18418-21-8

Basic information

• Product Name: Hexadecanoic acid 2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester
• Synonyms: Hexadecanoic acid 2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester;Palmitic acid 2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester
• CAS NO: 18418-21-8
• Molecular Formula: C22H42O4
• Molecular Weight: 370.57
• Mol File: 18418-21-8.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Hexadecanoic acid 2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Hexadecanoic acid 2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester(18418-21-8)
• EPA Substance Registry System: Hexadecanoic acid 2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester(18418-21-8)

Safety Data

• Hazardous Substances Data: 18418-21-8(Hazardous Substances Data)

Upstream product

• 112-67-4 n-hexadecanoyl chloride 
• 67-64-1 acetone 
• 112-39-0 hexadecanoic acid methyl ester 
• 100-79-8 (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol 
• 112-80-1 cis-Octadecenoic acid 
• 57-10-3 1-hexadecylcarboxylic acid 
• 57-11-4 stearic acid 
• 112-62-9 Methyl oleate 
• 112-63-0 Methyl linoleate 

Downstream Products

• 1396745-86-0 C₃₉H₅₂F₆O₈ 
• 1396745-69-9 (+/-)-2,3-di[(E)-2-methyl-2-butenoyloxy]propyl n-hexadecanoate 
• 51604-53-6 1-lauroyl-3-palmitoyl-rac-glycerol 
• 20358-82-1 1-butyroyl-3-palmitoyl-rac-glycerol 
• 59891-26-8 1-decanoyl-3-palmitoyl-rac-glycerol 
• 2190-30-9 1,2-dioleoyl-3-palmitoylglycerol 

Relevant articles and documents

1,2-DIACYLGLYCEROL COMPOUND, PREPARATION METHOD THEREFOR, AND IMMUNOMODULATOR CONTAINING SAME AS ACTIVE INGREDIENT

Disclosed are a novel 1,2-diacylglycerol compound that useful for improving, preventing or treating inflammation-related diseases by inhibiting overexpression of various inflammatory cytokines such as IL-4 and IL-6 or chemokine CXCL8 related to the migrat

Biochemical characterization of the PHARC-associated serine hydrolase ABHD12 reveals its preference for very-long-chain lipids

Polyneuropathy, hearing loss, ataxia, retinitis pigmentosa, and cataract (PHARC) is a rare genetic human neurological disorder caused by null mutations to the Abhd12 gene, which encodes the integral membrane serine hydrolase enzyme ABHD12. Although the role that ABHD12 plays in PHARC is understood, the thorough biochemical characterization of ABHD12 is lacking. Here, we report the facile synthesis of mono-1-(fatty)acyl-glycerol lipids of varying chain lengths and unsaturation and use this lipid substrate library to biochemically characterize recombinant mammalian ABHD12. The substrate profiling study for ABHD12 suggested that this enzyme requires glycosylation for optimal activity and that it has a strong preference for very-long-chain lipid substrates. We further validated this substrate profile against brain membrane lysates generated from WT and ABHD12 knockout mice. Finally, using cellular organelle fractionation and immunofluorescence assays, we show that mammalian ABHD12 is enriched on the endoplasmic reticulum membrane, where most of the very-long-chain fatty acids are biosynthesized in cells. Taken together, our findings provide a biochemical explanation for why very-long-chain lipids (such as lysophosphatidylserine lipids) accumulate in the brains of ABHD12 knockout mice, which is a murine model of PHARC.

Improved synthesis of monopalmitin on a large scale by two enzymatic methods

Monoacylglycerols (MAG) are precursors for the synthesis of symmetrical and unsymmetrical triacylglycerols (TAG). In the present study, we improved two methods for synthesizing MAG. One method involved the enzymatic transesterification of vinyl palmitate with glycerol catalyzed by Novozym 435 lipase, and the other method was an enzymatic esterification of 1,2-acetonide glycerol with palmitic acid catalyzed by Novozym 435 lipase and then the cleavage of 1,2-acetonide-3-palmitoyl glycerol in methanol catalyzed by Amberlyst-15 to produce monopalmitin. Pure monopalmitin was obtained after repeated crystallization. The main novelties of this study are twofold: Novozym 435 proved to be very effective in catalyzing the transesterification between vinyl palmitate and glycerol without absorbing glycerol onto silica gel; and the enzyme catalyzed reaction between 1,2-acetonide glycerol and palmitic acid was simpler and safer than the typical method of using 4-dimethyl aminopyridine and N-ethyl-N′-(3-dimethylaminopropyl)-carbodiimide hydrochloride as catalysts. Our methods for the synthesis of monopalmitin are much simpler and environmentally friendlier than the reported methods, and they are economical and scalable to larger quantity production.