Tetrahedron

On the mechanism of porphobilinogen deaminase. Design, synthesis, and enzymatic reactions of novel porphobilinogen analogs.

C Pichon, KR Clemens, AR Jacobson, AI Scott

Index: Pichon, Clotilde; Clemens, Karen R.; Jacobson, Alan R.; Scott, A. Ian Tetrahedron, 1992 , vol. 48, # 23 p. 4687 - 4712

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Citation Number: 17

Abstract

Three new derivatives of porphobilinogen (PBG; 1) were designed and synthesized to study the mechanism of ammonia loss during the tetramerization of PBG, catalyzed by the enzyme PBG deaminase. Two of these compounds are substituted at the C-11 carbon with CH3 or CF3, while the third analog is the N-methyl derivative of PBG wherein the pyrrole proton is replaced with methyl. All three compounds reacted, to varying degrees of completion, with ...