aphidicolin (BioDeep_00000002638)
Secondary id: BioDeep_00001871091
natural product PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C20H34O4 (338.2457)
中文名称: 艾菲地可宁
谱图信息:
最多检出来源 Homo sapiens(lipidsearch) 6.16%
分子结构信息
SMILES: C1[C@H]([C@@]([C@H]2[C@](C1)([C@]13[C@@H](CC2)C[C@H](C1)[C@@](CC3)(O)CO)C)(C)CO)O
InChI: InChI=1S/C20H34O4/c1-17(11-21)15-4-3-13-9-14-10-19(13,7-8-20(14,24)12-22)18(15,2)6-5-16(17)23/h13-16,21-24H,3-12H2,1-2H3/t13-,14+,15-,16+,17-,18-,19-,20-/m0/s1
描述信息
A tetracyclic diterpenoid that has an tetradecahydro-8,11a-methanocyclohepta[a]naphthalene skeleton with two hydroxymethyl substituents at positions 4 and 9, two methyl substituents at positions 4 and 11b and two hydroxy substituents at positions 3 and 9. An antibiotic with antiviral and antimitotical properties. Aphidicolin is a reversible inhibitor of eukaryotic nuclear DNA replication.
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents
D004791 - Enzyme Inhibitors
同义名列表
8 个代谢物同义名
(+)-Aphidicolin; aphidicolin; Aphidicolane-3alpha,16,17,18-tetraol; 8,11|A-Methano-11aH-cyclohepta[a]naphthalene-4,9-dimethanol,tetradecahydro-3,9-dihydroxy-4,11b-dimethyl-, (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-; CC12Ccc(O)C(C)(CO)C2ccc3CC4CC13ccc4(O)CO; Aphidicolin from Nigrospora sphaerica; APC; Aphidicolin
数据库引用编号
38 个数据库交叉引用编号
- ChEBI: CHEBI:2766
- ChEBI: CHEBI:182955
- KEGG: C06088
- PubChem: 457964
- PubChem: 440910
- PubChem: 2210
- Metlin: METLIN64747
- ChEMBL: CHEMBL29711
- MeSH: Aphidicolin
- KNApSAcK: C00000873
- CAS: 38966-21-1
- CAS: 69926-98-3
- MoNA: CCMSLIB00000081679
- MoNA: CCMSLIB00000081680
- MoNA: VF-NPL-QEHF004581
- MoNA: VF-NPL-QEHF004580
- MoNA: VF-NPL-QEHF004579
- MoNA: VF-NPL-QEHF004578
- MoNA: VF-NPL-QEHF004577
- MoNA: VF-NPL-QEHF004576
- MoNA: VF-NPL-QEHF004575
- MoNA: VF-NPL-QEHF004574
- MoNA: VF-NPL-QEHF004573
- MoNA: VF-NPL-QEHF004572
- MoNA: VF-NPL-QEHF004571
- MoNA: VF-NPL-QEHF004570
- MoNA: VF-NPL-QEHF004569
- MoNA: VF-NPL-QEHF004568
- MoNA: VF-NPL-QEHF004567
- PMhub: MS000004174
- MetaboLights: MTBLC2766
- PubChem: 8354
- PDB-CCD: 2ZE
- NIKKAJI: J19.324K
- RefMet: Aphidicolin
- LOTUS: LTS0070931
- KNApSAcK: 182955
- LOTUS: LTS0138032
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)
55 个相关的物种来源信息
- 159075 - Acremonium: LTS0070931
- 159075 - Acremonium: LTS0138032
- 4890 - Ascomycota: LTS0070931
- 4890 - Ascomycota: LTS0138032
- 103887 - Bionectriaceae: LTS0070931
- 103887 - Bionectriaceae: LTS0138032
- 81097 - Cephalosporium: LTS0070931
- 81097 - Cephalosporium: LTS0138032
- 35718 - Chaetomiaceae: LTS0070931
- 35718 - Chaetomiaceae: LTS0138032
- 683158 - Didymellaceae: LTS0070931
- 683158 - Didymellaceae: LTS0138032
- 147541 - Dothideomycetes: LTS0070931
- 147541 - Dothideomycetes: LTS0138032
- 2759 - Eukaryota: LTS0070931
