Biliverdine (BioDeep_00000900559)
BioNovoGene_Lab2019
代谢物信息卡片
化学式: C33H34N4O6 (582.2478)
中文名称: 胆绿素
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1=C(C(=CC2=C(C(=C(N2)C=C3C(=C(C(=O)N3)C)C=C)C)CCC(=O)O)NC1=CC4=NC(=O)C(=C4C)C=C)CCC(=O)O
InChI: InChI=1S/C33H34N4O6/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/h7-8,13-15,34-35H,1-2,9-12H2,3-6H3,(H,37,42)(H,38,39)(H,40,41)/b24-13-,27-14-,28-15+
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 |
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文献列表
- Yuan-Yu Lin, Jon Y Takemoto, Cheng-Wei T Chang, Ching-An Peng. Mesobiliverdin IXα ameliorates osteoporosis via promoting osteogenic differentiation of mesenchymal stem cells.
Biochemical and biophysical research communications.
2022 09; 619(?):56-61. doi:
10.1016/j.bbrc.2022.06.042
. [PMID: 35738065] - Clara G Altomare, Daniel C Adelsberg, Juan Manuel Carreno, Iden A Sapse, Fatima Amanat, Ali H Ellebedy, Viviana Simon, Florian Krammer, Goran Bajic. Structure of a Vaccine-Induced, Germline-Encoded Human Antibody Defines a Neutralizing Epitope on the SARS-CoV-2 Spike N-Terminal Domain.
mBio.
2022 06; 13(3):e0358021. doi:
10.1128/mbio.03580-21
. [PMID: 35467422] - David A Hanna, Courtney M Moore, Liu Liu, Xiaojing Yuan, Iramofu M Dominic, Angela S Fleischhacker, Iqbal Hamza, Stephen W Ragsdale, Amit R Reddi. Heme oxygenase-2 (HO-2) binds and buffers labile ferric heme in human embryonic kidney cells.
The Journal of biological chemistry.
2022 02; 298(2):101549. doi:
10.1016/j.jbc.2021.101549
. [PMID: 34973332] - Xiaqing Zhu, Shuren Feng, Zhongyi Jiang, Huayue Zhang, Yanyan Wang, Haitao Yang, Zefang Wang. An ultra-red fluorescent biosensor for highly sensitive and rapid detection of biliverdin.
Analytica chimica acta.
2021 Aug; 1174(?):338709. doi:
10.1016/j.aca.2021.338709
. [PMID: 34247733] - Annachiara Rosa, Valerie E Pye, Carl Graham, Luke Muir, Jeffrey Seow, Kevin W Ng, Nicola J Cook, Chloe Rees-Spear, Eleanor Parker, Mariana Silva Dos Santos, Carolina Rosadas, Alberto Susana, Hefin Rhys, Andrea Nans, Laura Masino, Chloe Roustan, Evangelos Christodoulou, Rachel Ulferts, Antoni G Wrobel, Charlotte-Eve Short, Michael Fertleman, Rogier W Sanders, Judith Heaney, Moira Spyer, Svend Kjær, Andy Riddell, Michael H Malim, Rupert Beale, James I MacRae, Graham P Taylor, Eleni Nastouli, Marit J van Gils, Peter B Rosenthal, Massimo Pizzato, Myra O McClure, Richard S Tedder, George Kassiotis, Laura E McCoy, Katie J Doores, Peter Cherepanov. SARS-CoV-2 can recruit a heme metabolite to evade antibody immunity.
Science advances.
2021 05; 7(22):. doi:
10.1126/sciadv.abg7607
. [PMID: 33888467] - Isha Khurana, Prince Allawadhi, Amit Khurana, Amit Kumar Srivastava, Umashanker Navik, Anil Kumar Banothu, Kala Kumar Bharani. Can bilirubin nanomedicine become a hope for the management of COVID-19?.
Medical hypotheses.
2021 Apr; 149(?):110534. doi:
10.1016/j.mehy.2021.110534
. [PMID: 33640714] - Yueyi Li, Yan Dong, Li Meng, Panpan Yu, Penghui Zhao, Miao Gong, Qiang Gao, Haishui Shi, Cuili Meng, Yuan Gao. Effects of Exogenous Biliverdin Treatment on Neurobehaviors in Mice.
Biological & pharmaceutical bulletin.
2021; 44(3):325-331. doi:
10.1248/bpb.b20-00340
. [PMID: 33642542] - Ryan G Shiels, Wenu Hewage, Evan N Pennell, Josif Vidimce, Gary Grant, Andrew G Pearson, Karl-Heinz Wagner, Michael Morgan, Andrew C Bulmer. Biliverdin and bilirubin sulfonate inhibit monosodium urate induced sterile inflammation in the rat.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2020 Dec; 155(?):105546. doi:
10.1016/j.ejps.2020.105546
. [PMID: 32927072] - Michael W Butler, Ellen M Armour, Jennifer A Minnick, Marissa L Rossi, Sydney F Schock, Scott E Berger, Justin K Hines. Effects of stress-induced increases of corticosterone on circulating triglyceride levels, biliverdin concentration, and heme oxygenase expression.
