Is the optical rotation sign/absolute configuration relationship still a problem? Examples taken from unnatural quaternary aminoacids.
The optical rotation sign/absolute configuration relationships of several alpha-methyl-alpha-arylglycines have been reinvestigated by crystallographic methods, as they have been found to be inconsistent in recent literature. Assignments previously made by enzymatic resolution, by analogy with natural tertiary aminoacids were found to be erroneous in the case of these quaternary aminoacids.
Ferron
Laurent
L
UPRES-EA 3233, SMS, Institut de Recherche en Chimie Organique Fine, Université de Rouen, Mont Saint Aignan Cedex, France.
Guillen
Frédéric
F
Coste
Servane
S
Coquerel
Gérard
G
Plaquevent
Jean-Christophe
JC
D000596:Amino Acids / Q000737:chemistry*; D006851:Hydrochloric Acid / Q000737:chemistry; D008956:Models, Chemical; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009904:Optical Rotation; D012996:Solutions / Q000737:chemistry; D013237:Stereoisomerism; D014867:Water / Q000737:chemistry; D014961:X-Ray Diffraction
D000596:Amino Acids; D012996:Solutions; D014867:Water; D006851:Hydrochloric Acid