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The synthesis of [10-13C]bilirubin IXα

✍ Scribed by E. D. Sturrock; J. R. Bull; R. E. Kirsch

Publisher
John Wiley and Sons
Year
1994
Tongue
French
Weight
800 KB
Volume
34
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

The total synthesis of [10‐^13^C]bilirubin IXα, the principal waste product of haem degradation, is described. Site specific labelling was accomplished by the Vilsmeier formylation of one of the dipyrrolic fragments using [1‐^13^C]dimethylformamide. The penultimate dehydrohalogenation reaction was complicated by a competing elimination reaction which yielded a bridged biliverdin derivative. [10‐^13^C]bilirubin IXα was prepared in an overall yield of 6% (from the step where ^13^C was introduced) with quantitative isotopic incorporation.

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