عنوان المقالة:N-linked glycolipids by Staudinger coupling of glycosylated alkyl diazides with fatty acids.
أ.د. صالح مهدي سلمان | Prof. Dr. Salih Mahdi salman | 4528
- نوع النشر
- مجلة علمية
- المؤلفون بالعربي
- N-linked glycolipids by Staudinger coupling of glycosylated alkyl diazides with fatty acids.
- الملخص العربي
- Abstract Aiming for new glycolipids with enhanced chemical stability and close structural similarity to natural cell membrane lipids for the development of a drug delivery system, we have synthesized double amide analogs of glyco-glycerolipids. The synthesis applied a Staudinger reaction based coupling of a 1,3-diazide with fatty acid chlorides. While the concept furnished the desired glucosides in reasonable yields, the corresponding lactosides formed a tetrahydropyrimidine based 1:1 coupling product instead. This unexpected coupling result likely originates from steric hindrance at the iminophosphorane intermediate and provides an interesting core structure for potentially bioactive surfactants. The assembly behavior of both glycolipid types was investigated by optical polarizing microscopy, DSC and surface tension studies.
- تاريخ النشر
- 23/06/2013
- الناشر
- SciVerse ScienceDirect
- رابط DOI
- http://doi
- رابط الملف
- تحميل (184 مرات التحميل)
- رابط خارجي
- http://www.sciencedirect.com/science/
- الكلمات المفتاحية
- Keywords Staudinger reaction; Diazide; Tetrahydropyrimidine; Amide-based bio-surfactants; Bi-antenn