7,8-Dihydro-L-biopterin (BioDeep_00000603052)

Main id: BioDeep_00000001500

 

PANOMIX_OTCML-2023


代谢物信息卡片


2-amino-6-(1R,2S-dihydroxypropyl)-7,8-dihydro-4(1H)-pteridinone

化学式: C9H13N5O3 (239.1018348)
中文名称: 7,8-二氢生物蝶呤
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C(C1=NC2=C(NC1)N=C(NC2=O)N)O)O
InChI: InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3,6,15-16H,2H2,1H3,(H4,10,11,13,14,17)

描述信息

7,8-Dihydro-L-biopterin is an oxidation product of tetrahydrobiopterin.

同义名列表

3 个代谢物同义名

D-Erythro-7,8-dihydrobiopterin; 7,8-Dihydro-L-biopterin; 2-amino-6-(1R,2S-dihydroxypropyl)-7,8-dihydro-4(1H)-pteridinone



数据库引用编号

8 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(8)

BioCyc(0)

PlantCyc(0)

代谢反应

124 个相关的代谢反应过程信息。

Reactome(124)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

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

  • Muriel Bouly, Marie-Pierre Bourguignon, Susanne Roesch, Pascal Rigouin, Willy Gosgnach, Elodie Bossard, Emilie Royere, Nicolas Diguet, Patricia Sansilvestri-Morel, Ariane Bonnin, Laura Xuereb, Pascal Berson, Michel Komajda, Peter Bernhardt, Benoit Tyl. Aging increases circulating BH2 without modifying BH4 levels and impairs peripheral vascular function in healthy adults. Translational research : the journal of laboratory and clinical medicine. 2021 12; 238(?):36-48. doi: 10.1016/j.trsl.2021.07.004. [PMID: 34332154]
  • Tae Woong Cha, Minjoo Kim, Minkyung Kim, Jey Sook Chae, Jong Ho Lee. Blood pressure-lowering effect of Korean red ginseng associated with decreased circulating Lp-PLA2 activity and lysophosphatidylcholines and increased dihydrobiopterin level in prehypertensive subjects. Hypertension research : official journal of the Japanese Society of Hypertension. 2016 Jun; 39(6):449-56. doi: 10.1038/hr.2016.7. [PMID: 26843120]
  • M J Reimann, J Häggström, A Mortensen, J Lykkesfeldt, J E Møller, T Falk, L H Olsen. Biopterin status in dogs with myxomatous mitral valve disease is associated with disease severity and cardiovascular risk factors. Journal of veterinary internal medicine. 2014 Sep; 28(5):1520-6. doi: 10.1111/jvim.12425. [PMID: 25274442]
  • Ana María Gámez-Méndez, Hilda Vargas-Robles, Mónica Arellano-Mendoza, Erika Cruz-Laguna, Amelia Rios, Bruno Escalante. Early stage of obesity potentiates nitric oxide reduction during the development of renal failure. Journal of nephrology. 2014 Jun; 27(3):281-7. doi: 10.1007/s40620-013-0029-9. [PMID: 24446346]
  • Hemi Luan, Nan Meng, Ping Liu, Qiang Feng, Shuhai Lin, Jin Fu, Robert Davidson, Xiaomin Chen, Weiqiao Rao, Fang Chen, Hui Jiang, Xun Xu, Zongwei Cai, Jun Wang. Pregnancy-induced metabolic phenotype variations in maternal plasma. Journal of proteome research. 2014 Mar; 13(3):1527-36. doi: 10.1021/pr401068k. [PMID: 24450375]
  • Alan Mortensen, Stine Hasselholt, Pernille Tveden-Nyborg, Jens Lykkesfeldt. Guinea pig ascorbate status predicts tetrahydrobiopterin plasma concentration and oxidation ratio in vivo. Nutrition research (New York, N.Y.). 2013 Oct; 33(10):859-67. doi: 10.1016/j.nutres.2013.07.006. [PMID: 24074744]
  • Luz Graciela Cervantes-Pérez, María de la Luz Ibarra-Lara, Bruno Escalante, Leonardo Del Valle-Mondragón, Hilda Vargas-Robles, Francisca Pérez-Severiano, Gustavo Pastelín, María Alicia Sánchez-Mendoza. Endothelial nitric oxide synthase impairment is restored by clofibrate treatment in an animal model of hypertension. European journal of pharmacology. 2012 Jun; 685(1-3):108-15. doi: 10.1016/j.ejphar.2012.04.006. [PMID: 22542661]
