CAJ | 학술논문

为了方便快捷地制备嘧啶核苷一肽缀合物,我们发展了一种一釜合成的方法.从尿嘧啶核苷出发,经过4步制备了关键中间体5-乙酰巯亚甲基-2',3'-二-O-异亚丙基尿苷(4).在酸性条件下,脱除化合物4的乙酰基,同时游离的巯基与PySS-R(8,12,15,Py=2-吡啶基,R=氨基酸或肽)反应形成新的二硫键,即形成了尿苷与氨基酸或肽以二硫键连接的缀合物(9,13,2).
위료방편쾌첩지제비밀정핵감일태철합물,아문발전료일충일부합성적방법.종뇨밀정핵감출발,경과4보제비료관건중간체5-을선구아갑기-2',3'-이-O-이아병기뇨감(4).재산성조건하,탈제화합물4적을선기,동시유리적구기여PySS-R(8,12,15,Py=2-필정기,R=안기산혹태)반응형성신적이류건,즉형성료뇨감여안기산혹태이이류건련접적철합물(9,13,2).
In order to prepare pyrimidine nucleoside-peptide conjugate concisely, we developed a one-pot synthetic strategy.Started from uridine, 5-S-acetyl-thiomethyi-2',3'-di-O-isopropylidene-uridine (4) was synthesized as the key intermediate in four steps. Under acidic condition, compound 4 was deproteeted and reacted with PySS-R (8, 12, 15, Py = 2-pyridyl, R = amino acid or peptide) in one pot to form uridine conjugates (9, 13, 2) with disulfide bond as linker.