Synthesis and 11C-labelling of the ACTH fragment analogue H-Met(O2)-Glu-His-Phe-D-Lys-Phe-OH (Org 2766) via its homocystine-containing precursor.
The hexapeptide dimer (H-Hcy-Glu-His-Phe-D-Lys-Phe-OH)2 was synthesized using solution methods and characterized. Its conversion into H-Met(O2)-Glu-His-Phe-D-Lys-Phe-OH, Org 2766, was studied on a small scale in as short a time as possible; reduction of the disulfide bond using Na/NH3, reaction with CH3I, oxidation with H2O2 and catalyst and purification by HPLC were carried out starting with 2 mg of the dimer in a total preparation time of approximately 22 min, starting with the addition of CH3I. The preparation of the 11C-labelled analogue was carried out by methylation with 11CH3I. Restrictions imposed by working with carbon-11 will be discussed.
van Nispen
J W
JW
Organon Scientific Development Group, Oss, The Netherlands.
Janssen
W P
WP
Melgers
P A
PA
Janssen
P S
PS
Jansen
J F
JF
Vaalburg
W
W
D000324:Adrenocorticotropic Hormone / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D000595:Amino Acid Sequence; D014151:Anti-Anxiety Agents / Q000138:chemical synthesis*; D008969:Molecular Sequence Data; D010446:Peptide Fragments / Q000138:chemical synthesis*; D011849:Radioactive Tracers
D014151:Anti-Anxiety Agents; D010446:Peptide Fragments; D011849:Radioactive Tracers; C013765:Org 2766; D000324:Adrenocorticotropic Hormone