Homocarnosine (BioDeep_00000400413)

Main id: BioDeep_00000003393

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


g-Aminobutyryl histidine

化学式: C10H16N4O3 (240.12223459999998)
中文名称: L-高肌肽
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(CC(=O)N[C@@H](Cc1c[nH]cn1)C(=O)O)CN
InChI: InChI=1S/C10H16N4O3/c11-3-1-2-9(15)14-8(10(16)17)4-7-5-12-6-13-7/h5-6,8H,1-4,11H2,(H,12,13)(H,14,15)(H,16,17)

描述信息

A histidine derivative that is histidine in which one of the hydrogens attached to the alpha-amino group has been replaced by a 4-aminobutanoyl group.

同义名列表

3 个代谢物同义名

Homocarnosine; g-Aminobutyryl histidine; L-Homocarnosine



数据库引用编号

16 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。



文献列表

  • Jameen Arm, Oun Al-Iedani, Rod Lea, Jeannette Lechner-Scott, Saadallah Ramadan. Diurnal variability of cerebral metabolites in healthy human brain with 2D localized correlation spectroscopy (2D L-COSY). Journal of magnetic resonance imaging : JMRI. 2019 08; 50(2):592-601. doi: 10.1002/jmri.26642. [PMID: 30629765]
  • Panyu Zhou, Demeng Xia, Yan Xia, Hongyue Zhang, Yang Wang, Tao Tang, Shuogui Xu. Synergistic effect of vancomycin and l-homocarnosine alleviates Staphylococcus aureus-induced osteomyelitis in rats. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2019 Mar; 111(?):31-35. doi: 10.1016/j.biopha.2018.11.102. [PMID: 30572244]
  • Jing Huang, Tao Wang, Daorui Yu, Xingyue Fang, Haofei Fan, Qiang Liu, Guohui Yi, Xinan Yi, Qibing Liu. l-Homocarnosine attenuates inflammation in cerebral ischemia-reperfusion injury through inhibition of nod-like receptor protein 3 inflammasome. International journal of biological macromolecules. 2018 Oct; 118(Pt A):357-364. doi: 10.1016/j.ijbiomac.2018.06.032. [PMID: 29890246]
  • Jacqueline C Lieblein-Boff, Elizabeth J Johnson, Adam D Kennedy, Chron-Si Lai, Matthew J Kuchan. Exploratory Metabolomic Analyses Reveal Compounds Correlated with Lutein Concentration in Frontal Cortex, Hippocampus, and Occipital Cortex of Human Infant Brain. PloS one. 2015; 10(8):e0136904. doi: 10.1371/journal.pone.0136904. [PMID: 26317757]
  • Francesco Bellia, Graziella Vecchio, Enrico Rizzarelli. Carnosinases, their substrates and diseases. Molecules (Basel, Switzerland). 2014 Feb; 19(2):2299-329. doi: 10.3390/molecules19022299. [PMID: 24566305]
  • Giuseppa I Grasso, Giuseppe Arena, Francesco Bellia, Enrico Rizzarelli, Graziella Vecchio. Copper(II)-chelating homocarnosine glycoconjugate as a new multifunctional compound. Journal of inorganic biochemistry. 2014 Feb; 131(?):56-63. doi: 10.1016/j.jinorgbio.2013.10.020. [PMID: 24246303]
  • Verena Peters, Claus P Schmitt, Johannes Zschocke, Marie-Luise Gross, Kerstin Brismar, Elisabete Forsberg. Carnosine treatment largely prevents alterations of renal carnosine metabolism in diabetic mice. Amino acids. 2012 Jun; 42(6):2411-6. doi: 10.1007/s00726-011-1046-4. [PMID: 21833769]
  • Verena Peters, Moustafa Kebbewar, Erwin W Jansen, Cornelis Jakobs, Eva Riedl, Hannes Koeppel, Dirk Frey, Katja Adelmann, Kristina Klingbeil, Matthias Mack, Georg F Hoffmann, Bart Janssen, Johannes Zschocke, Benito A Yard. Relevance of allosteric conformations and homocarnosine concentration on carnosinase activity. Amino acids. 2010 May; 38(5):1607-15. doi: 10.1007/s00726-009-0367-z. [PMID: 19915793]
  • Jung Hwan Yoon, Myeong Seon Lee, Jung Hoon Kang. Reaction of ferritin with hydrogen peroxide induces lipid peroxidation. BMB reports. 2010 Mar; 43(3):219-24. doi: 10.5483/bmbrep.2010.43.3.219. [PMID: 20356464]
  • Kristen J Skvorak, Elizabeth J Hager, Erland Arning, Teodoro Bottiglieri, Harbhajan S Paul, Stephen C Strom, Gregg E Homanics, Qin Sun, Erwin E W Jansen, Cornelis Jakobs, William J Zinnanti, K Michael Gibson. Hepatocyte transplantation (HTx) corrects selected neurometabolic abnormalities in murine intermediate maple syrup urine disease (iMSUD). Biochimica et biophysica acta. 2009 Oct; 1792(10):1004-10. doi: 10.1016/j.bbadis.2009.08.006. [PMID: 19699299]
