“…Few attempts have been made to prepare immunogens for TCs in the literature, 17 moreover, most studies have employed rudimentary strategies based on the direct coupling of TC to the carrier protein using homobifunctional aldehydes, carbodiimide (CDI) or diazonium conjugation via Mannich condensation. 20,21 Recently, several authors have synthesized TC derivatives as haptens with active carboxyl or amino groups, such as TC, CTC, OTC and methacycline. 14,15,17,20,22 In these previous reports, the conjugation sites in the TCs or haptens were generally situated in the D ring of the TCs (Fig.…”