Synthesis of a hemin with structurally equivalent propionic acid side chains: 2,4-dimethyldeuterohemin IX dimethyl ester
✍ Scribed by Sally E. Parker; William S. Brinigar
- Publisher
- Elsevier Science
- Year
- 1976
- Weight
- 202 KB
- Volume
- 5
- Category
- Article
- ISSN
- 0006-3061
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✦ Synopsis
Recent investigations concerning the structure of metalloporphyrin complexes and the nature of their interaction with proteins, for example [ I] have emphasized the need for a simple symmetrical porphyrin, closely related to protoporphyrin, to. which either one or two Iigand bearing groups may be covalently attached. The familiar derivatives of protoporphyrin IX are unsuitable because the propionic acid groups, by which ligands are most conveniently attached by ester or amide linkage, are nonequivalent. Therefore synthetic derivatives having two different groups on the propionic acid side chains are composed of two structural isomen which cannot be easily separated_ The presence of the two isomers was thought to be responsibIe, at least in part, for difficulties we have encountered in obtaining crystalline protoheme derivatives suitable for X-ray crystallography. In order to eliminate this problem, we developed an improved synthesis for 2.4-dimethyIdeuteroporphyrin IX dimethyl ester (I).