Diatoxanthin (BioDeep_00000004035)

Volatile Flavor Compounds

代谢物信息卡片

(3R,3R)-7,8-Didehydro-beta,beta-carotene-3,3-diol

化学式: C40H54O2 (566.4123584)
中文名称: 硅藻黄质
谱图信息: 最多检出来源 Homo sapiens(lipidomics) 0.35%

分子结构信息

SMILES: C1C(C)(C)C(C#C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C2=C(C)C[C@@H](O)CC2(C)C)=C(C)C[C@H]1O
InChI: InChI=1S/C40H54O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-21,23,35-36,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,29-15+,30-16+,31-19+,32-20+/t35-,36-/m1/s1

描述信息

D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids
Window width for selecting the precursor ion was 3 Da.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 16HP2005 to the Mass Spectrometry Society of Japan.

同义名列表

5 个代谢物同义名

Diatoxanthin; (3R,3R)-7,8-Didehydro-beta,beta-carotene-3,3-diol; 7,8-Didehydrozeaxanthin; Diatoxanthin/ 7,8-Didehydrozeaxanthin; Diatoxanthin

数据库引用编号

14 个数据库交叉引用编号

ChEBI: CHEBI:181837
KEGG: C19920
PubChem: 6440986
Metlin: METLIN41318
LipidMAPS: LMPR01070054
KNApSAcK: C00022863
CAS: 31063-73-7
MoNA: MSJ00129
MoNA: MSJ00128
PMhub: MS000034975
PMhub: MS000014761
PubChem: 135626386
PDB-CCD: ET4
KNApSAcK: 181837

分类词条

C40 isoprenoids (tetraterpenes) [PR0107]

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

diadinoxanthin and diatoxanthin interconversion: H⁺ + NADPH + O₂ + diatoxanthin ⟶ H₂O + NADP⁺ + diadinoxanthin

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

49 个相关的物种来源信息

100776 - Aequipecten opercularis: 10.1016/S0021-9673(00)94508-4
2961 - Amphidinium carterae: 10.1016/0031-9422(74)85038-7
322837 - Aplidium pliciferum:
107392 - Ascidia zara: 10.1016/0305-0491(85)90174-9
7602 - Asterias amurensis: 10.1016/0305-0491(89)90054-0
545417 - Branchiostegus albus: 10.2331/FISHSCI.64.464
270562 - Branchiostegus japonicus: 10.2331/FISHSCI.64.464
7957 - Carassius auratus: 10.1016/S0305-0491(99)00124-8
13221 - Chrysotila carterae: 10.1016/0305-1978(77)90034-5
50943 - Cladonia portentosa: 10.1016/0305-1978(85)90064-X
141464 - Corbicula japonica: 10.1021/JF058088T
141465 - Corbicula sandai: 10.1021/JF058088T
2081491 - Diacronema lutheri: 10.1016/0305-1978(77)90034-5
3039 - Euglena gracilis: 10.1007/BF00425057
130315 - Euglena sanguinea: 10.1016/0305-1978(93)90088-9
3040 - Euglena viridis: 10.1016/0031-9422(88)80213-9
73025 - Eutreptiella gymnastica:
210454 - Grammatophora oceanica: 10.1016/0305-1978(88)90067-1
39447 - Gymnodinium catenatum: 10.1111/J.0022-3646.1991.00591.X
60594 - Gyrodinium:
254849 - Halocynthia aurantium: 10.1007/BF00574323
7729 - Halocynthia roretzi:
37099 - Isochrysis galbana: 10.1016/0305-1978(77)90034-5
311198 - Meretrix petechialis: 10.1021/JF1006243
42192 - Mytilus coruscus: 10.1021/NP970039Q
2602926 - Mytilus unguiculatus: 10.1021/NP970039Q
174403 - Paralithodes brevipes: 10.1248/CPB.54.1462
7594 - Patiria pectinifera: 10.1016/0305-0491(89)90054-0
100774 - Pecten jacobaeus: 10.1016/S0021-9673(00)94508-4
35679 - Pelagococcus subviridis: 10.1016/0031-9422(89)80345-0
2868 - Peridinium bipes:
33656 - Phaeocystis:
2850 - Phaeodactylum tricornutum: 10.1016/0305-1978(88)90067-1
97485 - Prymnesium parvum: 10.1016/0305-1978(77)90034-5
49539 - Pteris cretica: 10.1016/0305-1978(85)90030-4
933223 - Rhinogobius brunneus: 10.1021/NP990580H
508009 - Rhinogobius formosanus: 10.1021/NP990580H
54407 - Sarcinochrysis marina: 10.1016/0305-0491(81)90110-3
30991 - Silurus asotus: 10.1248/CPB.59.140
2843 - Skeletonema costatum: 10.1016/0305-1978(88)90067-1
216823 - Skeletonema menzelii: 10.1016/0305-1978(88)90067-1
7725 - Styela clava: 10.1016/0305-0491(85)90174-9
49261 - Thalassiosira eccentrica: 10.1016/0305-1978(88)90067-1
420259 - Thalassiosira gravida: 10.1016/0305-1978(88)90067-1
159749 - Thalassiosira oceanica: 10.1016/0305-1978(88)90067-1
35128 - Thalassiosira pseudonana: 10.1016/0305-1978(88)90067-1
49265 - Thalassiosira rotula: 10.1016/0305-1978(88)90067-1
2923 - Thoracosphaera heimii: 10.1016/0305-1978(90)90002-W
363794 - Tovellia sanguinea: 10.1016/J.BSE.2006.05.013

