Pantetheine 4'-phosphate (BioDeep_00000004585)

 

Secondary id: BioDeep_00000394108

human metabolite Endogenous


代谢物信息卡片


[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphonic acid

化学式: C11H23N2O7PS (358.09635380000003)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 0.11%

分子结构信息

SMILES: CC(C)(COP(=O)(O)O)C(C(=O)NCCC(=O)NCCS)O
InChI: InChI=1S/C11H23N2O7PS/c1-11(2,7-20-21(17,18)19)9(15)10(16)13-4-3-8(14)12-5-6-22/h9,15,22H,3-7H2,1-2H3,(H,12,14)(H,13,16)(H2,17,18,19)

描述信息

Pantetheine 4-phosphate, or 4-phosphopantetheine, is a metabolite in the pantothenate and coenzyme A biosynthesis pathway. It can be generated from Pantatheine (via pantothenate kinase 1) or R-4-Phospho-pantothenoyl-L-cysteine (via phosphopantothenoylcysteine decarboxylase) or Dephospho-CoA (via 4-phosphopantetheine adenylyl-transferase and ectonucleotide pyrophosphatase). In most mammals, coenzyme A can be hydrolyzed to pantetheine and pantothenate in the intestinal lumen via the following series of reactions: coenzyme A leads to phosphopantetheine leads to pantetheine leads to pantothenate. The conversion of 4-phosphopantetheine (4-PP) to dephospho-CoA, is catalyzed by 4-phosphopantetheine adenylyl-transferase. In mammalian systems, this step may occur in the mitochondria or in the cytosol. (PMID: 1746161) It has been identified as an essential cofactor in in the biosynthesis of fatty acids, polyketides, depsipeptides, peptides, and compounds derived from both carboxylic and amino acid precursors. In particular it is a key prosthetic group of acyl carrier protein (ACP) and peptidyl carrier proteins (PCP) and aryl carrier proteins (ArCP) derived from Coenzyme A. Phosphopantetheine fulfils two demands. Firstly, the intermediates remain covalently linked to the synthases (or synthetases) in an energy-rich thiol ester linkage. Secondly, the flexibility and length of phosphopantetheine chain (approximately 2 nm) allows the covalently tethered intermediates to have access to spatially distinct enzyme active sites.
4-phosphopantetheine is a metabolite in the pantothenate and coenzyme A biosynthesis pathway. It can be generated from Pantatheine (via pantothenate kinase 1) or R-4-Phospho-pantothenoyl-L-cysteine (via phosphopantothenoylcysteine decarboxylase) or Dephospho-CoA (via 4-phosphopantetheine adenylyl-transferase and ectonucleotide pyrophosphatase). In most mammals, coenzyme A can be hydrolyzed to pantetheine and pantothenate in the intestinal lumen via the following series of reactions: coenzyme A leads to phosphopantetheine leads to pantetheine leads to pantothenate. The conversion of 4-phosphopantetheine (4-PP) to dephospho-CoA, is catalyzed by 4-phosphopantetheine adenylyl-transferase. In mammalian systems, this step may occur in the mitochondria or in the cytosol. (PMID: 1746161) It has been identified as an essential cofactor in in the biosynthesis of fatty acids, polyketides, depsipeptides, peptides, and compounds derived from both carboxylic and amino acid precursors. In particular it is a key prosthetic group of acyl carrier protein (ACP) and peptidyl carrier proteins (PCP) and aryl carrier proteins (ArCP) derived from Coenzyme A. Phosphopantetheine fulfils two demands. Firstly, the intermediates remain covalently linked to the synthases (or synthetases) in an energy-rich thiol ester linkage. Secondly, the flexibility and length of phosphopantetheine chain (approximately 2 nm) allows the covalently tethered intermediates to have access to spatially distinct enzyme active sites. [HMDB]

同义名列表

17 个代谢物同义名

[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphonic acid; (2R)-2-Hydroxy-N-[3-[(2-mercaptoethyl)amino]-3-oxopropyl]-3,3-dimethyl-4-(phosphonooxy)butanamide; (2R)-2-Hydroxy-N-(3-((2-mercaptoethyl)amino)-3-oxopropyl)-3,3-dimethyl-4-(phosphonooxy)butanamide; D-Pantetheine 4-phosphoric acid; Pantetheine 4-phosphoric acid; Pantetheine-4-phosphoric acid; O(4)-Phosphono-D-pantethein; D-Pantetheine 4’-phosphate; D-Pantetheine 4-phosphate; Pantetheine 4’-phosphate; Pantetheine-4-phosphate; pantetheine 4-phosphate; Pantetheine phosphate; 4’-Phosphopantetheine; 4-Phosphopantetheine; Phosphopantetheine; PSH-4-p



