Department of Chemistry and Biochemistry, University of San Diego, 5998 Alcala Park, San Diego, CA 92110, USA.
J Biol Inorg Chem. 2012 Apr;17(4):507-15. doi: 10.1007/s00775-011-0872-x. Epub 2012 Jan 19.
Copper amine oxidases (CAOs) are a large family of proteins that use molecular oxygen to oxidize amines to aldehydes with the concomitant production of hydrogen peroxide and ammonia. CAOs utilize two cofactors for this reaction: topaquinone (TPQ) and a Cu(II) ion. Two mechanisms for oxygen reduction have been proposed for these enzymes. In one mechanism (involving inner-sphere electron transfer to O(2)), Cu(II) is reduced by TPQ, forming Cu(I), to which O(2) binds, forming a copper-superoxide complex. In an alternative mechanism (involving outer-sphere electron transfer to O(2)), O(2) is directly reduced by TPQ, without reduction of Cu(II). Substitution of Cu(II) with Co(II) has been used to distinguish between the two mechanisms in several CAOs. Because it is unlikely that Co(II) could be reduced to Co(I) in this environment, an inner-sphere mechanism, as described above, is prevented. We adapted metal replacement methods used for other CAOs to the amine oxidase from pea seedlings (PSAO). Cobalt-substituted PSAO (CoPSAO) displayed nominal catalytic activity: k(cat) is 4.7% of the native k(cat), and K(M) (O(2)) for CoPSAO is substantially (22-fold) higher. The greatly reduced turnover number for CoPSAO suggests that PSAO uses the inner-sphere mechanism, as has been predicted from (18)O isotope effect studies (Mukherjee et al. in J Am Chem Soc 130:9459-9473, 2008), and is catalytically compromised when constrained to operate via outer-sphere electron transfer to O(2). This study, together with previous work, provides strong evidence that CAOs use both proposed mechanisms, but each homolog may prefer one mechanism over the other.
铜胺氧化酶(CAOs)是一个庞大的蛋白质家族,它利用分子氧将胺氧化为醛,同时产生过氧化氢和氨。CAOs 利用两种辅因子进行此反应:拓扑醌(TPQ)和一个 Cu(II)离子。对于这些酶,已经提出了两种氧还原机制。在一种机制中(涉及到内球电子转移到 O(2)),TPQ 将 Cu(II)还原,形成 Cu(I),O(2)与之结合,形成铜超氧化物复合物。在另一种机制中(涉及到 O(2)的外球电子转移),O(2)直接被 TPQ 还原,而 Cu(II)不被还原。在几种 CAOs 中,用 Co(II)取代 Cu(II)来区分这两种机制。由于在这种环境中 Co(II)不太可能被还原为 Co(I),因此如上所述,内球机制被阻止。我们将用于其他 CAOs 的金属取代方法应用于来自豌豆幼苗的胺氧化酶(PSAO)。钴取代 PSAO(CoPSAO)显示出名义上的催化活性:k(cat)是天然 k(cat)的 4.7%,而 CoPSAO 的 K(M)(O(2))则大大(22 倍)升高。CoPSAO 的周转数大大降低表明,正如(18)O 同位素效应研究(Mukherjee 等人,J Am Chem Soc 130:9459-9473, 2008)所预测的那样,PSAO 采用内球机制,并且当受到限制通过外球电子转移到 O(2)进行催化时,其催化性能会受到影响。这项研究与之前的工作一起,为 CAOs 同时使用这两种提出的机制提供了强有力的证据,但每个同源物可能更倾向于使用其中一种机制。