  • Yi-Chen Liao, Ying-Ho Lee, Lea-Yea Chuang, Jinn-Yuh Guh, Ming-Der Shi, Jau-Shyang Huang. Advanced glycation end products-mediated hypertrophy is negatively regulated by tetrahydrobiopterin in renal tubular cells. Molecular and cellular endocrinology. 2012 May; 355(1):71-7. doi: 10.1016/j.mce.2012.01.018. [PMID: 22326994]
  • Hiromi Jo, Hajime Otani, Fusakazu Jo, Takayuki Shimazu, Toru Okazaki, Kei Yoshioka, Masanori Fujita, Atsushi Kosaki, Toshiji Iwasaka. Inhibition of nitric oxide synthase uncoupling by sepiapterin improves left ventricular function in streptozotocin-induced diabetic mice. Clinical and experimental pharmacology & physiology. 2011 Aug; 38(8):485-93. doi: 10.1111/j.1440-1681.2011.05535.x. [PMID: 21554376]
  • Akiko Ohashi, Yuko Sugawara, Kaori Mamada, Yoshinori Harada, Tomomi Sumi, Naohiko Anzai, Shin Aizawa, Hiroyuki Hasegawa. Membrane transport of sepiapterin and dihydrobiopterin by equilibrative nucleoside transporters: a plausible gateway for the salvage pathway of tetrahydrobiopterin biosynthesis. Molecular genetics and metabolism. 2011 Jan; 102(1):18-28. doi: 10.1016/j.ymgme.2010.09.005. [PMID: 20956085]
  • Keitaro Yokoyama, Tatsuo Hosoya. The hypothesis that abnormal BH₄ metabolism impairs kidney function. Kidney international. 2010 Nov; 78(10):1050; author reply 1050. doi: 10.1038/ki.2010.304. [PMID: 21030979]
  • Hye-Lim Kim, Do Hyung Kim, Yeol Kun Lee, Sun Ok Park, Yong-Woo Lee, O-Seob Kwon, Young Shik Park. An enzymatic method to distinguish tetrahydrobiopterin from oxidized biopterins using UDP-glucose:tetrahydrobiopterin glucosyltransferase. Analytical biochemistry. 2010 Feb; 397(1):79-83. doi: 10.1016/j.ab.2009.10.007. [PMID: 19819217]
  • Florentina Cañada-Cañada, Anunciación Espinosa-Mansilla, Arsenio Muñoz de la Peña, Alicia Mancha de Llanos. Determination of marker pteridins and biopterin reduced forms, tetrahydrobiopterin and dihydrobiopterin, in human urine, using a post-column photoinduced fluorescence liquid chromatographic derivatization method. Analytica chimica acta. 2009 Aug; 648(1):113-22. doi: 10.1016/j.aca.2009.06.045. [PMID: 19616696]
  • Masafumi Takeda, Tomoya Yamashita, Masakazu Shinohara, Naoto Sasaki, Tomofumi Takaya, Kenji Nakajima, Nobutaka Inoue, Tomoya Masano, Hideto Tawa, Seimi Satomi-Kobayashi, Ryuji Toh, Daisuke Sugiyama, Kunihiro Nishimura, Mitsuhiro Yokoyama, Ken-ichi Hirata, Seinosuke Kawashima. Plasma tetrahydrobiopterin/dihydrobiopterin ratio: a possible marker of endothelial dysfunction. Circulation journal : official journal of the Japanese Circulation Society. 2009 May; 73(5):955-62. doi: 10.1253/circj.cj-08-0850. [PMID: 19293532]
  • Norman E Taylor, Kristopher G Maier, Richard J Roman, Allen W Cowley. NO synthase uncoupling in the kidney of Dahl S rats: role of dihydrobiopterin. Hypertension (Dallas, Tex. : 1979). 2006 Dec; 48(6):1066-71. doi: 10.1161/01.hyp.0000248751.11383.7c. [PMID: 17060509]
  • Seiichi Mochizuki, Jun-Ichi Ono, Toyotaka Yada, Yasuo Ogasawara, Takehiro Miyasaka, Masumi Kimoto, Naoki Kashihara, Fumihiko Kajiya. Systemic nitric oxide production rate during hemodialysis and its relationship with nitric oxide-related factors. Blood purification. 2005; 23(4):317-24. doi: 10.1159/000087769. [PMID: 16118486]