- 2759 - Eukaryota: LTS0138032
- 4751 - Fungi: LTS0070931
- 4751 - Fungi: LTS0138032
- 2081226 - Lepisticola: LTS0070931
- 2081226 - Lepisticola: LTS0138032
- 1979465 - Neocamarosporium betae:
- 114230 - Nigrospora: LTS0138032
- 335854 - Nigrospora oryzae: 10.1055/S-0034-1368301
- 335854 - Nigrospora oryzae: LTS0138032
- 114231 - Nigrospora sphaerica: 10.1055/S-0034-1368301
- 114231 - Nigrospora sphaerica: LTS0138032
- 474942 - Ophiocordycipitaceae: LTS0070931
- 474942 - Ophiocordycipitaceae: LTS0138032
- 37463 - Phoma: LTS0070931
- 37463 - Phoma: LTS0138032
- 137527 - Phoma betae: 10.1016/S0040-4020(99)00392-0
- 137527 - Phoma betae: 10.1080/00021369.1984.10866385
- 137527 - Phoma betae: 10.1271/BBB1961.48.1687
- 137527 - Phoma betae: 10.1271/BBB1961.53.299
- 137527 - Phoma betae: 10.3186/JJPHYTOPATH.51.219
- 28557 - Pleospora: LTS0070931
- 28557 - Pleospora: LTS0138032
- 318712 - Pleospora bjoerlingii:
- 318712 - Pleospora bjoerlingii: 10.1016/S0040-4020(99)00392-0
- 318712 - Pleospora bjoerlingii: 10.1080/00021369.1984.10866385
- 318712 - Pleospora bjoerlingii: 10.1271/BBB1961.48.1687
- 318712 - Pleospora bjoerlingii: 10.1271/BBB1961.53.299
- 318712 - Pleospora bjoerlingii: 10.3186/JJPHYTOPATH.51.219
- 318712 - Pleospora bjoerlingii: LTS0070931
- 318712 - Pleospora bjoerlingii: LTS0138032
- 28556 - Pleosporaceae: LTS0070931
- 28556 - Pleosporaceae: LTS0138032
- 147550 - Sordariomycetes: LTS0070931
- 147550 - Sordariomycetes: LTS0138032
- 29909 - Tolypocladium: LTS0070931
- 29909 - Tolypocladium: LTS0138032
- 29910 - Tolypocladium inflatum: 10.1021/NP200431K
- 29910 - Tolypocladium inflatum: LTS0070931
- 29910 - Tolypocladium inflatum: LTS0138032
- 152648 - Trichosphaeriaceae: LTS0138032
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
- Koyo Honda, Yuki Hitora, Sachiko Tsukamoto. Akanthomins A-C, aphidicolin analogs from a fungus Akanthomyces sp., that inhibit cell cycle.
Phytochemistry.
2023 Dec; 216(?):113885. doi:
10.1016/j.phytochem.2023.113885
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Plant reproduction.
2018 03; 31(1):107-116. doi:
10.1007/s00497-017-0318-x
. [PMID: 29270910] - Elina Karhu, Janne Isojärvi, Pia Vuorela, Leena Hanski, Adyary Fallarero. Identification of Privileged Antichlamydial Natural Products by a Ligand-Based Strategy.
Journal of natural products.
2017 10; 80(10):2602-2608. doi:
10.1021/acs.jnatprod.6b01052
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Science (New York, N.Y.).
2017 04; 356(6334):186-189. doi:
10.1126/science.aal3016
. [PMID: 28408602] - Ranjith Pathirana, Phillip West, Duncan Hedderley, Jocelyn Eason. Cell death patterns in Arabidopsis cells subjected to four physiological stressors indicate multiple signalling pathways and cell cycle phase specificity.
