Uses | Benzamidine was used in the preparation of heparan sulfate-rich proteoglycan from mouse mammary epithelial cells. It has been used to prevent enzymatic degradation during the purification procedure of bovine factor XII (Hageman factor). |
Definition | ChEBI: Benzamidine is a carboxamidine that is benzene carrying an amidino group. It has a role as a serine protease inhibitor. It is a member of benzenes and a carboxamidine. It is functionally related to a benzoic acid. It is a conjugate base of a benzamidine(1+). |
Synthesis Reference(s) | The Journal of Organic Chemistry, 27, p. 1255, 1962 DOI: 10.1021/jo01051a033 Tetrahedron Letters, 31, p. 1969, 1990 DOI: 10.1016/S0040-4039(00)88891-7 |
Biochem/physiol Actions | Benzamidine is an inhibitor of plasmin and has been used in the radioimmunoassay of glucagon in human plasma. It prevents the destruction of Thyrotropin-releasing hormone (TRH) added to whole blood in vitro before radioimmunoassay of TRH. |
Purification Methods | It is liberated from its hydrochloride chloride (below) by treatment with 5M NaOH, extracted into diethyl ether, dried (Na2SO4) and sublimed in vacuo.[Beilstein 9 H 280, 9 I 123, 9 II 199, 9 1264, 9 IV 898.] |