Synthesis of 3H-Tyr-D-Ala-Gly-N(Me)Phe chloromethyl ketone--an opioid affinity label.
A radioactive enkephalin affinity reagent, selective for the mu opioid receptor subtype, was synthesized by a fragment condensation method. 3H-BOC-Tyr-D-Ala-Gly-OH was prepared by catalytic tritiation of the protected iodinated tripeptide. The protected tritiated tripeptide and N(Me)Phe-CH2Cl were condensed by the mixed anhydride method. The protecting group was removed by HCl/acetic acid. The tritiated tetrapeptide has a specific radioactivity of 56.8 Ci/mmole (2.1 TBq/mmole).
Varga
E
E
Institute of Biochemistry, Hungarian Academy of Sciences, Szeged.
Tóth
G
G
Hepp
J
J
Benyhe
S
S
Simon
J
J
Medzihradszky
K
K
Borsodi
A
A
D000345:Affinity Labels / Q000378:metabolism*; D000590:Amino Acid Chloromethyl Ketones / Q000138:chemical synthesis* / Q000378:metabolism; D000818:Animals; D001667:Binding, Competitive; D001921:Brain / Q000378:metabolism; D002462:Cell Membrane / Q000378:metabolism; D007202:Indicators and Reagents; D007553:Isotope Labeling / Q000379:methods; D007700:Kinetics; D051381:Rats; D011957:Receptors, Opioid / Q000378:metabolism; D017450:Receptors, Opioid, mu; D014316:Tritium
D000345:Affinity Labels; D000590:Amino Acid Chloromethyl Ketones; D007202:Indicators and Reagents; D011957:Receptors, Opioid; D017450:Receptors, Opioid, mu; D014316:Tritium; C028557:tyrosyl-alanyl-glycyl-phenylalanyl-leucine chloromethyl ketone