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Sites of intermolecular crosslinking of fatty acyl chains in phospholipids carrying a photoactivable carbene precursor

IR@CDRI: CSIR-Central Drug Research Institute, Lucknow

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Field Value
 
Creator Gupta, C M
Costello, Catherine E
Khorana, H Govind
 
Date 2008-03-23T07:09:05Z
2008-03-23T07:09:05Z
1979
 
Identifier Proc. Natl. Acad. Sci. USA (1979), 76, 3139-3143
http://hdl.handle.net/123456789/115
 
Description Sonicated vesicles of l-fatty acyl-2-w-(2-diazo-3.3,3-trifluoropropionoxy) fatty acyl sn-glycero-3-phosphorylcholines were shown recently to form intermolecular crosslinks by insertion of the photogenerated carbene into a C-H bond of a neighboring hydrocarbon chain. We now report that photolysis of multilamellar dispersions gives a second series of products in which carbene insertion is accompanied by elimination of a molecule of hydrogen fluoride. The sites of crosslinking in the latter compounds have been studied by mass spectrometry using phospholipids with varying chain lengths of the fatty acyl groups carrying the carbene precursor. The patterns observed show that the point of maximum crosslinking is consistent with the recent conclusion that in phospholipids the sn-2 fatty acyl chain trails the sn-1 chain by 2-4 atoms.
 
Format 3156800 bytes
application/pdf
 
Language en
 
Title Sites of intermolecular crosslinking of fatty acyl chains in phospholipids carrying a photoactivable carbene precursor
 
Type Article