摘要
磷酸酰胺天然产物是指生物体产生的含有氮磷键的小分子化合物.因其结构和细胞内磷酸化的生物小分子或羧酸小分子相似,它们竞争生物生命活动某些必需酶的功能,从而表现出各种各样的生物活性.目前已知的磷酸酰胺天然产物氮磷键生物合成机制可以分为3类:Mcc B蛋白催化类、APS腺苷酰基转移酶(adenylyl sulphate:ammonia adenylyltransferase,APSAT)催化类和丙酮酸磷酸二激酶(pyruvate phosphate dikinase,PPDK)同源蛋白催化类.本文就这3类氮磷键生物合成机制进行综述.
Naturally occurring phosphoramidates, which contain nitrogen-phosphorus(N-P) bonds, show high structure similarity with cytoplasmic carboxylates and phosphates. Phosphoramidates exhibit wide bioactivity spectrum attributed to the role as inhibitor of certain necessary enzymes in cell cycle. Three N-P bond biosynthetic pathways, which are respectively catalyzed by MccB, adenylyl sulphate: ammonia adenylyltransferase(APSAT) and Pyruvate phosphate dikinase(PPDK) homologues, are reviewed here.(1) MccB, a homologue of E1 ubiquitin ligase, catalyzed the phosphorylation of the asparagine residue of Microcin C7 precursor peptide. It consumed one molecule of ATP for the cyclization of the asparagine residue to give a succinimide. Then, the succinimidyl nitrogen atom attacked the Pa of a second ATP molecule to create an adenosine monophosphate-N-succinimide moiety. Agrocin 84, dinogunellin and phosmidosine shared identical AMP-NHR structural moiety with Microcin C7. Unfortunately, the biosynthetic gene clusters of dinogunellin and phosmidosine have not been identified yet. Agrocin 84 contains two N-P bonds, the first one linked the amino group of 2,3-dihydroxy-4-methyl-pentanamide with the phosphate group of 3′dA MP, and the second one bridged the amino group of the 3′dA MP purine ring with the phosphate group on the phosphorylated D-glucofuranosyloxy-phosphoryl. Analysis of Agrocin 84 biosynthetic gene cluster showed that agn A is homologous to mccB gene. Based on structural similarity and gene homology, it was proposed that the first N-P bond biosynthetic pathway of agrocin 84 is similar to that of Microcin C7.(2) APSAT catalyzed ammonolysis of adenosine-5′-phosphosulfate to give adenosine-5′-phosphoramidate(AMP-NH2) and sulfate. AMP-NH2 was discovered from the extracts of Chlorella pyrenoidosa, Dictyostelium discoideum, Euglena gracilis var. bacillaris, spinach, barley and Escherichia coli. This APSAT protein was isolated from Chlorella pyrenoidosa and the biochemical characters were in
出处
《科学通报》
EI
CAS
CSCD
北大核心
2017年第31期3525-3532,共8页
Chinese Science Bulletin
基金
国家自然科学基金(31670030)资助
关键词
磷酸酰胺
氮磷键
天然产物
生物合成
phosphoramidates, nitrogen-phosphorus bond, natural product, biosynthesis