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology.
2020 02; 240(?):110608. doi:
10.1016/j.cbpa.2019.110608
. [PMID: 31704186] - Sanu K Anand, Manna Rachel Mathew, K Girish Kumar. A Simple and Cost Effective Turn off Fluorescence Sensor for Biliverdin and Bilirubin Based on L-Cysteine Modulated Copper Nanoclusters.
Journal of fluorescence.
2020 Jan; 30(1):63-70. doi:
10.1007/s10895-019-02470-5
. [PMID: 31858352] - Wen-Jing Yi, Yu-Shuai Han, Li-Liang Wei, Li-Ying Shi, Huai Huang, Ting-Ting Jiang, Zhi-Bin Li, Jing Chen, Yu-Ting Hu, Hui-Hui Tu, Ji-Cheng Li. l-Histidine, arachidonic acid, biliverdin, and l-cysteine-glutathione disulfide as potential biomarkers for cured pulmonary tuberculosis.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2019 Aug; 116(?):108980. doi:
10.1016/j.biopha.2019.108980
. [PMID: 31125821] - Jessica L Baylor, Michael W Butler. Immune challenge-induced oxidative damage may be mitigated by biliverdin.
The Journal of experimental biology.
2019 03; 222(Pt 6):. doi:
10.1242/jeb.200055
. [PMID: 30770399] - 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] - Bhavisha A Bakrania, Frank T Spradley, Simon C Satchell, David E Stec, John M Rimoldi, Rama S V Gadepalli, Joey P Granger. Heme oxygenase-1 is a potent inhibitor of placental ischemia-mediated endothelin-1 production in cultured human glomerular endothelial cells.
American journal of physiology. Regulatory, integrative and comparative physiology.
2018 03; 314(3):R427-R432. doi:
10.1152/ajpregu.00370.2017
. [PMID: 29212810] - Weiyu Chen, Ghassan J Maghzal, Anita Ayer, Cacang Suarna, Louise L Dunn, Roland Stocker. Absence of the biliverdin reductase-a gene is associated with increased endogenous oxidative stress.
Free radical biology & medicine.
2018 02; 115(?):156-165. doi:
10.1016/j.freeradbiomed.2017.11.020
. [PMID: 29195835] - Zhiqian Ma, Fengxing Pu, Xiaobin Zhang, Yunhuan Yan, Lijuan Zhao, Angke Zhang, Na Li, En-Min Zhou, Shuqi Xiao. Carbon monoxide and biliverdin suppress bovine viral diarrhoea virus replication.
The Journal of general virology.
2017 Dec; 98(12):2982-2992. doi:
10.1099/jgv.0.000955
. [PMID: 29087274] - Rita Hargitai, Nóra Boross, Susanne Hámori, Eszter Neuberger, Zoltán Nyiri. Eggshell Biliverdin and Protoporphyrin Pigments in a Songbird: Are They Derived from Erythrocytes, Blood Plasma, or the Shell Gland?.
Physiological and biochemical zoology : PBZ.
2017 Nov; 90(6):613-626. doi:
10.1086/694297
. [PMID: 28937855] - Raphael A Seidel, Thierry Claudel, Franziska A Schleser, Navin K Ojha, Matthias Westerhausen, Sandor Nietzsche, Christoph Sponholz, Frans Cuperus, Sina M Coldewey, Stefan H Heinemann, Georg Pohnert, Michael Trauner, Michael Bauer. Impact of higher-order heme degradation products on hepatic function and hemodynamics.
Journal of hepatology.
2017 08; 67(2):272-281. doi:
10.1016/j.jhep.2017.03.037
. [PMID: 28412296] - Di Yan, Christian Domes, Robert Domes, Timea Frosch, Jürgen Popp, Mathias W Pletz, Torsten Frosch. Fiber enhanced Raman spectroscopic analysis as a novel method for diagnosis and monitoring of diseases related to hyperbilirubinemia and hyperbiliverdinemia.
The Analyst.
2016 Oct; 141(21):6104-6115. doi:
10.1039/c6an01670g
. [PMID: 27704083] - W Clark, E Leclercq, H Migaud, J Nairn, A Davie. Isolation, identification and characterisation of ballan wrasse Labrus bergylta plasma pigment.
Journal of fish biology.
2016 Oct; 89(4):2070-2084. doi:
10.1111/jfb.13106
. [PMID: 27501866] - Chin-Kai Tseng, Chun-Kuang Lin, Yu-Hsuan Wu, Yen-Hsu Chen, Wei-Chun Chen, Kung-Chia Young, Jin-Ching Lee. Human heme oxygenase 1 is a potential host cell factor against dengue virus replication.
