Chlorophyll d (BioDeep_00000035287)
human metabolite
代谢物信息卡片
化学式: C54H70MgN4O6 (894.5145580000001)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCC1=C(C2=NC1=CC3=C(C4=C([N-]3)C(=C5C(C(C(=N5)C=C6C(=C(C(=C2)[N-]6)C=O)C)C)CCC(=O)OCC=C(C)CCCC(C)CCCC(C)CCCC(C)C)C(C4=O)C(=O)OC)C)C.[Mg+2]
InChI: InChI=1S/C54H71N4O6.Mg/c1-12-38-34(7)42-27-46-40(29-59)36(9)41(56-46)26-43-35(8)39(51(57-43)49-50(54(62)63-11)53(61)48-37(10)44(58-52(48)49)28-45(38)55-42)22-23-47(60)64-25-24-33(6)21-15-20-32(5)19-14-18-31(4)17-13-16-30(2)3
描述信息
Chlorophyll d is widely distributed photosynthetic pigment. Chlorophyll is a chlorin pigment, which is structurally similar to and produced through the same metabolic pathway as other porphyrin pigments such as heme. At the center of the chlorin ring is a magnesium ion. For the structures depicted in this article, some of the ligands attached to the Mg2+ center are omitted for clarity. The chlorin ring can have several different side chains, usually including a long phytol chain. There are a few different forms that occur naturally, but the most widely distributed form in terrestrial plants is chlorophyll a. The general structure of chlorophyll a was elucidated by Hans Fischer in 1940, and by 1960, when most of the stereochemistry of chlorophyll a was known, Robert Burns Woodward published a total synthesis of the molecule as then known. In 1967, the last remaining stereochemical elucidation was completed by Ian Fleming, and in 1990 Woodward and co-authors published an updated synthesis. Chlorophyll is a green pigment found in most plants, algae, and cyanobacteria. Its name is derived from the Greek (chloros "green") and (phyllon "leaf"). Chlorophyll absorbs light most strongly in the blue and red but poorly in the green portions of the electromagnetic spectrum, hence the green colour of chlorophyll-containing tissues such as plant leaves. Chlorophyll itself is bound to proteins and can transfer the absorbed energy in the required direction. Protochlorophyllide, differently, mostly occur in the free form and under light conditions act as photosensitizer, forming highly toxic free radicals. Hence plants need an efficient mechanism of regulating the amount of chlorophyll precursor. In angiosperms, this is done at the step of aminolevulinic acid (ALA), one of the intermediate compounds in the biosynthesis pathway. Plants that are fed by ALA accumulate high and toxic levels of protochlorophyllide, so do the mutants with the damaged regulatory system. Chlorosis is a condition in which leaves produce insufficient chlorophyll, turning them yellow. Chlorosis can be caused by a nutrient deficiency including iron - called iron chlorosis, or in a shortage of magnesium or nitrogen. Soil pH sometimes play a role in nutrient-caused chlorosis, many plants are adapted to grow in soils with specific pHs and their ability to absorb nutrients from the soil can be dependent on the soil pH. Chlorosis can also be caused by pathogens including viruses, bacteria and fungal infections or sap sucking insects.
Widely distributed photosynthetic pigment
同义名列表
3 个代谢物同义名
methyl (5R,8S,9S,16Z,21Z)-19-ethyl-14-formyl-9,13,18,25-tetramethyl-4-oxo-8-(3-oxo-3-{[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]oxy}propyl)-1,24,26,27-tetraaza-23-magnesaheptacyclo[10.10.2.1^{3,22}.1^{7,10}.1^{17,20}.0^{2,6}.0^{15,24}]heptacosa-2(6),3(25),7(27),10,12,14,16,18,20(26),21-decaene-5-carboxylate; Chlorophyll d; CHL D CPD
数据库引用编号
7 个数据库交叉引用编号
- ChEBI: CHEBI:38199
- PubChem: 16070025
- HMDB: HMDB0037256
- Wikipedia: Chlorophyll d
- foodb: FDB016268
- chemspider: 16736116
- CAS: 519-63-1
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
- Caihuang Xu, Qingjun Zhu, Jing-Hua Chen, Liangliang Shen, Xiaohan Yi, Zihui Huang, Wenda Wang, Min Chen, Tingyun Kuang, Jian-Ren Shen, Xing Zhang, Guangye Han. A unique photosystem I reaction center from a chlorophyll d-containing cyanobacterium Acaryochloris marina.
Journal of integrative plant biology.
2021 Oct; 63(10):1740-1752. doi:
10.1111/jipb.13113
. [PMID: 34002536] - Eduard Elias, Nicoletta Liguori, Yoshitaka Saga, Judith Schäfers, Roberta Croce. Harvesting Far-Red Light with Plant Antenna Complexes Incorporating Chlorophyll d.
Biomacromolecules.
2021 08; 22(8):3313-3322. doi:
10.1021/acs.biomac.1c00435
. [PMID: 34269578] - Benjamin M Wolf, Robert E Blankenship. Far-red light acclimation in diverse oxygenic photosynthetic organisms.
Photosynthesis research.
2019 Dec; 142(3):349-359. doi:
10.1007/s11120-019-00653-6
. [PMID: 31222688] - N Friedland, S Negi, T Vinogradova-Shah, G Wu, L Ma, S Flynn, T Kumssa, C-H Lee, R T Sayre. Fine-tuning the photosynthetic light harvesting apparatus for improved photosynthetic efficiency and biomass yield.
Scientific reports.
2019 09; 9(1):13028. doi:
10.1038/s41598-019-49545-8
. [PMID: 31506512] - Artur Sawicki, Robert D Willows, Min Chen. Spectral signatures of five hydroxymethyl chlorophyll a derivatives chemically derived from chlorophyll b or chlorophyll f.
