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Distearin Sale

(Synonyms: 二硬脂酸甘油酯) 目录号 : GC47241

A diacylglycerol

Distearin Chemical Structure

Cas No.:1323-83-7

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25 mg
¥496.00
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50 mg
¥839.00
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100 mg
¥1,593.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

Distearin is a diacylglycerol that contains stearic acid at two positions.

N/A

Chemical Properties

Cas No. 1323-83-7 SDF
别名 二硬脂酸甘油酯
Canonical SMILES OC(COC(CCCCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O
分子式 C39H76O5 分子量 625
溶解度 DMF: 20 mg/ml,DMSO: 30 mg/ml,Ethanol: 0.25 mg/ml,PBS (pH 7.2): 0.70 mg/ml 储存条件 Store at -20°C
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1 mM 1.6 mL 8 mL 16 mL
5 mM 0.32 mL 1.6 mL 3.2 mL
10 mM 0.16 mL 0.8 mL 1.6 mL
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Research Update

Enhanced enzymatic preparation of lipophilic feruloylated lipids using Distearin as feruloyl acceptors: optimization by response surface methodology

J Oleo Sci 2014;63(10):1011-8.PMID:25213445DOI:10.5650/jos.ess14095.

Feruloylated lipids are esters of ferulic acid, which have antioxidation and UV-absorbing activities. In this study, lipophilic feruloylated lipids were prepared by the enzymatic transesterification of ethyl ferulate (EF) with Distearin. Effects of different diacylglycerols as feruloyl acceptors were compared. Effects of transesterification variables were studied and optimized using response surface methodology. Under the optimized conditions (reaction temperature 78°C, reaction time 24 h, and enzyme load 14%), EF conversion was 97.6±2.2%, and the lipophilic feruloylated lipids prepared by the transesterification were consisted of 43.2±0.9% feruloylated monoacylglycerols (FMAG) and 33.3±1.3% feruloylated diacylglycerols (FDAG), respectively. Analysis of variance (ANOVA) showed that the regression equation was adequate for predicting the transesterification. The activation energies for the transesterification of EF with Distearin to form lipophilic FMAG + FDAG and the side reaction hydrolysis of EF to form glyceryl ferulate + glyceryl diferulate were 57.75 and 40.31 kJ/mol, respectively.

Structure-activity relationship of synthetic branched-chain distearoylglycerol (Distearin) as protein kinase C activators

Biochemistry 1988 Sep 20;27(19):7361-5.PMID:3207682DOI:10.1021/bi00419a028.

Several representative branched-chain analogues of Distearin (DS) were synthesized and tested for their abilities to activate protein kinase C (PKC) and to compete for the binding of [3H]phorbol 12,13-dibutyrate (PDBu) to the enzyme. Substitutions of stearoyl moieties at sn-1 and sn-2 with 8-methylstearate decreased activities on these parameters, relative to those of the parental diacylglycerol DS, a weak PKC activator. Substitutions with 8-butyl, 4-butyl, or 8-phenyl derivatives, on the other hand, increased activities of the resulting analogues to levels comparable to those seen for diolein (DO), a diacylglycerol prototype shown to be a potent PKC activator. Kinetic analysis indicated that 8-methyldistearin (8-MeDS) acted by decreasing, whereas 8-butyldistearin (8-BuDS) and 8-phenyldistearin (8-PhDS) acted by increasing, the affinities of PKC for phosphatidylserine (PS, a phospholipid cofactor) and Ca2+ compared to the values seen in the absence or presence of DS. The stimulatory effect of 8-BuDS and 8-PhDS on PKC, as DO, was additive to that of 1,2-(8-butyl)distearoylphosphatidylcholine [1,2(8-Bu)DSPC] and, moreover, they abolished the marked inhibition of the enzyme activity caused by high concentrations of 1,2(8-Bu)DSPC. The present findings demonstrated a structure-activity relationship of the branched-chain DS analogues in the regulation of PKC, perhaps related to their abilities to specifically modify interactions of PKC with PS and/or Ca2+ critically involved in enzyme activation/inactivation.

Characterization of E 471 food emulsifiers by high-performance thin-layer chromatography-fluorescence detection

J Chromatogr A 2018 Jul 13;1558:69-76.PMID:29752044DOI:10.1016/j.chroma.2018.05.010.