Scientific reports.
2016 08; 6(?):32176. doi:
10.1038/srep32176
. [PMID: 27553177] - Andrii A Kaberniuk, Anton A Shemetov, Vladislav V Verkhusha. A bacterial phytochrome-based optogenetic system controllable with near-infrared light.
Nature methods.
2016 07; 13(7):591-7. doi:
10.1038/nmeth.3864
. [PMID: 27159085] - Mitja Martelanc, Lovro Žiberna, Sabina Passamonti, Mladen Franko. Application of high-performance liquid chromatography combined with ultra-sensitive thermal lens spectrometric detection for simultaneous biliverdin and bilirubin assessment at trace levels in human serum.
Talanta.
2016 07; 154(?):92-8. doi:
10.1016/j.talanta.2016.03.053
. [PMID: 27154653] - Olivier D'Amours, Gilles Frenette, Patrick Caron, Clémence Belleannée, Chantal Guillemette, Robert Sullivan. Evidences of Biological Functions of Biliverdin Reductase A in the Bovine Epididymis.
Journal of cellular physiology.
2016 May; 231(5):1077-89. doi:
10.1002/jcp.25200
. [PMID: 26395865] - Qian Lv, Ying Yao, Wei Wang, Wei Xiong, Wen-Hui Liao. Biliverdin protects against cisplatin-induced apoptosis of renal tubular epithelial cells.
Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban.
2016 Feb; 36(1):48-52. doi:
10.1007/s11596-016-1540-8
. [PMID: 26838739] - Iryna Goncharova, Jana Jašprová, Libor Vítek, Marie Urbanová. Photo-isomerization and oxidation of bilirubin in mammals is dependent on albumin binding.
Analytical biochemistry.
2015 Dec; 490(?):34-45. doi:
10.1016/j.ab.2015.08.001
. [PMID: 26297581] - Saki Iwamori, Emiko Sato, Daisuke Saigusa, Kouichi Yoshinari, Sadayoshi Ito, Hiroshi Sato, Nobuyuki Takahashi. A novel and sensitive assay for heme oxygenase activity.
American journal of physiology. Renal physiology.
2015 Oct; 309(7):F667-71. doi:
10.1152/ajprenal.00210.2015
. [PMID: 26224716] - Pavlína Novotná, František Králík, Marie Urbanová. Chiral recognition of bilirubin and biliverdin in liposomes and micelles.
Biophysical chemistry.
2015 Oct; 205(?):41-50. doi:
10.1016/j.bpc.2015.06.001
. [PMID: 26071845] - Josefin Garmshausen, Werner Kloas, Frauke Hoffmann. 17α-Ethinylestradiol can disrupt hemoglobin catabolism in amphibians.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP.
2015 May; 171(?):34-40. doi:
10.1016/j.cbpc.2015.03.004
. [PMID: 25819740] - Michael W Butler, Russell A Ligon. Interactions between Biliverdin, Oxidative Damage, and Spleen Morphology after Simulated Aggressive Encounters in Veiled Chameleons.
PloS one.
2015; 10(9):e0138007. doi:
10.1371/journal.pone.0138007
. [PMID: 26368930] - Marjo Niittynen, Ulla Simanainen, Raimo Pohjanvirta, Satu Sankari, Jouni T Tuomisto. 2,3,7,8-Tetrachlorodibenzo-p-dioxin (TCDD) increases bilirubin formation but hampers quantitative hepatic conversion of biliverdin to bilirubin in rats with wild-type AH receptor.
Basic & clinical pharmacology & toxicology.
2014 Jun; 114(6):497-509. doi:
10.1111/bcpt.12191
. [PMID: 24418412] - Dan Yu, William Clay Gustafson, Chun Han, Céline Lafaye, Marjolaine Noirclerc-Savoye, Woo-Ping Ge, Desiree A Thayer, Hai Huang, Thomas B Kornberg, Antoine Royant, Lily Yeh Jan, Yuh Nung Jan, William A Weiss, Xiaokun Shu. An improved monomeric infrared fluorescent protein for neuronal and tumour brain imaging.
Nature communications.
2014 May; 5(?):3626. doi:
10.1038/ncomms4626
. [PMID: 24832154] - V Masilamani, M S Al Salhi, S Devanesan, Farjah H Algahtani, Khalid M Abu-Salah, I Ahamad, P Agastian. Spectral detection of sickle cell anemia and thalassemia.
Photodiagnosis and photodynamic therapy.
2013 Dec; 10(4):429-33. doi:
10.1016/j.pdpdt.2013.04.001
. [PMID: 24284096] - Ferenc Zsila. Subdomain IB is the third major drug binding region of human serum albumin: toward the three-sites model.
