Hypusine (BioDeep_00000605200)

   


代谢物信息卡片


(2S)-2-amino-6-{[(2S)-4-amino-2-hydroxybutyl]amino}hexanoic acid

化学式: C10H23N3O3 (233.1739)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(CCNCC(CCN)O)CC(C(=O)O)N
InChI: InChI=1S/C10H23N3O3/c11-5-4-8(14)7-13-6-2-1-3-9(12)10(15)16/h8-9,13-14H,1-7,11-12H2,(H,15,16)/t8-,9+/m1/s1

描述信息

An L-lysine derivative that is L-lysine bearing a (2R)-4-amino-2-hydroxybutyl substituent at position N(6).

同义名列表

3 个代谢物同义名

Hypusine; (2S)-2-amino-6-{[(2S)-4-amino-2-hydroxybutyl]amino}hexanoic acid; N(6)-(4-amino-2-Hydroxybutyl)-L-lysine



数据库引用编号

7 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

0 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。

亚细胞结构定位 关联基因列表


文献列表

  • Svetlana Baskal, Annette Kaiser, Catharina Mels, Ruan Kruger, Dimitrios Tsikas. Specific and sensitive GC-MS analysis of hypusine, Nε-(4-amino-2-hydroxybutyl)lysine, a biomarker of hypusinated eukaryotic initiation factor eIF5A, and its application to the bi-ethnic ASOS study. Amino acids. 2022 Jul; 54(7):1083-1099. doi: 10.1007/s00726-022-03142-8. [PMID: 35243537]
  • André Ricardo Gomes de Proença, Karina Danielle Pereira, Leticia Meneguello, Leticia Tamborlin, Augusto Ducati Luchessi. Insulin action on protein synthesis and its association with eIF5A expression and hypusination. Molecular biology reports. 2019 Feb; 46(1):587-596. doi: 10.1007/s11033-018-4512-1. [PMID: 30519811]
  • Mathula Thangarajh, Aiping Zhang, Kirandeep Gill, Habtom W Ressom, Zhenzhi Li, Rency S Varghese, Eric P Hoffman, Kanneboyina Nagaraju, Yetrib Hathout, Simina M Boca. Discovery of potential urine-accessible metabolite biomarkers associated with muscle disease and corticosteroid response in the mdx mouse model for Duchenne. PloS one. 2019; 14(7):e0219507. doi: 10.1371/journal.pone.0219507. [PMID: 31310630]
  • Nicolas Melis, Isabelle Rubera, Marc Cougnon, Sébastien Giraud, Baharia Mograbi, Amine Belaid, Didier F Pisani, Stephan M Huber, Sandra Lacas-Gervais, Konstantina Fragaki, Nicolas Blondeau, Paul Vigne, Christian Frelin, Thierry Hauet, Christophe Duranton, Michel Tauc. Targeting eIF5A Hypusination Prevents Anoxic Cell Death through Mitochondrial Silencing and Improves Kidney Transplant Outcome. Journal of the American Society of Nephrology : JASN. 2017 Mar; 28(3):811-822. doi: 10.1681/asn.2016010012. [PMID: 27612998]
  • Shima Nakanishi, John L Cleveland. Targeting the polyamine-hypusine circuit for the prevention and treatment of cancer. Amino acids. 2016 10; 48(10):2353-62. doi: 10.1007/s00726-016-2275-3. [PMID: 27357307]
  • Ana Lilia Martinez-Rocha, Mayada Woriedh, Jan Chemnitz, Peter Willingmann, Cathrin Kröger, Birgit Hadeler, Joachim Hauber, Wilhelm Schäfer. Posttranslational hypusination of the eukaryotic translation initiation factor-5A regulates Fusarium graminearum virulence. Scientific reports. 2016 Apr; 6(?):24698. doi: 10.1038/srep24698. [PMID: 27098988]
  • Bernhard Maier, Sarah A Tersey, Raghavendra G Mirmira. Hypusine: a new target for therapeutic intervention in diabetic inflammation. Discovery medicine. 2010 Jul; 10(50):18-23. doi: . [PMID: 20670594]
