Garlick R K, Giese R W
Department of Medicinal Chemistry, College of Pharmacy and Allied Health Professions, Northeastern University, Boston, MA.
Biochem J. 1990 Jun 15;268(3):611-3. doi: 10.1042/bj2680611.
Previously we reported the dissociative binding of biotinylamidoethyl-3-(4-hydroxy-3-[125I]iodophenyl)propionamide to avidin [Garlick & Giese (1988) J. Biol. Chem. 263, 210-215]. In the present paper we report the corresponding binding of the alpha- and beta-sulphoxides of this parent compound to avidin. The 1:1 complex (obtained with avidin in excess) of the alpha-sulphoxide derivative with avidin has a dissociation half-life (t1/2) of 25 days, only 1.6 times as fast as the parent compound (t1/2 41 days). However, the corresponding beta-sulphoxide dissociates 446 times faster (t1/2 0.092 day) than the parent compound, this apparently being due to a steric effect. The alpha-sulphoxide is attractive as a tracer reagent to facilitate studies and applications of the avidin-biotin system.
此前我们报道了生物素酰胺基乙基-3-(4-羟基-3-[¹²⁵I]碘苯基)丙酰胺与抗生物素蛋白的解离结合[加里克和吉斯(1988年)《生物化学杂志》263卷,210 - 215页]。在本文中,我们报道了该母体化合物的α-和β-亚砜与抗生物素蛋白的相应结合情况。α-亚砜衍生物与抗生物素蛋白(抗生物素蛋白过量)形成的1:1复合物的解离半衰期(t₁/₂)为25天,仅比母体化合物(t₁/₂ 41天)快1.6倍。然而,相应的β-亚砜的解离速度比母体化合物快446倍(t₁/₂ 0.092天),这显然是由于空间效应。α-亚砜作为一种示踪试剂,对于促进抗生物素蛋白-生物素系统的研究和应用具有吸引力。