A convenient orthogonally cleavable methionine handle for anchoring amines to polymeric supports.
Methionine has been used to anchor amines to polymeric supports for solid-phase synthesis. Either a "preformed handle" or a stepwise elongation strategy was followed. Cyanogen bromide (CNBr) treatment then released amines into solution. CNBr reaction variables were evaluated in order to converge to optimal cleavage conditions, and the strategy was shown to be effective for a range of primary and secondary amines, but not for aromatic amines.
Kappel
Joseph C
JC
Department of Chemistry, University of Minnesota, 207 Pleasant Street S.E., Minneapolis, Minnesota 55455, USA.
Barany
George
G
D000588:Amines / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D003488:Cyanogen Bromide / Q000737:chemistry; D008715:Methionine / Q000737:chemistry*; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry; D011108:Polymers / Q000737:chemistry*
D000588:Amines; D010455:Peptides; D011108:Polymers; D008715:Methionine; D003488:Cyanogen Bromide