Molecular pharmaceutics.
2013 May; 10(5):1668-82. doi:
10.1021/mp400027q
. [PMID: 23473402] - 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] - Monica Martinez-Haro, Mark A Taggart, Hugues Lefranc, Rosa C Martín-Doimeadiós, Andy J Green, Rafael Mateo. Monitoring of Pb exposure in waterfowl ten years after a mine spill through the use of noninvasive sampling.
PloS one.
2013; 8(2):e57295. doi:
10.1371/journal.pone.0057295
. [PMID: 23437364] - Zhanna M Tairova, Jakob Strand, Julie Chevalier, Ole Andersen. PAH biomarkers in common eelpout (Zoarces viviparus) from Danish waters.
Marine environmental research.
2012 Apr; 75(?):45-53. doi:
10.1016/j.marenvres.2011.09.005
. [PMID: 21982560] - A C Bulmer, J S Coombes, J T Blanchfield, I Toth, R G Fassett, S M Taylor. Bile pigment pharmacokinetics and absorption in the rat: therapeutic potential for enteral administration.
British journal of pharmacology.
2011 Dec; 164(7):1857-70. doi:
10.1111/j.1476-5381.2011.01413.x
. [PMID: 21486273] - Monica Martinez-Haro, Mark A Taggart, Rosa R C Martín-Doimeadiøs, Andy J Green, Rafael Mateo. Identifying sources of Pb exposure in waterbirds and effects on porphyrin metabolism using noninvasive fecal sampling.
Environmental science & technology.
2011 Jul; 45(14):6153-9. doi:
10.1021/es2009242
. [PMID: 21682282] - Nikolaj S Nytofte, Maria A Serrano, Maria J Monte, Ester Gonzalez-Sanchez, Zeynep Tumer, Karin Ladefoged, Oscar Briz, Jose J G Marin. A homozygous nonsense mutation (c.214C->A) in the biliverdin reductase alpha gene (BLVRA) results in accumulation of biliverdin during episodes of cholestasis.
Journal of medical genetics.
2011 Apr; 48(4):219-25. doi:
10.1136/jmg.2009.074567
. [PMID: 21278388] - Huacheng Zhou, Hua Qian, Jinfeng Liu, Daling Zhu, Wengang Ding, Peng Pan, Di Jin, Juan Wang, Wenzhi Li. Protection against lung graft injury from brain-dead donors with carbon monoxide, biliverdin, or both.
The Journal of heart and lung transplantation : the official publication of the International Society for Heart Transplantation.
2011 Apr; 30(4):460-6. doi:
10.1016/j.healun.2010.11.020
. [PMID: 21216159] - Hong Wang, Jeffrey L Garvin, Martin A D'Ambrosio, John R Falck, Pablo Leung, Ruisheng Liu, YiLin Ren, Oscar A Carretero. Heme oxygenase metabolites inhibit tubuloglomerular feedback in vivo.
American journal of physiology. Heart and circulatory physiology.
2011 Apr; 300(4):H1320-6. doi:
10.1152/ajpheart.01118.2010
. [PMID: 21239629] - Ji-Hae Park, Dae-Young Lee, Pyeong Yun, Seung-Woo Yeon, Jong Hee Ko, Yong-Soon Kim, Nam-In Baek. Flavonoids from silkworm droppings and their promotional activities on heme oxygenase-1.
Journal of Asian natural products research.
2011 Apr; 13(4):377-82. doi:
10.1080/10286020.2011.555331
. [PMID: 21462044] - Masakazu Fujii, Toyoshi Inoguchi, Shuji Sasaki, Yasutaka Maeda, Jing Zheng, Kunihisa Kobayashi, Ryoichi Takayanagi. Bilirubin and biliverdin protect rodents against diabetic nephropathy by downregulating NAD(P)H oxidase.
Kidney international.
2010 Nov; 78(9):905-19. doi:
10.1038/ki.2010.265
. [PMID: 20686447] - Antony F McDonagh. The biliverdin-bilirubin antioxidant cycle of cellular protection: Missing a wheel?.
Free radical biology & medicine.
2010 Sep; 49(5):814-20. doi:
10.1016/j.freeradbiomed.2010.06.001
. [PMID: 20547221] - J Wang, H-C Zhou, P Pan, N Zhang, W-Z Li. Exogenous biliverdin improves the function of lung grafts from brain dead donors in rats.
Transplantation proceedings.
2010 Jun; 42(5):1602-9. doi:
10.1016/j.transproceed.2010.01.076
. [PMID: 20620483] - David A Ferenbach, David C Kluth, Jeremy Hughes. Hemeoxygenase-1 and renal ischaemia-reperfusion injury.
Nephron. Experimental nephrology.
