(2R,3Z)-Phycocyanobilin (BioDeep_00000171798)

   

human metabolite blood metabolite


代谢物信息卡片


3-(2-{[3-(2-carboxyethyl)-5-[(3-ethylidene-4-methyl-5-oxopyrrolidin-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methylidene}-5-[(3-ethyl-4-methyl-2-oxo-2H-pyrrol-5-yl)methylidene]-4-methyl-2,5-dihydro-1H-pyrrol-3-yl)propanoic acid

化学式: C33H38N4O6 (586.2791208)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 94.74%

分子结构信息

SMILES: CCC1=C(C)C(C=C2NC(=CC3=C(CCC(O)=O)C(C)=C(N3)C=C3NC(=O)C(C)C3=CC)C(CCC(O)=O)=C2C)=NC1=O
InChI: InChI=1S/C33H38N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7,13-15,19,34-35H,8-12H2,1-6H3,(H,37,42)(H,38,39)(H,40,41)



数据库引用编号

3 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)

1 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

  • Yi Li. The Bioactivities of Phycocyanobilin from Spirulina. Journal of immunology research. 2022; 2022(?):4008991. doi: 10.1155/2022/4008991. [PMID: 35726224]
  • Manisha Banerjee, Prakash Kalwani, Dhiman Chakravarty, Beena Singh, Anand Ballal. Functional and mechanistic insights into the differential effect of the toxicant 'Se(IV)' in the cyanobacterium Anabaena PCC 7120. Aquatic toxicology (Amsterdam, Netherlands). 2021 Jul; 236(?):105839. doi: 10.1016/j.aquatox.2021.105839. [PMID: 34015754]
  • Takanari Kamo, Toshihiko Eki, Yuu Hirose. Pressurized Liquid Extraction of a Phycocyanobilin Chromophore and Its Reconstitution with a Cyanobacteriochrome Photosensor for Efficient Isotopic Labeling. Plant & cell physiology. 2021 May; 62(2):334-347. doi: 10.1093/pcp/pcaa164. [PMID: 33386854]
  • Erick Garcia-Pliego, Margarita Franco-Colin, Plácido Rojas-Franco, Vanessa Blas-Valdivia, Jose Ivan Serrano-Contreras, Giselle Pentón-Rol, Edgar Cano-Europa. Phycocyanobilin is the molecule responsible for the nephroprotective action of phycocyanin in acute kidney injury caused by mercury. Food & function. 2021 Apr; 12(7):2985-2994. doi: 10.1039/d0fo03294h. [PMID: 33704296]
  • Giselle Pentón-Rol, Javier Marín-Prida, Mark F McCarty. C-Phycocyanin-derived Phycocyanobilin as a Potential Nutraceutical Approach for Major Neurodegenerative Disorders and COVID-19- induced Damage to the Nervous System. Current neuropharmacology. 2021; 19(12):2250-2275. doi: 10.2174/1570159x19666210408123807. [PMID: 33829974]
  • Beatriz Piniella- Matamoros, Javier Marin- Prida, Giselle Penton- Rol. Nutraceutical and therapeutic potential of Phycocyanobilin for treating Alzheimer's disease. Journal of biosciences. 2021; 46(?):. doi: . [PMID: 34047285]
  • Fangfang Wang, Jun Fang, Kaoling Guan, Shengji Luo, Vivek Dogra, Bingqi Li, Demin Ma, Xinyan Zhao, Keun Pyo Lee, Pengkai Sun, Jian Xin, Tong Liu, Weiman Xing, Chanhong Kim. The Arabidopsis CRUMPLED LEAF protein, a homolog of the cyanobacterial bilin lyase, retains the bilin-binding pocket for a yet unknown function. The Plant journal : for cell and molecular biology. 2020 11; 104(4):964-978. doi: 10.1111/tpj.14974. [PMID: 32860438]
  • Lena Hochrein, Leslie A Mitchell, Karina Schulz, Katrin Messerschmidt, Bernd Mueller-Roeber. L-SCRaMbLE as a tool for light-controlled Cre-mediated recombination in yeast. Nature communications. 2018 05; 9(1):1931. doi: 10.1038/s41467-017-02208-6. [PMID: 29789561]
  • Majel Cervantes-Llanos, Nielsen Lagumersindez-Denis, Javier Marín-Prida, Nancy Pavón-Fuentes, Viviana Falcon-Cama, Beatriz Piniella-Matamoros, Hanlet Camacho-Rodríguez, Julio Raúl Fernández-Massó, Carmen Valenzuela-Silva, Ivette Raíces-Cruz, Eduardo Pentón-Arias, Mauro Martins Teixeira, Giselle Pentón-Rol. Beneficial effects of oral administration of C-Phycocyanin and Phycocyanobilin in rodent models of experimental autoimmune encephalomyelitis. Life sciences. 2018 Feb; 194(?):130-138. doi: 10.1016/j.lfs.2017.12.032. [PMID: 29287781]