  • Griet Van Zeebroeck, Beatriz Monge Bonini, Matthias Versele, Johan M Thevelein. Transport and signaling via the amino acid binding site of the yeast Gap1 amino acid transceptor. Nature chemical biology. 2009 Jan; 5(1):45-52. doi: 10.1038/nchembio.132. [PMID: 19060912]
  • Giulio Vistoli, Alessandro Pedretti, Matteo Cattaneo, Giancarlo Aldini, Bernard Testa. Homology modeling of human serum carnosinase, a potential medicinal target, and MD simulations of its allosteric activation by citrate. Journal of medicinal chemistry. 2006 Jun; 49(11):3269-77. doi: 10.1021/jm0602099. [PMID: 16722645]
  • Erwin E W Jansen, K Michael Gibson, Yosuke Shigematsu, Cornelis Jakobs, Nanda M Verhoeven. A novel, quantitative assay for homocarnosine in cerebrospinal fluid using stable-isotope dilution liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2006 Jan; 830(2):196-200. doi: 10.1016/j.jchromb.2005.10.053. [PMID: 16309980]
  • Phillip L Pearl, K Michael Gibson. Clinical aspects of the disorders of GABA metabolism in children. Current opinion in neurology. 2004 Apr; 17(2):107-13. doi: 10.1097/00019052-200404000-00005. [PMID: 15021235]
  • Marina Carini, Giancarlo Aldini, Giangiacomo Beretta, Emanuele Arlandini, Roberto Maffei Facino. Acrolein-sequestering ability of endogenous dipeptides: characterization of carnosine and homocarnosine/acrolein adducts by electrospray ionization tandem mass spectrometry. Journal of mass spectrometry : JMS. 2003 Sep; 38(9):996-1006. doi: 10.1002/jms.517. [PMID: 14505328]
  • Jung Hoon Kang, Kyung Sik Kim, Soo Young Choi, Hyeok Yil Kwon, Moo Ho Won, Tae-Cheon Kang. Carnosine and related dipeptides protect human ceruloplasmin against peroxyl radical-mediated modification. Molecules and cells. 2002 Jun; 13(3):498-502. doi: . [PMID: 12132593]
  • Rinat Tabakman, Philip Lazarovici, Ron Kohen. Neuroprotective effects of carnosine and homocarnosine on pheochromocytoma PC12 cells exposed to ischemia. Journal of neuroscience research. 2002 May; 68(4):463-9. doi: 10.1002/jnr.10228. [PMID: 11992473]
  • Jung Hoon Kang, Kyung Sik Kim, Soo Young Choi, Hyeok Yil Kwon, Moo Ho Won, Tae-Cheon Kang. Protection by carnosine-related dipeptides against hydrogen peroxide-mediated ceruloplasmin modification. Molecules and cells. 2002 Feb; 13(1):107-12. doi: . [PMID: 11911459]
  • G G Kramarenko, E D Markova, I A Ivanova-Smolenskaya, A A Boldyrev. Peculiarities of carnosine metabolism in a patient with pronounced homocarnosinemia. Bulletin of experimental biology and medicine. 2001 Oct; 132(4):996-9. doi: 10.1023/a:1013687832424. [PMID: 11782804]
  • A W Goddard, G F Mason, A Almai, D L Rothman, K L Behar, O A Petroff, D S Charney, J H Krystal. Reductions in occipital cortex GABA levels in panic disorder detected with 1h-magnetic resonance spectroscopy. Archives of general psychiatry. 2001 Jun; 58(6):556-61. doi: 10.1001/archpsyc.58.6.556. [PMID: 11386984]
  • N Hamajima, Y Wada. [Serum carnosinase deficiency and homocarnosinosis]. Ryoikibetsu shokogun shirizu. 1998; ?(18 Pt 1):252-4. doi: NULL. [PMID: 9590040]
  • N I Uskova, A V Lysenko, A M Mendzheritskii. [Comparative investigation of anticonvulsive effects of putrescine and structural analogues of delta-sleep-inducing peptide]. Vestnik Rossiiskoi akademii meditsinskikh nauk. 1996; ?(9):27-30. doi: NULL. [PMID: 8983406]
  • A A Boldyrev. [Carnosine metabolism in excitable tissues: biological significance]. Vestnik Rossiiskoi akademii meditsinskikh nauk. 1995; ?(6):3-7. doi: . [PMID: 7626994]
  • M C Jackson, D M Scollard, R J Mack, J F Lenney. Localization of a novel pathway for the liberation of GABA in the human CNS. Brain research bulletin. 1994; 33(4):379-85. doi: 10.1016/0361-9230(94)90280-1. [PMID: 8124577]