2010; 115(3):e33-7. doi:
10.1159/000313828
. [PMID: 20424481] - Shelby C Young, Megan V Storm, Joshua S Speed, Silvia Kelsen, Chelsea V Tiller, Trinity Vera, Heather A Drummond, David E Stec. Inhibition of biliverdin reductase increases ANG II-dependent superoxide levels in cultured renal tubular epithelial cells.
American journal of physiology. Regulatory, integrative and comparative physiology.
2009 Nov; 297(5):R1546-53. doi:
10.1152/ajpregu.90933.2008
. [PMID: 19759334] - Barbara Wegiel, Catherine J Baty, David Gallo, Eva Csizmadia, Jeffrey R Scott, Ardavan Akhavan, Beek Y Chin, Elzbieta Kaczmarek, Jawed Alam, Fritz H Bach, Brian S Zuckerbraun, Leo E Otterbein. Cell surface biliverdin reductase mediates biliverdin-induced anti-inflammatory effects via phosphatidylinositol 3-kinase and Akt.
The Journal of biological chemistry.
2009 Aug; 284(32):21369-78. doi:
10.1074/jbc.m109.027433
. [PMID: 19509285] - Mats Gåfvels, Petra Holmström, Anna Somell, Fredrik Sjövall, Jan-Olof Svensson, Lars Ståhle, Ulrika Broomé, Per Stål. A novel mutation in the biliverdin reductase-A gene combined with liver cirrhosis results in hyperbiliverdinaemia (green jaundice).
Liver international : official journal of the International Association for the Study of the Liver.
2009 Aug; 29(7):1116-24. doi:
10.1111/j.1478-3231.2009.02029.x
. [PMID: 19580635] - Rina Takamiya, Chi-Chih Hung, Sean R Hall, Koichi Fukunaga, Takashi Nagaishi, Toshitaka Maeno, Caroline Owen, Alvaro A Macias, Laura E Fredenburgh, Akitoshi Ishizaka, Richard S Blumberg, Rebecca M Baron, Mark A Perrella. High-mobility group box 1 contributes to lethality of endotoxemia in heme oxygenase-1-deficient mice.
American journal of respiratory cell and molecular biology.
2009 Aug; 41(2):129-35. doi:
10.1165/rcmb.2008-0331oc
. [PMID: 19097991] - Monika A Papiez, Malgorzata Dybala, Magdalena Sowa-Kucma, Wirginia Krzysciak, Hevidar Taha, Alicja Jozkowicz, Gabriel Nowak. Evaluation of oxidative status and depression-like responses in Brown Norway rats with acute myeloid leukemia.
Progress in neuro-psychopharmacology & biological psychiatry.
2009 Jun; 33(4):596-604. doi:
10.1016/j.pnpbp.2009.02.015
. [PMID: 19268504] - Karl B McCann, Yvonne Vucica, Sandy Famulari, Joseph Bertolini. Effect of processing methods on colouration of human serum albumin preparations.
Biologicals : journal of the International Association of Biological Standardization.
2009 Jan; 37(1):32-6. doi:
10.1016/j.biologicals.2008.08.004
. [PMID: 18948018] - Iryna Goncharova, Marie Urbanová. Stereoselective bile pigment binding to polypeptides and albumins: a circular dichroism study.
Analytical and bioanalytical chemistry.
2008 Dec; 392(7-8):1355-65. doi:
10.1007/s00216-008-2427-8
. [PMID: 18946665] - YiLin Ren, Martin A D'Ambrosio, Hong Wang, Ruisheng Liu, Jeffrey L Garvin, Oscar A Carretero. Heme oxygenase metabolites inhibit tubuloglomerular feedback (TGF).
American journal of physiology. Renal physiology.
2008 Oct; 295(4):F1207-12. doi:
10.1152/ajprenal.90243.2008
. [PMID: 18715939] - Diego Sanchez, Sara Ortega-Cubero, Bo Akerström, Macarena Herrera, Michael J Bastiani, Maria D Ganfornina. Molecular interactions of the neuronal GPI-anchored lipocalin Lazarillo.
Journal of molecular recognition : JMR.
2008 Sep; 21(5):313-23. doi:
10.1002/jmr.902
. [PMID: 18570206] - Ferenc Zsila, György Mády. Biliverdin is the endogenous ligand of human serum alpha1-acid glycoprotein.
Biochemical and biophysical research communications.
2008 Aug; 372(3):503-7. doi:
10.1016/j.bbrc.2008.05.090
. [PMID: 18510947] - Andrew C Bulmer, Joanne T Blanchfield, Jeff S Coombes, Istvan Toth. In vitro permeability and metabolic stability of bile pigments and the effects of hydrophilic and lipophilic modification of biliverdin.
Bioorganic & medicinal chemistry.
2008 Apr; 16(7):3616-25. doi:
10.1016/j.bmc.2008.02.008
. [PMID: 18304823] - E Gobert De Paepe, G Munteanu, P O Schischmanoff, D Porquet. [Haemolysis and turbidity influence on three analysis methods of quantitative determination of total and conjugated bilirubin on ADVIA 1650].
