Trifluoroacetyl-HYNIC peptides: Synthesis and Tc-99m radiolabeling

TY - JOUR

T1 - Trifluoroacetyl-HYNIC peptides: Synthesis and Tc-99m radiolabeling

AU - Surfraz, M B U

AU - King, R

AU - Mather, S J

AU - Biagini, S C G

AU - Blower, P J

PY - 2007/3/22

Y1 - 2007/3/22

N2 - Fmoc-lys(HYNIC-Boc)-OH, a precursor for solid-phase synthesis of Tc-99m-labeled peptides, was synthesized efficiently without HPLC purification. HPLC-ESMS showed that deprotection and decoupling of peptide from the resin with trifluoroacetic acid gave initially HYNIC-peptide, which was trifluoroacetylated upon prolonged incubation. The trifluoroacetyl-HYNIC group was hydrolyzed during Tc-99m labeling, rendering deprotection unnecessary. Trifluoroacetyl-HYNIC peptide was Tc-99m-labeled as efficiently, producing the same product, as HYNIC-peptide. These modifications enhance the versatility of HYNIC for Tc-99m peptide labeling

AB - Fmoc-lys(HYNIC-Boc)-OH, a precursor for solid-phase synthesis of Tc-99m-labeled peptides, was synthesized efficiently without HPLC purification. HPLC-ESMS showed that deprotection and decoupling of peptide from the resin with trifluoroacetic acid gave initially HYNIC-peptide, which was trifluoroacetylated upon prolonged incubation. The trifluoroacetyl-HYNIC group was hydrolyzed during Tc-99m labeling, rendering deprotection unnecessary. Trifluoroacetyl-HYNIC peptide was Tc-99m-labeled as efficiently, producing the same product, as HYNIC-peptide. These modifications enhance the versatility of HYNIC for Tc-99m peptide labeling

U2 - 10.1021/jm061274l

DO - 10.1021/jm061274l

M3 - Article

VL - 50

SP - 1418

EP - 1422

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

IS - 6

ER -