Patent ID: 8703936

Claim:
A method for labeling a target molecule comprising an azide, the method comprising: reacting an azide of a target molecule with a modified cycloalkyne compound of the formula: wherein X 1 -X 8 are each independently selected from carbon and nitrogen; each L is a divalent moiety independently selected from alkylene, substituted alkylene, alkenylene, substituted alkenylene, alkynylene, substituted alkynylene, arylene, substituted arylene, cycloalkylene, substituted cycloalkylene, heteroarylene, substituted heteroarylene, heterocyclene, substituted heterocyclene, carboxamido, C 1 to C 7 acyloxy, urethanylene, sulfonyl, sulfonamido, —O—, —S—, —NH—, and substituted amino; wherein substituents of the substituted divalent moieties are selected from carboxy, amino, halo, hydroxy, nitro, cyano, trifluoromethyl, C 1 to C 7 alkyl, C 1 to C 7 alkoxy, C 1 to C 7 acyloxy, carboxamide, carboxymethyl, and hydroxymethyl; and wherein the substituted and unsubstituted heteroarylene and heterocyclene divalent moieties are five or six-membered rings having 1 to 4 heteroatoms independently selected from oxygen, nitrogen and sulfur ring atoms; each n is a number independently selected from zero to 40; and Y 1 -Y 3 are independently selected from H; a group selected from a carboxyl, an amino, an alkoxycarbonyl, a RSC(O)—, a sulfonyl halide, a hydroxyl, an alkoxy, an —SH, an N-succinimidyl ester, an isothiocyanate, an iodoacetamide, a maleimidyl, a hydrazinyl, a hydrazide, a halogen, a cyano, a diazo, an azide, a guanidinyl, a sulfone, an epoxide, a diazirine, an alkenyl, an alkynyl, a phosphine, a silane and an alkylsulfonic acid; and a molecule of interest selected from a detectable label, a toxin, a peptide, a drug, a member of a specific binding pair, an epitope tag and a strained azacycloalkynone group, wherein said reacting produces a conjugate between the azide of the target molecule and the modified cycloalkyne.