChC18/ChC9 mixtures (at 0.66 and 0.5 mole fractions (MF)) corresponding to individual assembly, whereas a uniform thickness of 3.5 ± 0.2 nm is obtained for the case of ChC12/ChC9 mixtures (at 0.2, 0.5, and 0.8 MF) corresponding to m-ii packing. Ellipsometry studies reveal that the desorption temperature increases with the mole fraction of ChC9 and attains a maximum at 406.8 ± 4.8 K for 0.4 MF of ChC9, beyond which it decreases. Raman spectroscopy studies are carried out for ChC12/ChC9 mixtures in the homogeneous phase and in the collapsed state. Here, the dependency of peak positions on different physical states was assessed. Our studies offer new insights into the compatibility of molecular packing influencing the phase behavior and may be of relevance to tear film studies and on the formation of crystals in atherosclerosis.
Self-assembled monolayers of cholesterol and cholesteryl esters on graphite
Langmuir 2014 Jun 17;30(23):6852-7.PMID:24853476DOI:10.1021/la500944t.
The molecular arrangements of self-assembled monolayers (SAMs) of cholesterol, cholesteryl laurate, and Cholesteryl Stearate adsorbed on a graphite surface were studied using scanning tunneling microscopy (STM) at the liquid-solid interface. The STM images of the SAMs showed two-dimensional periodic arrays of bright regions that corresponded to the sterol rings. However, individual sterol rings could not be observed in the bright regions in the STM images of the cholesterol monolayers. Nevertheless, by comparing the STM images and the crystallographic data, it is concluded that the cholesterol molecules are arranged in pairs oriented head-to-head owing to the hydrogen bonds between the hydroxyl groups. These dimers, in turn, are oriented parallel to each other, owing to the interactions between the sterol rings. The STM images of cholesteryl ester monolayers had molecular resolution and showed pairs of cholesteryl ester molecules oriented in an antiparallel manner, with their fatty acid chains located in the central regions. Furthermore, the fatty acid chains of Cholesteryl Stearate were observed to be oriented in the (1120) zigzag direction of the graphite lattice, whereas those of cholesteryl laurate were oriented in the (1010) armchair direction. These observations reveal that the interactions between the fatty acid chains affect the structure of the SAMs. The molecular arrangements also depend on the lengths of the fatty acid chains of the cholesterol esters and hence on the interactions between the alkyl chains and the graphite surface. The self-assembly at the liquid-solid interface is therefore controlled by the interactions between sterol rings, between alkyl chains, and between alkyl chains and the substrate.