Synthesis of N(alpha)-Boc-N(epsilon)-tetrabenzyl-DTPA-L-lysine and N(alpha)-Fmoc-N(epsilon)-tetra-t-butyl-DTPA-L-lysine, building blocks for solid phase synthesis of DTPA-containing peptides.
Two building blocks, Boc-Lys(Bn4-DTPA)-OH and Fmoc-Lys(Bu4(t)-DTPA)-OH have been synthesized via the acylation of the epsilon-amino group of N(alpha)-protected lysine, using suitably protected tetra-esters of diethylene triamine pentaacetic acid (DTPA), a ligand with wide application as a chelating agent for complexing metal tons to peptides.
Davies
John S
JS
Department of Chemistry, University of Wales Swansea, Singleton Park, Swansea SA2 8PP, UK. j.s.davies@swansea.ac.uk
Al-Jamri
Loai
L
D000215:Acylation; D000596:Amino Acids / Q000737:chemistry; D002614:Chelating Agents / Q000737:chemistry; D005449:Fluorenes / Q000737:chemistry; D008239:Lysine / Q000031:analogs & derivatives* / Q000737:chemistry; D004369:Pentetic Acid / Q000031:analogs & derivatives* / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry
D000596:Amino Acids; D002614:Chelating Agents; D005449:Fluorenes; C016456:N(alpha)-fluorenylmethyloxycarbonylamino acids; D010455:Peptides; D004369:Pentetic Acid; D008239:Lysine