  • Simeon Minic, Dragana Stanic-Vucinic, Mirjana Radomirovic, Milica Radibratovic, Milos Milcic, Milan Nikolic, Tanja Cirkovic Velickovic. Characterization and effects of binding of food-derived bioactive phycocyanobilin to bovine serum albumin. Food chemistry. 2018 Jan; 239(?):1090-1099. doi: 10.1016/j.foodchem.2017.07.066. [PMID: 28873526]
  • Mark F McCarty, Simon Iloki-Assanga. Co-administration of Phycocyanobilin and/or Phase 2-Inducer Nutraceuticals for Prevention of Opiate Tolerance. Current pharmaceutical design. 2018; 24(20):2250-2254. doi: 10.2174/1381612824666180723162730. [PMID: 30039753]
  • Youichi Uda, Yuhei Goto, Shigekazu Oda, Takayuki Kohchi, Michiyuki Matsuda, Kazuhiro Aoki. Efficient synthesis of phycocyanobilin in mammalian cells for optogenetic control of cell signaling. Proceedings of the National Academy of Sciences of the United States of America. 2017 11; 114(45):11962-11967. doi: 10.1073/pnas.1707190114. [PMID: 29078307]
  • Lena Hochrein, Fabian Machens, Katrin Messerschmidt, Bernd Mueller-Roeber. PhiReX: a programmable and red light-regulated protein expression switch for yeast. Nucleic acids research. 2017 Sep; 45(15):9193-9205. doi: 10.1093/nar/gkx610. [PMID: 28911120]
  • Nathan C Rockwell, Shelley S Martin, Fay-Wei Li, Sarah Mathews, John Clark Lagarias. The phycocyanobilin chromophore of streptophyte algal phytochromes is synthesized by HY2. The New phytologist. 2017 May; 214(3):1145-1157. doi: 10.1111/nph.14422. [PMID: 28106912]
  • Milica Radibratovic, Simeon Minic, Dragana Stanic-Vucinic, Milan Nikolic, Milos Milcic, Tanja Cirkovic Velickovic. Stabilization of Human Serum Albumin by the Binding of Phycocyanobilin, a Bioactive Chromophore of Blue-Green Alga Spirulina: Molecular Dynamics and Experimental Study. PloS one. 2016; 11(12):e0167973. doi: 10.1371/journal.pone.0167973. [PMID: 27959940]
  • Jie Liu, Qing-Yu Zhang, Li-Ming Yu, Bin Liu, Ming-Yi Li, Run-Zhi Zhu. Phycocyanobilin accelerates liver regeneration and reduces mortality rate in carbon tetrachloride-induced liver injury mice. World journal of gastroenterology. 2015 May; 21(18):5465-72. doi: 10.3748/wjg.v21.i18.5465. [PMID: 25987768]
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  • Zbynek Strasky, Lenka Zemankova, Ivana Nemeckova, Jana Rathouska, Ronald J Wong, Lucie Muchova, Iva Subhanova, Jana Vanikova, Katerina Vanova, Libor Vitek, Petr Nachtigal. Spirulina platensis and phycocyanobilin activate atheroprotective heme oxygenase-1: a possible implication for atherogenesis. Food & function. 2013 Nov; 4(11):1586-94. doi: 10.1039/c3fo60230c. [PMID: 24056745]
  • Deqiang Duanmu, David Casero, Rachel M Dent, Sean Gallaher, Wenqiang Yang, Nathan C Rockwell, Shelley S Martin, Matteo Pellegrini, Krishna K Niyogi, Sabeeha S Merchant, Arthur R Grossman, J Clark Lagarias. Retrograde bilin signaling enables Chlamydomonas greening and phototrophic survival. Proceedings of the National Academy of Sciences of the United States of America. 2013 Feb; 110(9):3621-6. doi: 10.1073/pnas.1222375110. [PMID: 23345435]
  • Jing Zheng, Toyoshi Inoguchi, Shuji Sasaki, Yasutaka Maeda, Mark F McCarty, Masakazu Fujii, Noriko Ikeda, Kunihisa Kobayashi, Noriyuki Sonoda, Ryoichi Takayanagi. Phycocyanin and phycocyanobilin from Spirulina platensis protect against diabetic nephropathy by inhibiting oxidative stress. American journal of physiology. Regulatory, integrative and comparative physiology. 2013 Jan; 304(2):R110-20. doi: 10.1152/ajpregu.00648.2011. [PMID: 23115122]
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  • Rui Yang, Kaori Nishiyama, Ayumi Kamiya, Yutaka Ukaji, Katsuhiko Inomata, Tilman Lamparter. Assembly of synthetic locked phycocyanobilin derivatives with phytochrome in vitro and in vivo in Ceratodon purpureus and Arabidopsis. The Plant cell. 2012 May; 24(5):1936-51. doi: 10.1105/tpc.111.094656. [PMID: 22582099]
