A convenient synthesis of the nitrite reducing cofactor heme d1 from hematoporphyrin

61 The Structural Chemistry of Isolated Chlorophylls

“…164 Most isobacteriochlorin structures include a geminal dialkyl group for stabilization as well. Examples are 81, 165 169,170 Others are those with an exocyclic double bond, e.g. 86, 171 An example for a compound derived from Pheo a is the nickel(II) complex of anhydromesorhodoisobacteriochlorin methyl ester 87, with a typical ruf core conformation.…”

Discovery and Synthesis of Less Common Natural Hydroporphyrins

“…Partially synthetic routes to the other naturally occurring isobacteriochlorin, heme dx (110), were developed by Chang et al64 and Montforts et al 65 The syntheses begin with protoporphyrin or hematoporphyrin, both derivatives of the readily available red blood pigment heme 3b. As mentioned in section IV.…”

A novel stereoselective synthesis of the macrocycle of haem d1 that establishes its absolute configuration as 2R,7R

“…Then Montforts et aZ. 4 showed that the C-methyl groups at C-2 and C-7 are syn-oriented by a partial synthesis yielding all the diastereoisomers of a related macrocycle (as 25) followed by X-ray analysis of the racemic diastereoisomer known3 to correspond to haem d l . Thus haem dl has the absolute configuration 1 or it is the corresponding enantiomer.…”