  • X Shi, N S Dalal, K S Kasprzak. Generation of free radicals from model lipid hydroperoxides and H2O2 by Co(II) in the presence of cysteinyl and histidyl chelators. Chemical research in toxicology. 1993 May; 6(3):277-83. doi: 10.1021/tx00033a005. [PMID: 8318649]
  • C Jakobs, J Jaeken, K M Gibson. Inherited disorders of GABA metabolism. Journal of inherited metabolic disease. 1993; 16(4):704-15. doi: 10.1007/bf00711902. [PMID: 8412016]
  • M C Jackson, C M Kucera, J F Lenney. Purification and properties of human serum carnosinase. Clinica chimica acta; international journal of clinical chemistry. 1991 Feb; 196(2-3):193-205. doi: 10.1016/0009-8981(91)90073-l. [PMID: 1903095]
  • A M Mendzheritskiĭ, M G Makletsova, N I Uskova, I O Choraian, I I Mikhaleva. [Antistressor effect of delta-sleep-inducing peptide in hypokinetic stress]. Ukrainskii biokhimicheskii zhurnal (1978). 1991 Jan; 63(1):34-7. doi: ". [PMID: 1674176]
  • L R Gjessing, H A Lunde, L Mørkrid, J F Lenney, O Sjaastad. Inborn errors of carnosine and homocarnosine metabolism. Journal of neural transmission. Supplementum. 1990; 29(?):91-106. doi: 10.1007/978-3-7091-9050-0_10. [PMID: 2358806]
  • O I Aruoma, M J Laughton, B Halliwell. Carnosine, homocarnosine and anserine: could they act as antioxidants in vivo?. The Biochemical journal. 1989 Dec; 264(3):863-9. doi: 10.1042/bj2640863. [PMID: 2559719]
  • R Kohen, Y Yamamoto, K C Cundy, B N Ames. Antioxidant activity of carnosine, homocarnosine, and anserine present in muscle and brain. Proceedings of the National Academy of Sciences of the United States of America. 1988 May; 85(9):3175-9. doi: 10.1073/pnas.85.9.3175. [PMID: 3362866]
  • H A Lunde, J F Lenney, S Halvorsen, L Gjessing. Serum carnosinase in blood and homocarnosine in CSF of patients with Følling's disease (PKU). Journal of the Oslo city hospitals. 1987 Apr; 37(4):29-33. doi: . [PMID: 3598759]
  • H A Lunde, L R Gjessing, O Sjaastad. Homocarnosinosis: influence of dietary restriction of histidine. Neurochemical research. 1986 Jun; 11(6):825-38. doi: 10.1007/bf00965207. [PMID: 3736769]
  • A A Krichevskaia, T I Bondarenko, M G Makletsova, I I Mikhaleva. [Protective effect of the neuropeptide homocarnosine in hyperbaric oxygenation]. Voprosy meditsinskoi khimii. 1985 Jul; 31(4):75-9. doi: . [PMID: 4049791]
  • J F Lenney. Carnosinase and homocarnosinosis. Journal of the Oslo city hospitals. 1985 Feb; 35(2-3):27-40. doi: NULL. [PMID: 3891936]
  • J Jaeken, P Casaer, P de Cock, L Corbeel, R Eeckels, E Eggermont, P J Schechter, J M Brucher. Gamma-aminobutyric acid-transaminase deficiency: a newly recognized inborn error of neurotransmitter metabolism. Neuropediatrics. 1984 Aug; 15(3):165-9. doi: 10.1055/s-2008-1052362. [PMID: 6148708]
  • O Ziesler, K Hole, I Haugan, A L Børresen, L R Gjessing, O Sjaastad. Transport and distribution of homocarnosine after intracerebroventricular and intravenous injection in the rat. Neurochemical research. 1984 May; 9(5):637-48. doi: 10.1007/bf00964510. [PMID: 6472567]
  • R Mitchell, G Grieve, R Dow, G Fink. Endogenous GABA receptor ligands in hypophysial portal blood. Neuroendocrinology. 1983 Sep; 37(3):169-76. doi: 10.1159/000123539. [PMID: 6312354]
  • J F Lenney, S C Peppers, C M Kucera, O Sjaastad. Homocarnosinosis: lack of serum carnosinase is the defect probably responsible for elevated brain and CSF homocarnosine. Clinica chimica acta; international journal of clinical chemistry. 1983 Aug; 132(2):157-65. doi: 10.1016/0009-8981(83)90243-7. [PMID: 6616870]
  • J F Lenney, R P George, A M Weiss, C M Kucera, P W Chan, G S Rinzler. Human serum carnosinase: characterization, distinction from cellular carnosinase, and activation by cadmium. Clinica chimica acta; international journal of clinical chemistry. 1982 Aug; 123(3):221-31. doi: 10.1016/0009-8981(82)90166-8. [PMID: 7116644]
  • H Lunde, O Sjaastad, L Gjessing. Homocarnosinosis: hypercarnosinuria. Journal of neurochemistry. 1982 Jan; 38(1):242-5. doi: 10.1111/j.1471-4159.1982.tb10876.x. [PMID: 7108529]