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Stearic Acid-d35

(Synonyms: 氘代十八烷酸(D35)) 目录号 : GC45569

An internal standard for the quantification of stearic acid

Stearic Acid-d35 Chemical Structure

Cas No.:17660-51-4

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50mg
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Sample solution is provided at 25 µL, 10mM.

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产品描述

Stearic acid-d35 is intended for use as an internal standard for the quantification of stearic acid by GC- or LC-MS. Stearic acid is a long-chain saturated fatty acid. It is a major component of cocoa butter and has also been found in beef fat and vegetable oils.1,2,3 Unlike many long-chain saturated fatty acids, dietary stearic acid does not induce hypercholesterolemia or raise LDL-cholesterol.4

References
1. Chuparova, E., Chobanov, D., and Popov, A. Quantitative analysis of fatty acids by liquid-partition chromatography. Izv. Inst. Org. Khim. Bulgar. Akad. Nauk 2, 31-35 (1965).
2. Westerling, D.B., and Hedrick, H.B. Fatty acid composition of bovine lipids as influenced by diet, sex and anatomical location and relationship to sensory characteristics. J. Anim. Sci. 48(6), 1343-1348 (1979).
3. Demirba•, A. Chemical and fuel properties of seventeen vegetable oils. Energy Sources 25(7), 721-728 (2003).
4. Grundy, S.M. Influence of stearic acid on cholesterol metabolism relative to other long-chain fatty acids. Am. J. Clin. Nutr. 60(Suppl 6), 986S-990S (1994).

Chemical Properties

Cas No. 17660-51-4 SDF
别名 氘代十八烷酸(D35)
Canonical SMILES [2H]C([2H])(C(O)=O)C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H]
分子式 C18HD35O2 分子量 319.7
溶解度 DMF: 30 mg/ml,DMSO: 10 mg/ml,Ethanol: 20 mg/ml 储存条件 Store at -20°C
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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。
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。

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1 mg 5 mg 10 mg
1 mM 3.1279 mL 15.6397 mL 31.2793 mL
5 mM 0.6256 mL 3.1279 mL 6.2559 mL
10 mM 0.3128 mL 1.564 mL 3.1279 mL
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Research Update

Raman studies of the C-H and C-D stretching regions in stearic acid and some specifically deuterated derivatives

Chem Phys Lipids 1976 Nov;17(4):456-65.PMID:991393DOI:10.1016/0009-3084(76)90047-5.

Raman spectra of polycrystalline stearic acid-do, Stearic Acid-d35, 16:16-d2-18:18:18-d3-stearic acid, 18:18:18-d3-stearic acid, 17:17-d2-stearic acid, 17-d1-stearic acid, 16:16-d2-stearic acid, 12:12-d2-stearic acid and 12-d1-stearic acid have been obtained for the region containing the C-D and C-H stretching vibrations. Assignments of the methyl, methyl-d3, methylene, methylene-d2 and methylene-d1 stretching vibrations are discussed.

Kinetic evidence suggests spinodal phase separation in stratum corneum models by IR spectroscopy

J Phys Chem B 2014 Apr 24;118(16):4378-87.PMID:24702264DOI:10.1021/jp501003c.

Although lipid structure in models for the stratum corneum (SC), the main barrier to skin permeability, has been extensively studied, only limited data are extant concerning the kinetic mechanism for the formation of domains, lamellar phases, and lipid packing motifs. Such information would be of substantial interest in the characterization of the effects of disease states which disrupt the barrier. Kinetic IR spectroscopy measurements probed the temporal sequence of molecular events producing ordered structures in a three-component SC model of equimolar ceramide[NS] (cer[NS]), perdeuterated Stearic Acid-d35 (SA-d35), and cholesterol. Samples, heated above Tm, were quenched to 31 °C, and then spectra were recorded at ∼15 min intervals for a total of 20-150 h. IR provides unique molecular structure information about headgroup H-bonding, lipid packing, and lipid chain order. The following sequence for phase separation was observed: (1) Formation of ceramide amide H-bonds from disordered forms to ordered structures (0.5-4 h); (2) appearance of ordered ceramide chains with some orthorhombically packed structures (0.5-8 h); and (3) phase separation of large orthorhombic domains of SA-d35 (4-10 h). A spinodal decomposition mechanism, defined by continuous composition changes during the phase separation, suggests a qualitative description for these events.

Deuterated fatty acids as Raman spectroscopic probes of membrane structure

Biochim Biophys Acta 1976 Sep 7;443(3):613-7.PMID:963072DOI:10.1016/0005-2736(76)90480-6.

Raman spectra are reported for the C-D stretching region of Stearic Acid-d35 bound in egg lecithin multilayers. The temperature dependence of the spectra shows that the linewidth of the C-D stretching bands is a sensitive and non-perturbative probe of membrane hydrocarbon chain conformation. The utility of this approach for studying lipid conformation in membranes containing a significant fraction of non-lipid component is discussed.

Raman spectral conformational order indicators in perdeuterated alkyl chain systems

J Phys Chem A 2006 Dec 28;110(51):13744-53.PMID:17181330DOI:10.1021/jp0655219.

Conformational order indicators for perdeuterated alkyl chain systems are identified in the Raman spectra of nonadecane-d40, polyethylene-d4, and Stearic Acid-d35. Six spectral indicators are identified: I[nu(a)(CD2)2196]/I[nu(a)(CD2)2172], I[nu(C-C)G]/I[nu(C-C)T], I[nu(s)(CD3)]/I[nu(a)(CD2)2172], I[nu(s)(CD2)]/I[nu(a)(CD2)2172], and the full width at half-maximum (fwhm) and frequency of the nu(s)(CD2) mode. Among these indicators, the ratio of I[nu(a)(CD2)2196]/I[nu(a)(CD2)2172] is considered a primary indicator of conformational order, since it responds to alkyl chain conformational changes in a manner similar to the I[nu(a)(CH2)]/I[nu(s)(CH2)] primary indicator for hydrogenated systems. Other indicators are correlated to this primary indicator to derive a better understanding of the effect of structural attributes on conformational order in perdeuterated alkyl chain systems. These Raman spectral order indicators are applicable to any perdeuterated alkyl-containing system including lipids, biological membranes, alkylsilane-based chromatographic stationary phases, and self-assembled monolayers.