Tetrahedron p. 14547 - 14564 (1997)
Update date:2022-08-05
Topics:
Boiadjiev, Stefan E.
Pfeiffer, William P.
Lightner, David A.
Bilirubin analogs with propionic acid groups replaced by sec-butyl (1), 3-acetoxy-1-methylpropyl (2) or 3-acetamido-1-methylpropyl (3) were synthesized in enantiopure form and known absolute configuration. Although there are no propionic acid groups to act in stabilizing folded, ridge-tile conformations, the (S) stereogenic centers induce the pigments to adopt a left-handed (M) helicity - as evidenced by exciton circular dichroism spectra.
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