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A carbene-yielding amino acid for incorporation into peptide photoaffinity reagents.

Abstract:

3-[p-[3-(Trifluoromethyl)-3H-diazirin-3-yl]phenyl]alanine has been prepared in 10 steps from p-bromobenzyl alcohol. The alcohol was converted to 3-(alpha-iodo-p-tolyl)-3-(trifluoromethyl)-3H-diazirine, which was used to alkylate N-(diphenylmethylene)glycine ethyl ester. After deprotection the amino acid was obtained with an overall yield of 18%. The D- and L-isomers of 3-[p-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl]alanine have also been resolved, and 3-[p-[3-(trifluoromethyl)-3H-diazirin-...

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Publication status:
Published

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Journal:
Analytical biochemistry
Volume:
144
Issue:
1
Pages:
132-141
Publication date:
1985-01-05
DOI:
EISSN:
1096-0309
ISSN:
0003-2697
URN:
uuid:ffa6bed2-f7b2-48de-b438-7459c4f90ac5
Source identifiers:
52409
Local pid:
pubs:52409

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