CAS: 2442-56-0; 1,3-Dipalmitoyl-2-Linoleoylglycerol

该化合物是一种三重糖酸,是一种由三种脂肪酸和甘油制成的甘油醇酯,三重糖酸是人体和动物脂肪以及植物脂肪的主要成分.这种特定化合物的特征是结构,包括三块甘油脊椎,附着三块脂肪酸链,通常长度和饱和程度各不相同.三重糖酸剂是活生物体中的重要能量储备,在代谢中起着关键作用.它们具有疏水和溶解作用,可以有效地储存能源.在生物系统中,三重糖酸作为脂质在血液中迁移,并被嘴脂分解,释放脂肪酸,用于能源生产.此外,在各种工业应用中,包括粮食生产和化妆品中,它们都很重要.了解PLP等三重酸剂的特性和行为举止,而Sn是生物化学,营养和药理学等领域必不可少的.

结构式图片

MSDS等安全信息

上下游产品

linoleic acid hexadecanoic acid, 2-hydroxy-1,3-propanediyl ester 1-monolinoleoyl-rac-glycerol 1-hexadecylcarboxylic acid

合成工艺路线路线简述

  • 合成目标产物 1,3-Palmitin-2-Linolein 主要起始原料 Linoleic Acid And 1,3-Dipalmitin
  • (文献来源)合成步骤主要原料 Linoleic Acid 和 1,3-Dipalmitin
📜(Z,Z)-9,12-十八烷二烯酸二聚物,1,3-双棕榈酸甘油酯置于4-二甲氨基吡啶,N,N'-二环己基碳二亚胺体系中,用 四氯化碳 用作溶剂,化学反应 2.0H,以71%的收率获得1,3棕榈酸-2-亚油酸甘油酯
参考文献:含两种棕榈酸的对称和非对称三酰基甘油的合成及物理性质
标题:含两种棕榈酸的对称和非对称三酰基甘油的合成及物理性质
摘要:Abstracta Series Of Symmetrical (Aba) And Non‐symmetrical (Aab) Triacylglycerol (Tag) Isomers Containing "a," Palmitic (P; 16:0) Acid,And "b," Either Oleic (O; 9C‐18:1),Elaidic (E; 9T‐18:1),Linoleic (L; 9C,12C‐18:2) Or Linolenic (Ln; 9C,12C,15C‐18:3) Fatty Acids Were Synthesized By Esterification Of The Thermodynamically More‐stable 1,3‐di‐ Or 1(3)‐monoacylglycerols [1,3‐dag Or 1(3)‐mag],Respectively. 1,3‐dipalmitoylglycerol (1,3P‐dag) Was Esterified With O,L Or Ln Acid To Prepare The Symmetrical Tag Isomers Pop,Plp And Plnp,While The O‐ E‐,L‐ And Ln‐1(3)Mag Precursors,Synthesized Or Obtained Commercially,Were Esterified With P Acid To Prepare The Non‐symmetrical Tag Isomers Opp,Epp,Lpp And Lnpp,Respectively. The Drop Point(S),Solid Fat Content And Melting Point Values Of The Synthesized Tag Were Determined. The 1,3‐dipalmitoylglycerol (1,3P‐dag) And 1(3)P‐mag Precursors Were Prepared,In Multi‐gram Quantities,By Partial Glycerolysis (Glycerol/p‐toluenesulfonic Acid) Of Tripalmitin. After Fractionation By Silica Gel Chromatography,The 1(3)P‐mag And 1,3P‐dag Isomers (Ca. 80% Of Total Mag Or Dag) Were Purified (>98%) By Crystallization From Acetone [silver Ion‐HPLC Was Utilized To Determine The Structural Purities Of The Dag (Or Mag) Precursors,And The Synthesized Tag]. Esterification Of The Appropriate,Thermodynamically More‐stable Mag Or Dag Precursors Was Found To Be A Very Versatile Method For Synthesis (In 80-90% Yields) Of Multi‐gram (3-5 G) Quantities Of Symmetrical And Non‐symmetrical Tag Isomers,In Chemical And Structural Purities Of >96 And 97-99%,Respectively.
Doi:10.1007/s11746-007-1173-Y

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📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献

参考标题:Regioisomeric Characterization Of Triacylglycerols Using Silver-Ion Hplc/ms And Randomization Synthesis Of Standards
作者:Miroslav Lísa,Hana Velínská,Michal Holčapek |发布日期:2009.5.15
摘要:Silver-Ion Normal-Phase High-Performance Liquid Chromatography (Hplc) Provides A Superior Separation Selectivity For Lipids Differing In The Number And Position Of Double Bonds In Fatty Acid Chains Including The Resolution Of Triacylglycerol (Tg) Regioisomers Under Optimized Conditions. Our Silver-Ion Hplc Method Is Based On The Coupling Of Three Columns In The Total Length Of 75 Cm And A New Mobile Phase Gradient Consisting Of Hexane−acetonitrile−2-Propanol Which Provides Better Resolution And Also Reproducibility In Comparison To Previously Used Mobile Phases. In Our Work, The Chemical Interesterification (Randomization) Of Single-Acid Tg Standards Is Used For The Generation Of Regioisomeric Series Of Tgs, Because It Provides A Random Distribution Of Fatty Acids In Tgs At Well-Defined Concentration Ratios. The Baseline Separation Of Regioisomeric Tg Pairs Containing Up To Three Double Bonds And The Partial Separation Of Tg Regioisomers With Four To Seven Double Bonds Are Reported For The First Time. Our Silver-Ion High-Performance Liquid Chromatography/mass Spectrometry (Hplc/ms) Method Is Applied For The Regioisomeric Characterization Of Complex Samples Of Plant Oils And Animal Fat, Where The Results Clearly Demonstrate Different Preference Of Sn-2 Occupation In Plants (Mainly Unsaturated Fatty Acids) Versus Animal Fat (Mainly Saturated Fatty Acids).

合成参考文献


参考文献:10.1096/fasebj.11.1.9034165
摘要:Ghosh S, Strum JC, Bell RM. Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45–50. doi: 10.1096/fasebj.11.1.9034165.
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