(3Z)-phytochromobilin (BioDeep_00000005995)
Secondary id: BioDeep_00001870493
代谢物信息卡片
(3Z)-phytochromobilin
化学式: C33H36N4O6 (584.2635)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(lipidsearch) 40.06%
分子结构信息
SMILES: C=CC1=C(C)C(=CC2=NC(=Cc3[nH]c(C=C4NC(=O)C(C)C4=CC)c(C)c3CCC(=O)O)C(CCC(=O)O)=C2C)NC1=O
InChI: InChI=1S/C33H36N4O6/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/h7-8,13-15,19,34-35H,2,9-12H2,1,3-6H3,(H,37,42)(H,38,39)(H,40,41)/b20-7-,24-13-,27-14-,28-15-/t19-/m1/s1
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:26116
- ChEBI: CHEBI:15619
- KEGG: C05913
- PubChem: 5258992
- PubChem: 5280865
- MetaCyc: 3Z-PHYTOCHROMOBILIN
- PMhub: MS000251126
- PMhub: MS000018914
- PubChem: 8201
- 3DMET: B01912
- NIKKAJI: J654.602A
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
- Ricardo Ernesto Bianchetti, Aline Bertinatto Cruz, Bruna Soares Oliveira, Diego Demarco, Eduardo Purgatto, Lázaro Eustáquio Pereira Peres, Magdalena Rossi, Luciano Freschi. Phytochromobilin deficiency impairs sugar metabolism through the regulation of cytokinin and auxin signaling in tomato fruits.
Scientific reports.
2017 08; 7(1):7822. doi:
10.1038/s41598-017-08448-2. [PMID: 28798491] - Lu Lu, Bao-Qing Zhao, Dan Miao, Wen-Long Ding, Ming Zhou, Hugo Scheer, Kai-Hong Zhao. A Simple Preparation Method for Phytochromobilin.
Photochemistry and photobiology.
2017 05; 93(3):675-680. doi:
10.1111/php.12710. [PMID: 28500696] - Nielda K G Melo, Ricardo E Bianchetti, Bruno S Lira, Paulo M R Oliveira, Rafael Zuccarelli, Devisson L O Dias, Diego Demarco, Lazaro E P Peres, Magdalena Rossi, Luciano Freschi. Nitric Oxide, Ethylene, and Auxin Cross Talk Mediates Greening and Plastid Development in Deetiolating Tomato Seedlings.
Plant physiology.
2016 04; 170(4):2278-94. doi:
10.1104/pp.16.00023. [PMID: 26829981] - Ah-Young Shin, Yun-Jeong Han, Pill-Soon Song, Jeong-Il Kim. Expression of recombinant full-length plant phytochromes assembled with phytochromobilin in Pichia pastoris.
FEBS letters.
2014 Aug; 588(17):2964-70. doi:
10.1016/j.febslet.2014.05.050. [PMID: 24911206] - Sookyung Oh, Beronda L Montgomery. Phytochrome-induced SIG2 expression contributes to photoregulation of phytochrome signalling and photomorphogenesis in Arabidopsis thaliana.
Journal of experimental botany.
2013 Dec; 64(18):5457-72. doi:
10.1093/jxb/ert308. [PMID: 24078666] - Víctor Quesada, Raquel Sarmiento-Mañús, Rebeca González-Bayón, Andrea Hricová, María Rosa Ponce, José Luis Micol. PORPHOBILINOGEN DEAMINASE deficiency alters vegetative and reproductive development and causes lesions in Arabidopsis.
PloS one.
2013; 8(1):e53378. doi:
10.1371/journal.pone.0053378. [PMID: 23308205] - Stephanie E Costigan, Sankalpi N Warnasooriya, Brock A Humphries, Beronda L Montgomery. Root-localized phytochrome chromophore synthesis is required for photoregulation of root elongation and impacts root sensitivity to jasmonic acid in Arabidopsis.
Plant physiology.
2011 Nov; 157(3):1138-50. doi:
10.1104/pp.111.184689. [PMID: 21875894] - Angela Strambi, Bo Durbeej. Initial excited-state relaxation of the bilin chromophores of phytochromes: a computational study.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology.
2011 Apr; 10(4):569-79. doi:
10.1039/c0pp00307g. [PMID: 21253657] - Shih-Long Tu, Hsiu-Chen Chen, Li-Wen Ku. Mechanistic studies of the phytochromobilin synthase HY2 from Arabidopsis.
The Journal of biological chemistry.
2008 Oct; 283(41):27555-27564. doi:
10.1074/jbc.m803761200. [PMID: 18658149] - O Anders Borg, Bo Durbeej. Which factors determine the acidity of the phytochromobilin chromophore of plant phytochrome?.
Physical chemistry chemical physics : PCCP.
2008 May; 10(18):2528-37. doi:
10.1039/b719190a. [PMID: 18446253] - O Anders Borg, Bo Durbeej. Relative ground and excited-state pKa values of phytochromobilin in the photoactivation of phytochrome: a computational study.
The journal of physical chemistry. B.
2007 Oct; 111(39):11554-65. doi:
10.1021/jp0727953. [PMID: 17845025] - 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] - Bo Durbeej, Leif A Eriksson. Protein-bound chromophores astaxanthin and phytochromobilin: excited state quantum chemical studies.
Physical chemistry chemical physics : PCCP.