Annales de biologie clinique.
2008 Mar; 66(2):175-82. doi:
10.1684/abc.2008.0198
. [PMID: 18390427] - Patricia D MacLean, Emily C Drake, L Ross, C Barclay. Bilirubin as an antioxidant in micelles and lipid bilayers: its contribution to the total antioxidant capacity of human blood plasma.
Free radical biology & medicine.
2007 Aug; 43(4):600-9. doi:
10.1016/j.freeradbiomed.2007.05.020
. [PMID: 17640570] - Ann C Rice, Steven M Shapiro. Biliverdin-induced brainstem auditory evoked potential abnormalities in the jaundiced Gunn rat.
Brain research.
2006 Aug; 1107(1):215-21. doi:
10.1016/j.brainres.2006.06.005
. [PMID: 16828065] - Christopher C Austin, Susan L Perkins. Parasites in a biodiversity hotspot: a survey of hematozoa and a molecular phylogenetic analysis of Plasmodium in New Guinea skinks.
The Journal of parasitology.
2006 Aug; 92(4):770-7. doi:
10.1645/ge-693r.1
. [PMID: 16995395] - Luigi Rodella, Brian D Lamon, Rita Rezzani, Bhavani Sangras, Alvin I Goodman, John R Falck, Nader G Abraham. Carbon monoxide and biliverdin prevent endothelial cell sloughing in rats with type I diabetes.
Free radical biology & medicine.
2006 Jun; 40(12):2198-205. doi:
10.1016/j.freeradbiomed.2006.02.018
. [PMID: 16785033] - Kristin A Kirkby, Christopher A Adin. Products of heme oxygenase and their potential therapeutic applications.
American journal of physiology. Renal physiology.
2006 Mar; 290(3):F563-71. doi:
10.1152/ajprenal.00220.2005
. [PMID: 16461755] - G Li Volti, L F Rodella, C Di Giacomo, R Rezzani, R Bianchi, E Borsani, D Gazzolo, R Motterlini. Role of carbon monoxide and biliverdin in renal ischemia/reperfusion injury.
Nephron. Experimental nephrology.
2006; 104(4):e135-9. doi:
10.1159/000094964
. [PMID: 16902317] - Rafael Mateo, Mark A Taggart, Andy J Green, Carles Cristófol, Antoni Ramis, Hugues Lefranc, Jordi Figuerola, Andy A Meharg. Altered porphyrin excretion and histopathology of greylag geese (Anser anser) exposed to soil contaminated with lead and arsenic in the Guadalquivir Marshes, southwestern Spain.
Environmental toxicology and chemistry.
2006 Jan; 25(1):203-12. doi:
10.1897/04-460r.1
. [PMID: 16494243] - Judit K Sarady-Andrews, Fang Liu, David Gallo, Atsunori Nakao, Marcus Overhaus, Robert Ollinger, Augustine M Choi, Leo E Otterbein. Biliverdin administration protects against endotoxin-induced acute lung injury in rats.
American journal of physiology. Lung cellular and molecular physiology.
2005 Dec; 289(6):L1131-7. doi:
10.1152/ajplung.00458.2004
. [PMID: 16155084] - Robert Ollinger, Martin Bilban, Anna Erat, Alberto Froio, James McDaid, Shivraj Tyagi, Eva Csizmadia, Aurelio V Graça-Souza, Angela Liloia, Miguel P Soares, Leo E Otterbein, Anny Usheva, Kenichiro Yamashita, Fritz H Bach. Bilirubin: a natural inhibitor of vascular smooth muscle cell proliferation.
Circulation.
2005 Aug; 112(7):1030-9. doi:
10.1161/circulationaha.104.528802
. [PMID: 16087796] - Tihomir Miralem, Zhenbo Hu, Michael D Torno, Katherine M Lelli, Mahin D Maines. Small interference RNA-mediated gene silencing of human biliverdin reductase, but not that of heme oxygenase-1, attenuates arsenite-mediated induction of the oxygenase and increases apoptosis in 293A kidney cells.
The Journal of biological chemistry.
2005 Apr; 280(17):17084-92. doi:
10.1074/jbc.m413121200
. [PMID: 15741166] - Atsunori Nakao, Joao Seda Neto, Shinichi Kanno, Donna B Stolz, Kei Kimizuka, Fang Liu, Fritz H Bach, Timothy R Billiar, Augustine Mk Choi, Leo E Otterbein, Noriko Murase. Protection against ischemia/reperfusion injury in cardiac and renal transplantation with carbon monoxide, biliverdin and both.
American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons.