  • Hee Jeong Kong, Gyeong-Eun Hong, Woo-Jin Kim, Young-Ok Kim, Bo-Hye Nam, Chang Hoon Lee, Jeong Wan Do, Jeong-Ho Lee, Sang-Jun Lee, Kyung-Kil Kim. Cloning and characterization of hypusine-containing protein eIF5A from the olive flounder Paralichthys olivaceus. Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology. 2009 Jul; 153(3):281-7. doi: 10.1016/j.cbpb.2009.03.012. [PMID: 19344779]
  • Manas K Chattopadhyay, Myung Hee Park, Herbert Tabor. Hypusine modification for growth is the major function of spermidine in Saccharomyces cerevisiae polyamine auxotrophs grown in limiting spermidine. Proceedings of the National Academy of Sciences of the United States of America. 2008 May; 105(18):6554-9. doi: 10.1073/pnas.0710970105. [PMID: 18451031]
  • Mervi T Hyvönen, Tuomo A Keinänen, Marc Cerrada-Gimenez, Riitta Sinervirta, Nikolay Grigorenko, Alex R Khomutov, Jouko Vepsäläinen, Leena Alhonen, Juhani Jänne. Role of hypusinated eukaryotic translation initiation factor 5A in polyamine depletion-induced cytostasis. The Journal of biological chemistry. 2007 Nov; 282(48):34700-6. doi: 10.1074/jbc.m704282200. [PMID: 17901051]
  • Manas K Chattopadhyay, Celia White Tabor, Herbert Tabor. Spermidine but not spermine is essential for hypusine biosynthesis and growth in Saccharomyces cerevisiae: spermine is converted to spermidine in vivo by the FMS1-amine oxidase. Proceedings of the National Academy of Sciences of the United States of America. 2003 Nov; 100(24):13869-74. doi: 10.1073/pnas.1835918100. [PMID: 14617780]
  • Yoon Lee, Hyun-Kyung Kim, Hyo-Eun Park, Myung Hee Park, Young Ae Joe. Effect of N1-guanyl-1,7-diaminoheptane, an inhibitor of deoxyhypusine synthase, on endothelial cell growth, differentiation and apoptosis. Molecular and cellular biochemistry. 2002 Aug; 237(1-2):69-76. doi: 10.1023/a:1016535217038. [PMID: 12236588]
  • Z P Chen, K Y Chen. Marked elevation of hypusine formation activity on eukaryotic initiation factor 5A in v-HA-RAS transformed mouse NIH3T3 cells. Cancer letters. 1997 May; 115(2):235-41. doi: 10.1016/s0304-3835(97)04741-1. [PMID: 9149130]
  • Z P Chen, K Y Chen. Dramatic attenuation of hypusine formation on eukaryotic initiation factor 5A during senescence of IMR-90 human diploid fibroblasts. Journal of cellular physiology. 1997 Mar; 170(3):248-54. doi: 10.1002/(sici)1097-4652(199703)170:3<248::aid-jcp5>3.0.co;2-o. [PMID: 9066781]
  • S Beninati, L Nicolini, J Jakus, A Passeggio, A Abbruzzese. Identification of a substrate site for transglutaminases on the human protein synthesis initiation factor 5A. The Biochemical journal. 1995 Feb; 305 ( Pt 3)(?):725-8. doi: 10.1042/bj3050725. [PMID: 7848270]
  • D Chamot, C Kuhlemeier. Differential expression of genes encoding the hypusine-containing translation initiation factor, eIF-5A, in tobacco. Nucleic acids research. 1992 Feb; 20(4):665-9. doi: 10.1093/nar/20.4.665. [PMID: 1542563]
  • R F Duncan, J W Hershey. Changes in eIF-4D hypusine modification or abundance are not correlated with translational repression in HeLa cells. The Journal of biological chemistry. 1986 Sep; 261(27):12903-6. doi: 10.1016/s0021-9258(18)67178-9. [PMID: 3091607]