Abstract:
:Phenylcarbene and adamantylidene have been generated photochemically from the corresponding diazirines within lipid bilayers. Reasonable yields of labeled fatty acid side chains have been observed. The products have been characterized by gas chromatography-mass spectrometry and derive both from the insertion of the carbene into carbon-hydrogen bonds of saturated fatty acids and from the addition of the carbene to the carbon-carbon double bonds of unsaturated fatty acids. In contrast to the results found using phenylnitrene, the lipid labeling by carbene is not reduced by the water-soluble scavenger glutath ione. Carbenes generated from diazirines are evidently superior reagents for the photolabeling of lipids and should be useful for identifying the intrinsic hydrophobic sections of membrane proteins.
journal_name
Biochemistryjournal_title
Biochemistryauthors
Bayley H,Knowles JRdoi
10.1021/bi00605a026subject
Has Abstractpub_date
1978-06-13 00:00:00pages
2420-3issue
12eissn
0006-2960issn
1520-4995journal_volume
17pub_type
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