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Synthesis of carbon‐13 labelled uracil, 6,7‐dimethyllumazine, and lumichrome, via a common intermediate: Cyanoacetylurea
Author(s) -
Triplett J. W.,
Mack S. W.,
Smith S. L.,
Digenis G. A.
Publication year - 1978
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580140106
Subject(s) - chemistry , uracil , raney nickel , labelling , molecule , carbon fibers , organic chemistry , catalysis , biochemistry , dna , materials science , composite number , composite material
Uracil, 6,7‐dimethyllumazine, and lumichrome have been labelled with carbon‐13 at positions 6, 8a, and 10a, respectively. This was accomplished via a common intermediate, cyanoacetylurea‐6‐ 13 c. Lumazine and lumichrome were condensation products of 5,6‐diaminouracil and either 2,3‐butanedione. or a condensate of it. Uracil was produced by a Raney Nickel reduction followed by acid catalyzed cyclization. This method is also applicable to labelling these compounds at other carbons within the molecules.