Department of Pediatrics, Columbia University, New York, New York 10032, USA.
Drug Metab Dispos. 2010 Apr;38(4):545-53. doi: 10.1124/dmd.109.030635. Epub 2010 Jan 13.
Glucuronidation by UDP-glucuronyltransferase 2B enzymes (UGT2Bs) is a major pathway for the elimination of endobiotics and xenobiotics, including therapeutic drugs. Morphine, a probe drug for UGT2B7, is metabolized to morphine-3-beta-glucuronide (M3G) and morphine-6-beta-glucuronide (M6G) in humans. Morphine has been used in a series of experiments in the baboon to characterize developmental changes in fetal glucuronidation. This study identifies the baboon UGT2B family of enzymes, compares them with that of the human and the monkey (Macaca fascicularis), and measures the activity of the individual baboon UGT2Bs toward morphine. UGT2B cDNAs were cloned from the liver of adult and newborn baboons and expressed in human embryonic kidney 293 cells. The UGT activity toward morphine was assessed by the rate of formation of M3G and M6G by high-performance liquid chromatography. Eight baboon UGT2Bs were cloned and identified: UGT2B41 and UGT2B42, which are 90% homologous to human UGT2B4; UGT2B43, which is 93% homologous to human UGT2B15; and UGT2B39, UGT2B40, UGT2B44, UGT2B45, and UGT2B46, which are 89 to 91% homologous to human UGT2B7. Homology between baboon and monkey UGT2B ranged from 92.6 to 99.1%, with the primary protein structure of UGT2B43 being 99.1% identical to monkey UGT2B20, including a unique R96I substitution. Gene conversion interfered with the phylogenetic signal in the baboon UGT2B7-like and the monkey UGT2B4-like groups and led to concerted evolution of these enzymes. All of the baboon UGT2Bs metabolized morphine to both M3G and M6G. This study lays the foundation for investigating the regulation of UGT2B enzymes during fetal and neonatal development in the baboon.
UDP-葡糖醛酸基转移酶 2B 酶(UGT2B)的葡醛酸化作用是内源性和外源性物质(包括治疗药物)消除的主要途径。吗啡是 UGT2B7 的探针药物,在人体内代谢为吗啡-3-β-葡糖苷酸(M3G)和吗啡-6-β-葡糖苷酸(M6G)。吗啡已在一系列狒狒实验中用于表征胎儿葡醛酸化的发育变化。本研究鉴定了狒狒 UGT2B 酶家族,将其与人类和猕猴(Macaca fascicularis)进行比较,并测量了个体狒狒 UGT2B 对吗啡的活性。从成年和新生狒狒的肝脏中克隆 UGT2B cDNA,并在人胚肾 293 细胞中表达。通过高效液相色谱法测定 M3G 和 M6G 的形成速率来评估吗啡的 UGT 活性。克隆并鉴定了 8 种狒狒 UGT2B:UGT2B41 和 UGT2B42,与人类 UGT2B4 同源性为 90%;UGT2B43,与人类 UGT2B15 同源性为 93%;UGT2B39、UGT2B40、UGT2B44、UGT2B45 和 UGT2B46,与人类 UGT2B7 同源性为 89%至 91%。狒狒和猕猴 UGT2B 之间的同源性为 92.6%至 99.1%,UGT2B43 的主要蛋白质结构与猕猴 UGT2B20 完全相同,包括一个独特的 R96I 取代。基因转换干扰了狒狒 UGT2B7 样和猕猴 UGT2B4 样组中的系统发育信号,并导致这些酶的协同进化。所有狒狒 UGT2B 均将吗啡代谢为 M3G 和 M6G。本研究为研究狒狒胎儿和新生儿期 UGT2B 酶的调节奠定了基础。