103675-56-5

Basic information

• Product Name: 1-O-Trityl-sn-glycero-3-phosphocholine
• Synonyms: 1-O-Trityl-sn-glycero-3-phosphocholine;(4R)-4,7-Dihydroxy-N,N,N-triMethyl-1,1,1-triphenyl-2,6,8-trioxa-7-phosphadecan-10-aMiniuM 7-Oxide Inner Salt;(7R)-4,7-Dihydroxy-N,N,N-triMethyl-10,10,10-triphenyl-3,5,9-trioxa-4-phosphadecan-1-aMiniuM 4-Oxide Inner;(R)-4,7-Dihydroxy-N,N,N-trimethyl-1,1,1-triphenyl-2,6,8-trioxa-7-phosphadecan-10-aminium inner salt 7-oxide
• CAS NO: 103675-56-5
• Molecular Formula: C₂₇H₃₄NO₆P
• Molecular Weight: 500
• Product Categories: Fatty Acid Derivatives & Lipids;Glycerols;Phosphorylcholine Derivatives
• Mol File: 103675-56-5.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Methanol
• CAS DataBase Reference: 1-O-Trityl-sn-glycero-3-phosphocholine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-O-Trityl-sn-glycero-3-phosphocholine(103675-56-5)
• EPA Substance Registry System: 1-O-Trityl-sn-glycero-3-phosphocholine(103675-56-5)

Safety Data

• Hazardous Substances Data: 103675-56-5(Hazardous Substances Data)

Usage

Uses

1. Used in Pharmaceutical Industry:
1-O-Trityl-sn-glycero-3-phosphocholine is used as an intermediate for the synthesis of glycerophospholipids, which are essential for regulating various enzyme activities. This application is crucial in the development of drugs targeting enzyme-related diseases and conditions.
2. Used in Biochemical Research:
1-O-Trityl-sn-glycero-3-phosphocholine is used as a research tool in biochemistry to study the role of glycerophospholipids in cellular processes and their interactions with enzymes. This helps in understanding the underlying mechanisms of various biological functions and potential therapeutic targets.
3. Used in Drug Development:
1-O-Trityl-sn-glycero-3-phosphocholine is used as a starting material for the development of new drugs that target enzyme activities regulated by glycerophospholipids. This can lead to the creation of novel therapeutics for a wide range of diseases and conditions.
4. Used in Diagnostic Applications:
1-O-Trityl-sn-glycero-3-phosphocholine can be employed in the development of diagnostic tools and assays that measure enzyme activities regulated by glycerophospholipids. This can aid in the early detection and monitoring of enzyme-related diseases and conditions.

Upstream product

• 28319-77-9 L-glycero-3-phosphorylcholine 
• 76-83-5 trityl chloride 

Downstream Products

• 103634-10-2 1-trityl-2-(octadec-cis-9-enoyl)-sn-glycero-3-phosphocholine 

Relevant articles and documents

Synthetic phospholipids as specific substrates for plasma endothelial lipase

We designed and prepared synthetic phospholipids that generate lyso-phosphatidylcholine products with a unique mass for convenient detection by LC–MS in complex biological matrices. We demonstrated that compound 4, formulated either as a Triton X-100 emulsion or incorporated in synthetic HDL particles can serve as a substrate for plasma EL with useful specificity.

Synthesis of Benzophenone-Containing Analogues of Phosphatidylcholine

As part of a collaborative study of cellular efflux of cholesterol and phospholipids, photoactivable analogues 4-8 of phosphatidylcholine (PC) having benzophenone groups in the choline moiety and at the end of the C2 and C1 alkyl chains have been synthesized. The efficient preparation via Suzuki coupling of the appropriate long-chain benzophenone-containing carboxylic acid and alcohol and their incorporation by adaptation of known approaches into the acyl- and ether-linked PC analogues 6-8 are described. Development of a method for radiolabeling these PC analogues, via hydrogenation of a double bond in modified side chains, is also described.

Synthesis of phosphatidylcholines containing ricinoleic acid

1,2-Diricinoleoyl- and 1-ricinoleoyl-2-oleoyl-sn-glycero-3-phosphocholine were synthesised with good yields. The synthesis started with the preparation of ricinoleic acid from castor oil. The choice of a suitable agent to protect the -OH group of ricinoleic acid was a key factor to afford the final products. Several protecting groups were assayed but only β-methoxyethoxymethyl chloride (MEMCl) and 2,2,2-trichloroethyl chloroformate (TRECCl) gave reasonable yields and good optical purities of the final products. The overall yields for 1,2-diricinoleoyl-sn-glycero-3-phosphocholine and 1-ricinoleoyl-2-oleoyl-sn-glycero-3-phosphocholine were 32.1% (with respect to ricinoleic acid methyl ester using TREC as protecting group) and 10.3% (with respect to 1-trityl-glycero-3-phosphocholine), respectively.