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  • Chen Song, Georgios Psakis, Christina Lang, Jo Mailliet, Jan Zaanen, Wolfgang Gärtner, Jon Hughes, Jörg Matysik. On the collective nature of phytochrome photoactivation. Biochemistry. 2011 Dec; 50(51):10987-9. doi: 10.1021/bi201504a. [PMID: 22124256]
  • Rei Narikawa, Fumiko Suzuki, Shizue Yoshihara, Sho-ichi Higashi, Masakatsu Watanabe, Masahiko Ikeuchi. Novel photosensory two-component system (PixA-NixB-NixC) involved in the regulation of positive and negative phototaxis of cyanobacterium Synechocystis sp. PCC 6803. Plant & cell physiology. 2011 Dec; 52(12):2214-24. doi: 10.1093/pcp/pcr155. [PMID: 22065076]
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  • Maria Andrea Mroginski, Steve Kaminski, David von Stetten, Simone Ringsdorf, Wolfgang Gärtner, Lars-Oliver Essen, Peter Hildebrandt. Structure of the chromophore binding pocket in the Pr state of plant phytochrome phyA. The journal of physical chemistry. B. 2011 Feb; 115(5):1220-31. doi: 10.1021/jp108265h. [PMID: 21192668]
  • Serena Benedetti, Francesca Benvenuti, Stefano Scoglio, Franco Canestrari. Oxygen radical absorbance capacity of phycocyanin and phycocyanobilin from the food supplement Aphanizomenon flos-aquae. Journal of medicinal food. 2010 Feb; 13(1):223-7. doi: 10.1089/jmf.2008.0257. [PMID: 20136460]
  • Mark F McCarty, Jorge Barroso-Aranda, Francisco Contreras. Genistein and phycocyanobilin may prevent hepatic fibrosis by suppressing proliferation and activation of hepatic stellate cells. Medical hypotheses. 2009 Mar; 72(3):330-2. doi: 10.1016/j.mehy.2008.07.045. [PMID: 18789597]
  • Daniel H Murgida, David von Stetten, Peter Hildebrandt, Pascale Schwinté, Friedrich Siebert, Shivani Sharda, Wolfgang Gärtner, Maria Andrea Mroginski. The chromophore structures of the Pr States in plant and bacterial phytochromes. Biophysical journal. 2007 Oct; 93(7):2410-7. doi: 10.1529/biophysj.107.108092. [PMID: 17545245]
  • Takami Ishizuka, Rei Narikawa, Takayuki Kohchi, Mitsunori Katayama, Masahiko Ikeuchi. Cyanobacteriochrome TePixJ of Thermosynechococcus elongatus harbors phycoviolobilin as a chromophore. Plant & cell physiology. 2007 Sep; 48(9):1385-90. doi: 10.1093/pcp/pcm106. [PMID: 17715149]
  • S Sharda, R Shah, W Gärtner. Domain interaction in cyanobacterial phytochromes as a prerequisite for spectral integrity. European biophysics journal : EBJ. 2007 Sep; 36(7):815-21. doi: 10.1007/s00249-007-0171-1. [PMID: 17522854]
  • Marianne Jaubert, Jérôme Lavergne, Joël Fardoux, Laure Hannibal, Laurie Vuillet, Jean-Marc Adriano, Pierre Bouyer, David Pignol, Eric Giraud, André Verméglio. A singular bacteriophytochrome acquired by lateral gene transfer. The Journal of biological chemistry. 2007 Mar; 282(10):7320-8. doi: 10.1074/jbc.m611173200. [PMID: 17218312]
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  • Kai-Hong Zhao, Yong Ran, Mei Li, Ya-Nan Sun, Ming Zhou, Max Storf, Michaela Kupka, Stefan Böhm, Claudia Bubenzer, Hugo Scheer. Photochromic biliproteins from the cyanobacterium Anabaena sp. PCC 7120: lyase activities, chromophore exchange, and photochromism in phytochrome AphA. Biochemistry. 2004 Sep; 43(36):11576-88. doi: 10.1021/bi0491548. [PMID: 15350144]
  • Benjamin Quest, Wolfgang Gärtner. Chromophore selectivity in bacterial phytochromes: dissecting the process of chromophore attachment. European journal of biochemistry. 2004 Mar; 271(6):1117-26. doi: 10.1111/j.1432-1033.2004.04015.x. [PMID: 15009190]
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  • Karsten Heyne, Johannes Herbst, Dietmar Stehlik, Berta Esteban, Tilman Lamparter, Jon Hughes, Rolf Diller. Ultrafast dynamics of phytochrome from the cyanobacterium synechocystis, reconstituted with phycocyanobilin and phycoerythrobilin. Biophysical journal. 2002 Feb; 82(2):1004-16. doi: 10.1016/s0006-3495(02)75460-x. [PMID: 11806940]
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