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Synthesis of fluorescent and radiolabeled analogues of phosphatidic acid

✍ Scribed by Kenneth J. Longmuir; Ona C. Martin; Richard E. Pagano


Book ID
103038731
Publisher
Elsevier Science
Year
1985
Tongue
English
Weight
572 KB
Volume
36
Category
Article
ISSN
0009-3084

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✦ Synopsis


Procedures tbr the synthesis of tluorescent and radiolabeled analogues of phosphatidic acid arc described. The |luorophore 7-nitrobenzo-2.-oxa-l,3-diazole (NBD) was coupled to 6-aminocaproic acid and 12-aminododet~noic acid by reaction of NBD-chloride with the amin~ acids under mild alkaline conditions at room temperature. 1,2-Dioleoyl-sn-iU-t'~('Jglycerol 3-phosphate was prepared by acylation of sn-lU-~4C]glycerol 3-phosphate with oleic acid anhydridc using dimcthylaminopyridine as the ~talyst. This compound was converted to l-oleoyl-sn-[U-~4(']glycerol 3-phosphate by hydrolysis with phospholipase A a. The lysophosphatidic acid was reacylated with NBD-aminocaproyl imidazole or NBD-aminododecanoyl imidazol~ to form the t]uorescent, radiolabeed analogue of phospbatidic acid. Fluoresoent, non-radiolabeled analogues of phosphatidic acid were prepared by phospholipasc D hydrolysis of fluorescent phosphatidylcholine.


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