2005 Feb; 5(2):282-91. doi:
10.1111/j.1600-6143.2004.00695.x
. [PMID: 15643987] - Rafael Mateo, Gloria Castells, Andy J Green, Carlo Godoy, Carles Cristòfol. Determination of porphyrins and biliverdin in bile and excreta of birds by a single liquid chromatography-ultraviolet detection analysis.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2004 Oct; 810(2):305-11. doi:
10.1016/j.jchromb.2004.08.019
. [PMID: 15380729] - Salome J Stanford, Matthew J Walters, Jane A Mitchell. Carbon monoxide inhibits endothelin-1 release by human pulmonary artery smooth muscle cells.
European journal of pharmacology.
2004 Feb; 486(3):349-52. doi:
10.1016/j.ejphar.2003.12.026
. [PMID: 14985058] - María E Mora, Sara E Bari, Josefina Awruch, José M Delfino. On how the conformation of biliverdins influences their reduction to bilirubins: a biological and molecular modeling study.
Bioorganic & medicinal chemistry.
2003 Oct; 11(21):4661-72. doi:
10.1016/s0968-0896(03)00479-6
. [PMID: 14527563] - Stefan E Boiadjiev, David A Lightner. Novel benzoic acid congeners of bilirubin.
The Journal of organic chemistry.
2003 Oct; 68(20):7591-604. doi:
10.1021/jo030091t
. [PMID: 14510530] - Christian Wunder, Richard F Potter. The heme oxygenase system: its role in liver inflammation.
Current drug targets. Cardiovascular & haematological disorders.
2003 Sep; 3(3):199-208. doi:
10.2174/1568006033481410
. [PMID: 12871038] - Francisca Rodriguez, Fan Zhang, Sandra Dinocca, Alberto Nasjletti. Nitric oxide synthesis influences the renal vascular response to heme oxygenase inhibition.
American journal of physiology. Renal physiology.
2003 Jun; 284(6):F1255-62. doi:
10.1152/ajprenal.00435.2002
. [PMID: 12736167] - Tokio Yamaguchi, Akiko Sugimoto. [Diversity and anti-oxidative effects of bilirubin].
Seikagaku. The Journal of Japanese Biochemical Society.
2003 Mar; 75(3):224-33. doi:
NULL
. [PMID: 12704844] - Rina Takamiya, Makoto Murakami, Mayumi Kajimura, Nobuhito Goda, Nobuya Makino, Yoshihiro Takamiya, Tokio Yamaguchi, Yuzuru Ishimura, Nobumichi Hozumi, Makoto Suematsu. Stabilization of mast cells by heme oxygenase-1: an anti-inflammatory role.
American journal of physiology. Heart and circulatory physiology.
2002 Sep; 283(3):H861-70. doi:
10.1152/ajpheart.00740.2001
. [PMID: 12181112] - Marcelo Montorzi, T Scott Dziedzic, Kenneth H Falchuk. Biliverdin during Xenopus laevis oogenesis and early embryogenesis.
Biochemistry.
2002 Aug; 41(31):10115-22. doi:
10.1021/bi020204n
. [PMID: 12146976] - Hawjyh Chiu, Jennie A Brittingham, Debra L Laskin. Differential induction of heme oxygenase-1 in macrophages and hepatocytes during acetaminophen-induced hepatotoxicity in the rat: effects of hemin and biliverdin.
Toxicology and applied pharmacology.
2002 Jun; 181(2):106-15. doi:
10.1006/taap.2002.9409
. [PMID: 12051994] - S Itoh, M Kondo, T Imai, T Kusaka, K Isobe, S Onishi. Relationships between serum (ZZ)-bilirubin, its subfractions and biliverdin concentrations in infants at 1-month check-ups.
Annals of clinical biochemistry.
2001 Jul; 38(Pt 4):323-8. doi:
10.1258/0004563011900821
. [PMID: 11471872] - Y Andreu, J Galbán, S de Marcos, J R Castillo. Determination of direct-bilirubin by a fluorimetric-enzymatic method based on bilirubin oxidase.
Fresenius' journal of analytical chemistry.
2000 Nov; 368(5):516-21. doi:
10.1007/s002160000503
. [PMID: 11227536] - T Kunikata, S Itoh, T Ozaki, M Kondo, K Isobe, S Onishi. Formation of propentdyopents and biliverdin, oxidized metabolites of bilirubin, in infants receiving oxygen therapy.
Pediatrics international : official journal of the Japan Pediatric Society.
2000 Aug; 42(4):331-6. doi:
10.1046/j.1442-200x.2000.01246.x
. [PMID: 10986860] - F W Wassen, E P Moerings, H van Toor, G Hennemann, M E Everts. Thyroid hormone uptake in cultured rat anterior pituitary cells: effects of energy status and bilirubin.
The Journal of endocrinology.
2000 Jun; 165(3):599-606. doi:
10.1677/joe.0.1650599
. [PMID: 10828843] - T J Vachharajani, J Work, A C Issekutz, D N Granger. Heme oxygenase modulates selectin expression in different regional vascular beds.
