Patent ID: 8894971

Claim:
A method of radioiodination of a biological targeting moiety, said method comprising: (i) provision of a compound of Formula (I): (ii) reaction of said compound of Formula (I) with a compound of Formula (IIa) or Formula (IIb): I*—Y 1 —N 3 (IIa) I*—Y 1 —CH≡N + —O − (IIb) in the presence of a click cycloaddition catalyst, to give a conjugate of Formula (IIIa) or (IIIb) respectively: wherein: I* is a radioisotope of iodine suitable for in vivo imaging, chosen from 123 I, 124 I or 131 I; L 1 is a linker group which may be present or absent, wherein said linker group is of formula -(A) m - wherein each A is independently —CR 2 —, —CR═CR—, —C≡C—, —CR 2 CO 2 —, —CO 2 CR 2 —, —NRCO—, —CONR—, —NR(C═O)NR—, —NR(C═S)NR—, —SO 2 NR—, —NRSO 2 —, —CR 2 OCR 2 —, —CR 2 SCR 2 —, —CR 2 NRCR 2 —, a C 4-8 cycloheteroalkylene group, a C 4-8 cycloalkylene group, a C 5-12 arylene group, or a C 3-12 heteroarylene group, an amino acid, a sugar or a monodisperse polyethyleneglycol (PEG) building block; wherein each R is independently chosen from: H, C 1-4 alkyl, C 2-4 alkenyl, C 2-4 alkynyl, C 1-4 alkoxyalkyl or C 1-4 hydroxyalkyl; and m is an integer of value 1 to 20; Y 1 is —Ar 1 — or —X 1 —; where —Ar 1 — is C 3-10 arylene, and X 1 — is —CH═CH—(CH 2 ) n (Ar 1 ) j — or —CH═CH—(Ar 1 ) j —(CH 2 ) n — where j is 0 or 1, and n is an integer of value 0 to 4, wherein when Y 1 is —X 1 —, I* is attached to —CH═CH terminus of X 1 ; BTM is the biological targeting moiety chosen from: a single amino acid, a 3-80 mer peptide, an enzyme substrate, an enzyme antagonist an enzyme agonist, an enzyme inhibitor or a receptor-binding compound; and wherein the compound of Formula (I) is generated by deprotection of a compound of Formula (Ia): wherein M 1 is an alkyne-protecting group.