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

Reimund Goss, Daniela Volke, Lina Emilia Werner, Ronja Kunz, Marcel Kansy, Ralf Hoffmann, Christian Wilhelm. Isolation of fucoxanthin chlorophyll protein complexes of the centric diatom Thalassiosira pseudonana associated with the xanthophyll cycle enzyme diadinoxanthin de-epoxidase. IUBMB life. 2023 Jan; 75(1):66-76. doi: 10.1002/iub.2650. [PMID: 35557488]
Jochen M Buck, Peter G Kroth, Bernard Lepetit. Identification of sequence motifs in Lhcx proteins that confer qE-based photoprotection in the diatom Phaeodactylum tricornutum. The Plant journal : for cell and molecular biology. 2021 12; 108(6):1721-1734. doi: 10.1111/tpj.15539. [PMID: 34651379]
Luigi Pistelli, Clementina Sansone, Arianna Smerilli, Marco Festa, Douglas M Noonan, Adriana Albini, Christophe Brunet. MMP-9 and IL-1β as Targets for Diatoxanthin and Related Microalgal Pigments: Potential Chemopreventive and Photoprotective Agents. Marine drugs. 2021 Jun; 19(7):. doi: 10.3390/md19070354. [PMID: 34206447]
Yuri Tanno, Shota Kato, Senji Takahashi, Shun Tamaki, Shinichi Takaichi, Yutaka Kodama, Kintake Sonoike, Tomoko Shinomura. Light dependent accumulation of β-carotene enhances photo-acclimation of Euglena gracilis. Journal of photochemistry and photobiology. B, Biology. 2020 Aug; 209(?):111950. doi: 10.1016/j.jphotobiol.2020.111950. [PMID: 32682285]
Jochen M Buck, Jonathan Sherman, Carolina Río Bártulos, Manuel Serif, Marc Halder, Jan Henkel, Angela Falciatore, Johann Lavaud, Maxim Y Gorbunov, Peter G Kroth, Paul G Falkowski, Bernard Lepetit. Lhcx proteins provide photoprotection via thermal dissipation of absorbed light in the diatom Phaeodactylum tricornutum. Nature communications. 2019 09; 10(1):4167. doi: 10.1038/s41467-019-12043-6. [PMID: 31519883]
Yanyan Su. The effect of different light regimes on pigments in Coscinodiscus granii. Photosynthesis research. 2019 Jun; 140(3):301-310. doi: 10.1007/s11120-018-0608-7. [PMID: 30478709]
Rana A Ahmad, Lars Dietzel. Relaxation of cellular K+ gradients by valinomycin induces diatoxanthin accumulation in Cyclotella meneghiniana cells and alters FCPa fluorescence yield in vitro. Physiologia plantarum. 2017 Sep; 161(1):171-180. doi: 10.1111/ppl.12599. [PMID: 28664565]
Wiktor Tokarek, Stanisław Listwan, Joanna Pagacz, Piotr Leśniak, Dariusz Latowski. Column chromatography as a useful step in purification of diatom pigments. Acta biochimica Polonica. 2016; 63(3):443-7. doi: 10.18388/abp.2016_1369. [PMID: 27486920]
Susann Schaller-Laudel, Daniela Volke, Matthias Redlich, Marcel Kansy, Ralf Hoffmann, Christian Wilhelm, Reimund Goss. The diadinoxanthin diatoxanthin cycle induces structural rearrangements of the isolated FCP antenna complexes of the pennate diatom Phaeodactylum tricornutum. Plant physiology and biochemistry : PPB. 2015 Nov; 96(?):364-76. doi: 10.1016/j.plaphy.2015.09.002. [PMID: 26368016]