Mono- and diacylglycerol (MAG and DAG) emulsifiers, also known as food additive E 471, are widely used to adjust techno-functional properties in various foods. Besides MAGs and DAGs, E 471 emulsifiers additionally comprise different amounts of triacylglycerols (TAGs) and free fatty acids (FFAs). MAGs, DAGs, TAGs and FFAs are generally determined by high-performance liquid chromatography (HPLC) or gas chromatography (GC) coupled to mass selective detection, analyzing the individual representatives of the lipid classes. In this work we present a rapid and sensitive method for the determination of MAGs, DAGs, TAGs and FFAs in E 471 emulsifiers by high-performance thin-layer chromatography with fluorescence detection (HPTLC-FLD), including a response factor system for quantitation. Samples were simply dissolved and diluted with t-butyl methyl ether before a two-fold development was performed on primuline pre-impregnated LiChrospher silica gel plates with diethyl ether and n-pentane/n-hexane/diethyl ether (52:20:28, v/v/v) as the mobile phases to 18 and 75 mm, respectively. For quantitation, the plate was scanned in the fluorescence mode at UV 366/>400 nm, when the cumulative signal for each lipid class was used. Calibration was done with 1,2-distearin and amounts of lipid classes were calculated with response factors and expressed as monostearin, Distearin, tristearin and stearic acid. Limits of detection and quantitation were 1 and 4 ng/zone, respectively, for 1,2-distearin. Thus, the HPTLC-FLD approach represents a simple, rapid and convenient screening alternative to HPLC and GC analysis of the individual compounds. Visual detection additionally enables an easy characterization and the direct comparison of emulsifiers through the lipid class pattern, when utilized as a fingerprint.

The absorbability by rats of various triglycerides of stearic and oleic acid and the effect of dietary calcium and magnesium

J Nutr 1979 Oct;109(10):1682-7.PMID:490206DOI:10.1093/jn/109.10.1682.

Rats were fed diets in which the triglycerides contained oleate and stearate as the sole fatty acids. These fatty acids were esterified to specific positions on the glycerol molecule. The triglycerides were 1-stearoyl diolein (SOO), 2-stearoyl diolein (OSO), 2-oleoyl Distearin (SOS), 1-oleoyl Distearin (OSS), and triolein (OOO). The absorbability of the fatty acid component was measured by the fat balance technique. Two diets, one sufficient and the other deficient in calcium and magnesium, were used. The oleic acid of all of the triglycerides was absorbed almost completely. The following values for the absorbability of the stearate component in the presence and in the absence of the divalent cations were obtained: OSO 98 and 99; SOO 55 OAND 96; SOS 37 and 70; OSS 59 and 60. These patterns of absorbability are discussed in relation to the pathway of triglyceride digestion. If the stearic acid is esterified at the 2-position of the triglyceride, the resulting 2-monostearin is well absorbed. If it is esterified at the 1- or 3-position, it is released as free stearic acid, and in the presence of calcium and magnesium it is poorly absorbed.

Effects of diacylglycerols on the structure of phosphatidylcholine bilayers: a 2H and 31P NMR study

Biochemistry 1989 Sep 5;28(18):7439-46.PMID:2819079DOI:10.1021/bi00444a043.

The interaction of four diacylglycerols (DAGs) with multilamellar phospholipid bilayers consisting either of dipalmitoylphosphatidylcholine (DPPC) or of a mixture of DPPC and bovine liver phosphatidylcholine (BL-PC) extracts was investigated by a combination of 31P and 2H NMR spectrometry. We found that saturated and unsaturated long-chain DAGs induce different types of perturbations into the bilayer structure. The saturated DAGs dipalmitin and Distearin induce lateral phase separation of the lipids into (i) DAG-enriched gellike domains and (ii) relatively DAG-free regions in the liquid-crystalline phase. In the latter regions, the order parameters along the fatty acyl chains of DPPC are practically identical with the control. This phase separation effect was observed in both model systems studied, and its extent is dependent upon DAG concentration and temperature. Only bilayer phases were present upon addition of dipalmitin or Distearin at all concentrations and temperatures studied. The unsaturated DAGs diolein and DAG derived from egg PC (egg-DAG) affect PC bilayers in the following two ways: (i) by increasing the order parameters of the side chains, as observed for both DPPC and BL-PC model systems; (ii) by inducing nonbilayer lipid phases, as observed for BL-PC, but not DPPC. At a concentration of 25 mol % of an unsaturated DAG in mixed PC bilayers, a peak corresponding to isotropic lipid conformation appeared and increased in intensity with increase in temperature, while at 32 mol % hexagonal and bilayer phases coexisted.(ABSTRACT TRUNCATED AT 250 WORDS)