American journal of physiology. Heart and circulatory physiology.
2000 May; 278(5):H1613-7. doi:
10.1152/ajpheart.2000.278.5.h1613
. [PMID: 10775141] - H Liu, D B Mount, A Nasjletti, W Wang. Carbon monoxide stimulates the apical 70-pS K+ channel of the rat thick ascending limb.
The Journal of clinical investigation.
1999 Apr; 103(7):963-70. doi:
10.1172/jci5206
. [PMID: 10194468] - A Schüller Pérez. [The heme oxygenase system and its physiopathology].
Anales de la Real Academia Nacional de Medicina.
1999; 116(3):613-44, discussion 644. doi:
NULL
. [PMID: 10846582] - D Phelan, G M Winter, W J Rogers, J C Lam, M S Denison. Activation of the Ah receptor signal transduction pathway by bilirubin and biliverdin.
Archives of biochemistry and biophysics.
1998 Sep; 357(1):155-63. doi:
10.1006/abbi.1998.0814
. [PMID: 9721195] - O Ennis, R Maytum, T J Mantle. Cloning and overexpression of rat kidney biliverdin IX alpha reductase as a fusion protein with glutathione S-transferase: stereochemistry of NADH oxidation and evidence that the presence of the glutathione S-transferase domain does not effect BVR-A activity.
The Biochemical journal.
1997 Nov; 328 ( Pt 1)(?):33-6. doi:
10.1042/bj3280033
. [PMID: 9359830] - F McPhee, P S Caldera, G W Bemis, A F McDonagh, I D Kuntz, C S Craik. Bile pigments as HIV-1 protease inhibitors and their effects on HIV-1 viral maturation and infectivity in vitro.
The Biochemical journal.
1996 Dec; 320 ( Pt 2)(?):681-6. doi:
10.1042/bj3200681
. [PMID: 8973584] - P Vajro, M M Thaler, N Blanckaert. Bile pigment composition and bilirubin esterification in the developing chick.
Pediatric research.
1995 Sep; 38(3):349-55. doi:
10.1203/00006450-199509000-00013
. [PMID: 7494658] - W K McCoubrey, M A Cooklis, M D Maines. The structure, organization and differential expression of the rat gene encoding biliverdin reductase.
Gene.
1995 Jul; 160(2):235-40. doi:
10.1016/0378-1119(95)00112-j
. [PMID: 7642101] - K Hirota. Urinary excretion of alpha- and beta-isomers of biliverdin-IX in humans.
Biological & pharmaceutical bulletin.
1995 Apr; 18(4):481-4. doi:
10.1248/bpb.18.481
. [PMID: 7655413] - J Claret, O Ibars, K Lang, F R Trull, D A Lightner. Electrochemical reduction of the biliverdin-serum albumin complex as monitored by absorption and circular dichroism spectroscopy.
Biochimica et biophysica acta.
1995 Feb; 1243(2):221-9. doi:
10.1016/0304-4165(94)00131-g
. [PMID: 7873566] - W K McCoubrey, M D Maines. Site-directed mutagenesis of cysteine residues in biliverdin reductase. Roles in substrate and cofactor binding.
European journal of biochemistry.
1994 Jun; 222(2):597-603. doi:
10.1111/j.1432-1033.1994.tb18902.x
. [PMID: 8020496] - M N Lombard, J F Houssais, F Decloître, B Dutrillaux. Liver cells can spontaneously resume proliferation in long-term quiescent primary cultures.
Cell proliferation.
1994 Apr; 27(4):177-89. doi:
10.1111/j.1365-2184.1994.tb01415.x
. [PMID: 10465013] - J A Farrera, A Jaumà, J M Ribó, M A Peiré, P P Parellada, S Roques-Choua, E Bienvenue, P Seta. The antioxidant role of bile pigments evaluated by chemical tests.
Bioorganic & medicinal chemistry.
1994 Mar; 2(3):181-5. doi:
10.1016/s0968-0896(00)82013-1
. [PMID: 7922130] - F Chantoux, L Chuniaud, M Dessante, F Trivin, J P Blondeau, J Francon. Competitive inhibition of thyroid hormone uptake into cultured rat brain astrocytes by bilirubin and bilirubin conjugates.
Molecular and cellular endocrinology.
1993 Nov; 97(1-2):145-51. doi:
10.1016/0303-7207(93)90221-5
. [PMID: 8143897] - F R Trull, O Ibars, D A Lightner. Conformation inversion of bilirubin formed by reduction of the biliverdin-human serum albumin complex: evidence from circular dichroism.
Archives of biochemistry and biophysics.
1992 Nov; 298(2):710-4. doi:
10.1016/0003-9861(92)90470-h
. [PMID: 1416999]