Hongyan Wu, Suzanne Roy, Meriem Alami, Beverley R Green, Douglas A Campbell. Photosystem II photoinactivation, repair, and protection in marine centric diatoms. Plant physiology. 2012 Sep; 160(1):464-76. doi: 10.1104/pp.112.203067. [PMID: 22829321]
Sonia Cruz, Reimund Goss, Christian Wilhelm, Richard Leegood, Peter Horton, Torsten Jakob. Impact of chlororespiration on non-photochemical quenching of chlorophyll fluorescence and on the regulation of the diadinoxanthin cycle in the diatom Thalassiosira pseudonana. Journal of experimental botany. 2011 Jan; 62(2):509-19. doi: 10.1093/jxb/erq284. [PMID: 20876335]
Irina Grouneva, Torsten Jakob, Christian Wilhelm, Reimund Goss. A new multicomponent NPQ mechanism in the diatom Cyclotella meneghiniana. Plant & cell physiology. 2008 Aug; 49(8):1217-25. doi: 10.1093/pcp/pcn097. [PMID: 18587148]
Doron Eisenstadt, Itzhak Ohad, Nir Keren, Aaron Kaplan. Changes in the photosynthetic reaction centre II in the diatom Phaeodactylum tricornutum result in non-photochemical fluorescence quenching. Environmental microbiology. 2008 Aug; 10(8):1997-2007. doi: 10.1111/j.1462-2920.2008.01616.x. [PMID: 18397307]
Alexander A Venn, Michael A Wilson, Henry G Trapido-Rosenthal, Brendan J Keely, Angela E Douglas. The impact of coral bleaching on the pigment profile of the symbiotic alga, Symbiodinium. Plant, cell & environment. 2006 Dec; 29(12):2133-42. doi: 10.1111/j.1365-3040.2006.001587.x. [PMID: 17081247]
Johann Lavaud, Bernard Rousseau, Anne-Lise Etienne. Enrichment of the light-harvesting complex in diadinoxanthin and implications for the nonphotochemical fluorescence quenching in diatoms. Biochemistry. 2003 May; 42(19):5802-8. doi: 10.1021/bi027112i. [PMID: 12741838]
Ernani Pinto, Lies Van Nieuwerburgh, Marcelo Paes de Barros, Marianne Pedersén, Pio Colepicolo, Pauli Snoeijs. Density-dependent patterns of thiamine and pigment production in the diatom Nitzschia microcephala. Phytochemistry. 2003 May; 63(2):155-63. doi: 10.1016/s0031-9422(03)00048-7. [PMID: 12711136]
Heiko Mewes, Michael Richter. Supplementary ultraviolet-B radiation induces a rapid reversal of the diadinoxanthin cycle in the strong light-exposed diatom Phaeodactylum tricornutum. Plant physiology. 2002 Nov; 130(3):1527-35. doi: 10.1104/pp.006775. [PMID: 12428017]
M Bertrand, B Schoefs, P Siffel, K Rohacek, I Molnar. Cadmium inhibits epoxidation of diatoxanthin to diadinoxanthin in the xanthophyll cycle of the marine diatom Phaeodactylum tricornutum. FEBS letters. 2001 Nov; 508(1):153-6. doi: 10.1016/s0014-5793(01)03050-2. [PMID: 11707287]