  • Malarvannan Pannirselvam, Valerie Simon, Subodh Verma, Todd Anderson, Chris R Triggle. Chronic oral supplementation with sepiapterin prevents endothelial dysfunction and oxidative stress in small mesenteric arteries from diabetic (db/db) mice. British journal of pharmacology. 2003 Oct; 140(4):701-6. doi: 10.1038/sj.bjp.0705476. [PMID: 14534153]
  • K Shinozaki, A Hirayama, Y Nishio, Y Yoshida, T Ohtani, T Okamura, M Masada, R Kikkawa, K Kodama, A Kashiwagi. Coronary endothelial dysfunction in the insulin-resistant state is linked to abnormal pteridine metabolism and vascular oxidative stress. Journal of the American College of Cardiology. 2001 Dec; 38(7):1821-8. doi: 10.1016/s0735-1097(01)01659-x. [PMID: 11738280]
  • C F Witteveen, J Giovanelli, S Kaufman. Reduction of quinonoid dihydrobiopterin to tetrahydrobiopterin by nitric oxide synthase. The Journal of biological chemistry. 1996 Feb; 271(8):4143-7. doi: 10.1074/jbc.271.8.4143. [PMID: 8626754]
  • N Blau, L Kierat, H C Curtius, M Blaskovics, T Giudici. Hyperphenylalaninaemia presumably due to carbinolamine dehydratase deficiency: loading tests with pterin derivatives. Journal of inherited metabolic disease. 1992; 15(3):409-12. doi: 10.1007/bf02435990. [PMID: 1405481]
  • B E Cohen, A Szeinberg, J Quint, M Normand, J Blonder, I Peled. Malignant phenylketonuria due to defective synthesis of dihydrobiopterin. Israel journal of medical sciences. 1985 Jun; 21(6):520-5. doi: . [PMID: 3874852]
  • J L Dhondt, B Leroux, J P Farriaux, C Largilliere, R J Leeming. Dihydrobiopterin biosynthesis deficiency. European journal of pediatrics. 1983 Dec; 141(2):92-5. doi: 10.1007/bf00496797. [PMID: 6662148]
  • B Beck, N J Brandt, E Christensen, A Niederwieser, P S Pedersen. Diagnostic and therapeutic aspects of dihydrobiopterin deficiency. Acta paediatrica Scandinavica. 1983 May; 72(3):449-54. doi: 10.1111/j.1651-2227.1983.tb09745.x. [PMID: 6410682]
  • J P Harpey. [Biopterin synthesis defects: complete deficiencies (reductase and synthetase)]. Archives francaises de pediatrie. 1983; 40 Suppl 1(?):231-5. doi: NULL. [PMID: 6349573]
  • R J Leeming, J A Blair, J Walters. Serum dihydrobiopterin levels in patients on tricyclic antidepressants. Psychological medicine. 1982 Feb; 12(1):191-2. doi: 10.1017/s0033291700043440. [PMID: 7079428]
  • M Häusermann, S Ghisla, A Niederwieser, H C Curtius. New aspects in biopterin biosynthesis in man. FEBS letters. 1981 Aug; 131(2):275-8. doi: 10.1016/0014-5793(81)80383-3. [PMID: 7297676]
  • A Niederwieser, A Matasović, H C Curtius, W Endres, J Schaub. 3'-hydroxysepiapterin in patients with dihydrobiopterin deficiency. FEBS letters. 1980 Sep; 118(2):299-302. doi: 10.1016/0014-5793(80)80243-2. [PMID: 6893440]
  • A Niederwieser, H C Curtius, O Bettoni, J Bieri, B Schircks, M Viscontini, J Schaub. Atypical phenylketonuria caused by 7, 8-dihydrobiopterin synthetase deficiency. Lancet (London, England). 1979 Jan; 1(8108):131-3. doi: 10.1016/s0140-6736(79)90521-x. [PMID: 84153]
  • J Schaub, S Däumling, H C Curtius, A Niederwieser, K Bartholomé, M Viscontini, B Schircks, J H Bieri. Tetrahydrobiopterin therapy of atypical phenylketonuria due to defective dihydrobiopterin biosynthesis. Archives of disease in childhood. 1978 Aug; 53(8):674-6. doi: 10.1136/adc.53.8.674. [PMID: 708106]