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H-Phosphonate Synthesis and Biological Evaluation of an Immunomodulatory Phosphoglycolipid from Thermophilic Bacteria.
Organic Letters ( IF 4.9 ) Pub Date : 2020-03-23 , DOI: 10.1021/acs.orglett.0c00487
Chin Heng Gan,Hadhi Wijaya,Lan-Hui Li,Chih-Feng Wei,Yi-Jen Peng,Shih-Hsiung Wu,Kuo-Feng Hua,Yulin Lam

The synthesis of a library of bacterial phosphoglycolipid, PGL-1, is described. Key features of the synthesis include regioselective esterification of the primary alcohol of the diacylglycerol moiety and an H-phosphonate method to install the phosphate in PGL-1 in comparison with earlier reported procedures. A representative set of PGL-1 analogues was prepared and evaluated for their biological activities. Results showed that the immunological activity of PGL-1 is dependent on the chain lengths of the fatty acids.

中文翻译:

嗜热细菌的H-膦酸酯的合成及其免疫调节磷酸糖脂的生物学评估。

描述了细菌磷酸糖脂文库PGL-1的合成。与早期报道的方法相比,合成的关键特征包括二酰基甘油部分的伯醇的区域选择性酯化和H-膦酸酯法将磷酸酯安装在PGL-1中。制备了一组代表性的PGL-1类似物,并对其生物学活性进行了评估。结果表明,PGL-1的免疫活性取决于脂肪酸的链长。
更新日期:2020-03-24
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