2006 Sep; 8(35):4053-71. doi:
10.1039/b605682b. [PMID: 17028694] - M Moulin, A G Smith. Regulation of tetrapyrrole biosynthesis in higher plants.
Biochemical Society transactions.
2005 Aug; 33(Pt 4):737-42. doi:
10.1042/bst0330737. [PMID: 16042589] - Ruairidh J H Sawers, Philip J Linley, Phyllis R Farmer, Nicole P Hanley, Denise E Costich, Matthew J Terry, Thomas P Brutnell. Elongated mesocotyl1, a phytochrome-deficient mutant of maize.
Plant physiology.
2002 Sep; 130(1):155-63. doi:
10.1104/pp.006411. [PMID: 12226496] - M T McDowell, J C Lagarias. Purification and biochemical properties of phytochromobilin synthase from etiolated oat seedlings.
Plant physiology.
2001 Aug; 126(4):1546-54. doi:
10.1104/pp.126.4.1546. [PMID: 11500553] - C M Park, J Y Shim, S S Yang, J G Kang, J I Kim, Z Luka, P S Song. Chromophore-apoprotein interactions in Synechocystis sp. PCC6803 phytochrome Cph1.
Biochemistry.
2000 May; 39(21):6349-56. doi:
10.1021/bi992916s. [PMID: 10828948] - K Eichenberg, I Bäurle, N Paulo, R A Sharrock, W Rüdiger, E Schäfer. Arabidopsis phytochromes C and E have different spectral characteristics from those of phytochromes A and B.
FEBS letters.
2000 Mar; 470(2):107-12. doi:
10.1016/s0014-5793(00)01301-6. [PMID: 10734217] - F Andel, J T Murphy, J A Haas, M T McDowell, I van der Hoef, J Lugtenburg, J C Lagarias, R A Mathies. Probing the photoreaction mechanism of phytochrome through analysis of resonance Raman vibrational spectra of recombinant analogues.
Biochemistry.
2000 Mar; 39(10):2667-76. doi:
10.1021/bi991688z. [PMID: 10704217] - S J Davis, A V Vener, R D Vierstra. Bacteriophytochromes: phytochrome-like photoreceptors from nonphotosynthetic eubacteria.
Science (New York, N.Y.).
1999 Dec; 286(5449):2517-20. doi:
10.1126/science.286.5449.2517. [PMID: 10617469] - M Zeidler, T Lamparter, J Hughes, E Hartmann, A Remberg, S Braslavsky, K Schaffner, W Gärtner. Recombinant phytochrome of the moss Ceratodon purpureus: heterologous expression and kinetic analysis of Pr-->Pfr conversion.
Photochemistry and photobiology.
1998 Dec; 68(6):857-63. doi:
10.1111/j.1751-1097.1998.tb05296.x. [PMID: 9867036] - S H Wu, M T McDowell, J C Lagarias. Phycocyanobilin is the natural precursor of the phytochrome chromophore in the green alga Mesotaenium caldariorum.
The Journal of biological chemistry.
1997 Oct; 272(41):25700-5. doi:
10.1074/jbc.272.41.25700. [PMID: 9325294] - A Ruddat, P Schmidt, C Gatz, S E Braslavsky, W Gärtner, K Schaffner. Recombinant type A and B phytochromes from potato. Transient absorption spectroscopy.
Biochemistry.
1997 Jan; 36(1):103-11. doi:
10.1021/bi962012w. [PMID: 8993323] - S H Wu, J C Lagarias. The methylotrophic yeast Pichia pastoris synthesizes a functionally active chromophore precursor of the plant photoreceptor phytochrome.
Proceedings of the National Academy of Sciences of the United States of America.
1996 Aug; 93(17):8989-94. doi:
10.1073/pnas.93.17.8989. [PMID: 8799141] - L Li, J T Murphy, J C Lagarias. Continuous fluorescence assay of phytochrome assembly in vitro.
Biochemistry.
1995 Jun; 34(24):7923-30. doi:
10.1021/bi00024a017. [PMID: 7794904] - M J Terry, M T McDowell, J C Lagarias. (3Z)- and (3E)-phytochromobilin are intermediates in the biosynthesis of the phytochrome chromophore.
The Journal of biological chemistry.
1995 May; 270(19):11111-8. doi:
10.1074/jbc.270.19.11111. [PMID: 7744741] - L Li, J C Lagarias. Phytochrome assembly in living cells of the yeast Saccharomyces cerevisiae.
Proceedings of the National Academy of Sciences of the United States of America.
1994 Dec; 91(26):12535-9. doi:
10.1073/pnas.91.26.12535. [PMID: 7809073] - M J Terry, M D Maines, J C Lagarias. Inactivation of phytochrome- and phycobiliprotein-chromophore precursors by rat liver biliverdin reductase.
The Journal of biological chemistry.
1993 Dec; 268(35):26099-106. doi:
. [PMID: 8253726] - M J Terry, J A Wahleithner, J C Lagarias. Biosynthesis of the plant photoreceptor phytochrome.
Archives of biochemistry and biophysics.
1993 Oct; 306(1):1-15. doi:
10.1006/abbi.1993.1473. [PMID: 8215388] - J Cornejo, S I Beale, M J Terry, J C Lagarias. Phytochrome assembly. The structure and biological activity of 2(R),3(E)-phytochromobilin derived from phycobiliproteins.
The Journal of biological chemistry.
1992 Jul; 267(21):14790-8. doi:
. [PMID: 1634523]