数据库引用编号

20 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(0)

代谢反应

99 个相关的代谢反应过程信息。

Reactome(24)

BioCyc(3)

WikiPathways(0)

Plant Reactome(66)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(6)

PharmGKB(0)

2 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Xi Meng, Guoqi Yu, Tingyu Luo, Ruiyuan Zhang, Jun Zhang, Yongjie Liu. Transcriptomics integrated with metabolomics reveals perfluorobutane sulfonate (PFBS) exposure effect during pregnancy and lactation on lipid metabolism in rat offspring. Chemosphere. 2023 Sep; 341(?):140120. doi: 10.1016/j.chemosphere.2023.140120. [PMID: 37696479]
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  • Philipp Wiemann, Sabine Albermann, Eva-Maria Niehaus, Lena Studt, Katharina W von Bargen, Nelson L Brock, Hans-Ulrich Humpf, Jeroen S Dickschat, Bettina Tudzynski. The Sfp-type 4'-phosphopantetheinyl transferase Ppt1 of Fusarium fujikuroi controls development, secondary metabolism and pathogenicity. PloS one. 2012; 7(5):e37519. doi: 10.1371/journal.pone.0037519. [PMID: 22662164]
  • Fuyuan Jing, David C Cantu, Jarmila Tvaruzkova, Jay P Chipman, Basil J Nikolau, Marna D Yandeau-Nelson, Peter J Reilly. Phylogenetic and experimental characterization of an acyl-ACP thioesterase family reveals significant diversity in enzymatic specificity and activity. BMC biochemistry. 2011 Aug; 12(?):44. doi: 10.1186/1471-2091-12-44. [PMID: 21831316]
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  • Ling Yang, Jun Liu, Mu Liu, Meirui Qian, Minzhou Zhang, Huajun Hu. Identification of fatty acid synthase from the Pacific white shrimp, Litopenaeus vannamei and its specific expression profiles during white spot syndrome virus infection. Fish & shellfish immunology. 2011 Feb; 30(2):744-9. doi: 10.1016/j.fsi.2010.12.026. [PMID: 21199673]
  • Lei Wang, Wei Chen, Yun Feng, Yan Ren, Zhennan Gu, Haiqin Chen, Hongchao Wang, Michael J Thomas, Baixi Zhang, Isabelle M Berquin, Yang Li, Jiansheng Wu, Huanxin Zhang, Yuanda Song, Xiang Liu, James S Norris, Suriguga Wang, Peng Du, Junguo Shen, Na Wang, Yanlin Yang, Wei Wang, Lu Feng, Colin Ratledge, Hao Zhang, Yong Q Chen. Genome characterization of the oleaginous fungus Mortierella alpina. PloS one. 2011; 6(12):e28319. doi: 10.1371/journal.pone.0028319. [PMID: 22174787]
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  • Y Miyamoto, A Masunaka, T Tsuge, M Yamamoto, K Ohtani, T Fukumoto, K Gomi, T L Peever, Y Tada, K Ichimura, K Akimitsu. ACTTS3 encoding a polyketide synthase is essential for the biosynthesis of ACT-toxin and pathogenicity in the tangerine pathotype of Alternaria alternata. Molecular plant-microbe interactions : MPMI. 2010 Apr; 23(4):406-14. doi: 10.1094/mpmi-23-4-0406. [PMID: 20192828]
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  • Yousang Hwang, Surajit Ganguly, Anthony K Ho, David C Klein, Philip A Cole. Enzymatic and cellular study of a serotonin N-acetyltransferase phosphopantetheine-based prodrug. Bioorganic & medicinal chemistry. 2007 Mar; 15(5):2147-55. doi: 10.1016/j.bmc.2006.12.016. [PMID: 17258461]
  • Anna Roujeinikova, William J Simon, John Gilroy, David W Rice, John B Rafferty, Antoni R Slabas. Structural studies of fatty acyl-(acyl carrier protein) thioesters reveal a hydrophobic binding cavity that can expand to fit longer substrates. Journal of molecular biology. 2007 Jan; 365(1):135-45. doi: 10.1016/j.jmb.2006.09.049. [PMID: 17059829]
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