Synthesis of 1-palmitoyl-2-hexadecyl-sn-glycero-3-phosphocholine (PHPC)
β Scribed by Richard I. Duclos Jr.
- Book ID
- 103042296
- Publisher
- Elsevier Science
- Year
- 1993
- Tongue
- English
- Weight
- 744 KB
- Volume
- 66
- Category
- Article
- ISSN
- 0009-3084
No coin nor oath required. For personal study only.
β¦ Synopsis
A general method for the chirospecific synthesis of l-acyl-2-alkyl-sn-glycero-3-phosphocholines is described, l-Palmitoyl-2-hexadecyl-sn-glycero-3-phosphocholine (PHPC) was synthesized in 18% overall yield in ten steps via five new synthetic intermediates, and 1-acetyl-2-hexadecyl-sn-glycero-3-phosphocholine (AHPC) was also synthesized. 1-Acyl-2-alkyl-sn-glycero-3-phosphocholines, which have not been found to exist in nature, are ether lipid analogs of 1,2-diacyl-sn-glycero-3-phosphocholines, which are important components of cell membranes. Biophysical studies of hydrated bilayers of PHPC will be of interest in probing the critical importance of the central region of these amphiphilic molecules to the molecular assemblies that are formed.
π SIMILAR VOLUMES
The synthesis of a perdeuterated phospholipid -1,2-dimyristoyl-sn-glycero-3-phosphocholine-d72 (DMPC-d72) -is described. Ordinary (protonated) DMPC was prepared by the same synthetic route and its properties were found to be the same as those of commercial DMPC. The uses of partially deuterated and
## Abstract The syntheses of Nβsubstituted 1βOβalkylβ2βdesoxyβ2βaminoβ__sn__βglyceroβ3β[^32^P]phosphocholines were performed in four steps starting from [^32^P] POCl~3~ and the corresponding 1βOβalkylβ2βaminoβpropaneβ3βols in 5β7% total yield.