Photosynthesis research.
2019 Apr; 140(1):115-127. doi:
10.1007/s11120-018-00611-8
. [PMID: 30604202] - Guangyu E Chen, Andrew Hitchcock, Philip J Jackson, Roy R Chaudhuri, Mark J Dickman, C Neil Hunter, Daniel P Canniffe. Two Unrelated 8-Vinyl Reductases Ensure Production of Mature Chlorophylls in Acaryochloris marina.
Journal of bacteriology.
2016 May; 198(9):1393-400. doi:
10.1128/jb.00925-15
. [PMID: 26903415] - S I Allakhverdiev, V D Kreslavski, S K Zharmukhamedov, R A Voloshin, D V Korol'kova, T Tomo, J-R Shen. Chlorophylls d and f and Their Role in Primary Photosynthetic Processes of Cyanobacteria.
Biochemistry. Biokhimiia.
2016 Mar; 81(3):201-12. doi:
10.1134/s0006297916030020
. [PMID: 27262189] - Min Chen. Chlorophyll modifications and their spectral extension in oxygenic photosynthesis.
Annual review of biochemistry.
2014; 83(?):317-40. doi:
10.1146/annurev-biochem-072711-162943
. [PMID: 24635479] - Xuejing Hou, Aaron Raposo, Harvey J M Hou. Response of chlorophyll d-containing cyanobacterium Acaryochloris marina to UV and visible irradiations.
Photosynthesis research.
2013 Nov; 117(1-3):497-507. doi:
10.1007/s11120-013-9946-7
. [PMID: 24158260] - Yaqiong Li, Nicholas Scales, Robert E Blankenship, Robert D Willows, Min Chen. Extinction coefficient for red-shifted chlorophylls: chlorophyll d and chlorophyll f.
Biochimica et biophysica acta.
2012 Aug; 1817(8):1292-8. doi:
10.1016/j.bbabio.2012.02.026
. [PMID: 22395150] - Eva Kiss, Peter B Kós, Min Chen, Imre Vass. A unique regulation of the expression of the psbA, psbD, and psbE genes, encoding the 01, 02 and cytochrome b559 subunits of the Photosystem II complex in the chlorophyll d containing cyanobacterium Acaryochloris marina.
Biochimica et biophysica acta.
2012 Jul; 1817(7):1083-94. doi:
10.1016/j.bbabio.2012.04.010
. [PMID: 23487854] - Tohru Tsuchiya, Tadashi Mizoguchi, Seiji Akimoto, Tatsuya Tomo, Hitoshi Tamiaki, Mamoru Mimuro. Metabolic engineering of the Chl d-dominated cyanobacterium Acaryochloris marina: production of a novel Chl species by the introduction of the chlorophyllide a oxygenase gene.
Plant & cell physiology.
2012 Mar; 53(3):518-27. doi:
10.1093/pcp/pcs007
. [PMID: 22302713] - Christoph Theiss, Franz-Josef Schmitt, Jörg Pieper, Collins Nganou, Moritz Grehn, Marco Vitali, Rachel Olliges, Hans Joachim Eichler, Hann-Jörg Eckert. Excitation energy transfer in intact cells and in the phycobiliprotein antennae of the chlorophyll d containing cyanobacterium Acaryochloris marina.
Journal of plant physiology.
2011 Aug; 168(12):1473-87. doi:
10.1016/j.jplph.2011.02.002
. [PMID: 21396735] - Min Chen, Robert E Blankenship. Expanding the solar spectrum used by photosynthesis.
Trends in plant science.
2011 Aug; 16(8):427-31. doi:
10.1016/j.tplants.2011.03.011
. [PMID: 21493120] - Suleyman I Allakhverdiev, Tohru Tsuchiya, Kazuyuki Watabe, Akane Kojima, Dmitry A Los, Tatsuya Tomo, Vyacheslav V Klimov, Mamoru Mimuro. Redox potentials of primary electron acceptor quinone molecule (QA)- and conserved energetics of photosystem II in cyanobacteria with chlorophyll a and chlorophyll d.
Proceedings of the National Academy of Sciences of the United States of America.
2011 May; 108(19):8054-8. doi:
10.1073/pnas.1100173108
. [PMID: 21521792] - Krisztián Cser, Zsuzsanna Deák, Alison Telfer, James Barber, Imre Vass. Energetics of Photosystem II charge recombination in Acaryochloris marina studied by thermoluminescence and flash-induced chlorophyll fluorescence measurements.
Photosynthesis research.
2008 Oct; 98(1-3):131-40. doi:
10.1007/s11120-008-9373-3
. [PMID: 18839331] - Joseph L Hughes, Reza Razeghifard, Mark Logue, Aaron Oakley, Tom Wydrzynski, Elmars Krausz. Magneto-optic spectroscopy of a protein tetramer binding two exciton-coupled chlorophylls.
Journal of the American Chemical Society.
2006 Mar; 128(11):3649-58. doi:
10.1021/ja056576b
. [PMID: 16536537] - Anthony W D Larkum, Michael Kühl. Chlorophyll d: the puzzle resolved.
Trends in plant science.
2005 Aug; 10(8):355-7. doi:
10.1016/j.tplants.2005.06.005
. [PMID: 16019251] - J Marquardt, H Senger, H Miyashita, S Miyachi, E Mörschel. Isolation and characterization of biliprotein aggregates from Acaryochloris marina, a Prochloron-like prokaryote containing mainly chlorophyll d.
FEBS letters.
1997 Jun; 410(2-3):428-32. doi:
10.1016/s0014-5793(97)00631-5
. [PMID: 9237676]