Efficient synthesis of metal binding peptides incorporating aminodiacetic acid based ligands.
New N alpha-Fmoc/Bu(t) protected amino acids bearing half-EDTA side chains (CH2)nN(Ada-O-Bu(t))2 n = 1 (5), n = 2 (24), n = 3 (10), n = 4 (15) were prepared in satisfactory yields. These derivatives can be conveniently used in a solid-phase peptide synthesis as they are devoid of serious shortcomings of Boc/Bzl based syntheses of metallopeptides, such as preliminary peptide capping as well as undesired lactamization of 5 during the peptide synthesis. Munksgaard 1995.
Kazmierski
W M
WM
Division of Organic Chemistry, Burroughs Wellcome Co., Research Triangle Park, North Carolina, USA.
D000596:Amino Acids / Q000737:chemistry*; D007098:Imino Acids / Q000737:chemistry*; D008024:Ligands; D008667:Metalloproteins / Q000138:chemical synthesis*
D000596:Amino Acids; D007098:Imino Acids; D008024:Ligands; D008667:Metalloproteins; C008109:iminodiacetic acid