Department of Chemistry and Biochemistry, Central Michigan University, Mount Pleasant, MI 48858, USA.
Bioorg Med Chem. 2019 Mar 1;27(5):686-691. doi: 10.1016/j.bmc.2019.01.020. Epub 2019 Jan 24.
The ene reaction involves the addition of an 'ene' to an 'enophile.' The retro-ene reaction is the reverse of the ene reaction. In recent years various biological molecules have been found to form covalent intermediates (ene-adducts) that might be the result of an ene reactions. Such adducts have been characterized or implicated for dihydropyridines and pyridininum cofactors derived from vitamin B3, such as the reduced and oxidized forms of nicotinamide adenine dinucleotide (NADH/NAD); flavin cofactors derived from vitamin B2, such as flavin adenine dinucleotide, FAD, and flavin mononucleotide, FMN; vitamin C; the oxime intermediate of nitric oxide synthase; tyrosine; and other biomolecules. Given the ubiquitous nature of these cofactors, it might be speculated that the formation of ene-adducts is a more common principle in biochemistry.
烯反应涉及“烯”加成到“亲烯试剂”上。反烯反应是烯反应的逆反应。近年来,人们发现各种生物分子形成共价中间体(烯加成物),这些中间体可能是烯反应的结果。这些加合物已被鉴定或暗示存在于二氢吡啶和烟酰胺腺嘌呤二核苷酸(NADH/NAD)等维生素 B3 衍生的吡啶嗡辅酶,以及黄素腺嘌呤二核苷酸(FAD)和黄素单核苷酸(FMN)等维生素 B2 衍生的黄素辅酶,维生素 C,一氧化氮合酶的肟中间体,酪氨酸和其他生物分子中。鉴于这些辅酶无处不在,人们可能会推测,烯加成物的形成是生物化学中更常见的原理。