Protoplasma.
2017 Mar; 254(2):635-647. doi:
10.1007/s00709-016-0977-8
. [PMID: 27193098] - Andrey G Baranovskiy, Nigar D Babayeva, Yoshiaki Suwa, Jianyou Gu, Youri I Pavlov, Tahir H Tahirov. Structural basis for inhibition of DNA replication by aphidicolin.
Nucleic acids research.
2014 Dec; 42(22):14013-21. doi:
10.1093/nar/gku1209
. [PMID: 25429975] - Duy Hoang Le, Yukiko Takenaka, Nobuo Hamada, Yoshiyuki Mizushina, Takao Tanahashi. Polyketides from the cultured lichen mycobiont of a Vietnamese Pyrenula sp.
Journal of natural products.
2014 Jun; 77(6):1404-12. doi:
10.1021/np500143k
. [PMID: 24926891] - Hiroki Yasuhara, Kazuki Kitamoto. Aphidicolin-induced nuclear elongation in tobacco BY-2 cells.
Plant & cell physiology.
2014 May; 55(5):913-27. doi:
10.1093/pcp/pcu026
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Plant signaling & behavior.
2014; 9(11):e972864. doi:
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Biochimica et biophysica acta.
2013 Dec; 1833(12):2812-2822. doi:
10.1016/j.bbamcr.2013.07.013
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Journal of plant research.
2013 Mar; 126(2):243-50. doi:
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Viruses.
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Animal science journal = Nihon chikusan Gakkaiho.
2012 Feb; 83(2):103-10. doi:
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PloS one.
2012; 7(4):e35139. doi:
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BMC plant biology.
2011 Dec; 11(?):184. doi:
10.1186/1471-2229-11-184
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Plant physiology.
2011 Nov; 157(3):1232-42. doi:
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The Plant cell.
2011 Sep; 23(9):3533-46. doi:
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The Plant cell.
2011 Aug; 23(8):2924-38. doi:
10.1105/tpc.111.088005
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Plant physiology.
2011 May; 156(1):254-62. doi:
10.1104/pp.111.173849
. [PMID: 21427281] - Daisuke Kurihara, Sachihiro Matsunaga, Tomohiro Omura, Tetsuya Higashiyama, Kiichi Fukui. Identification and characterization of plant Haspin kinase as a histone H3 threonine kinase.
BMC plant biology.
2011 Apr; 11(?):73. doi:
10.1186/1471-2229-11-73
. [PMID: 21527018] - M Cecilia Cirio, Zhao Hui, Caroline E Haldin, Chiara Cianciolo Cosentino, Carsten Stuckenholz, Xiongfong Chen, Sung-Kook Hong, Igor B Dawid, Neil A Hukriede. Lhx1 is required for specification of the renal progenitor cell field.
PloS one.
2011 Apr; 6(4):e18858. doi:
10.1371/journal.pone.0018858
. [PMID: 21526205] - Julie Marleau, Yolande Dalpé, Marc St-Arnaud, Mohamed Hijri. Spore development and nuclear inheritance in arbuscular mycorrhizal fungi.
BMC evolutionary biology.
2011 Feb; 11(?):51. doi:
10.1186/1471-2148-11-51
. [PMID: 21349193] - Daisuke Ogawa, Kiyomi Abe, Akio Miyao, Mikiko Kojima, Hitoshi Sakakibara, Megumi Mizutani, Haruka Morita, Yosuke Toda, Tokunori Hobo, Yutaka Sato, Tsukaho Hattori, Hirohiko Hirochika, Shin Takeda. RSS1 regulates the cell cycle and maintains meristematic activity under stress conditions in rice.
Nature communications.
2011; 2(?):278. doi:
10.1038/ncomms1279
. [PMID: 21505434] - Zoltán Kevei, Mikhail Baloban, Olivier Da Ines, Hilda Tiricz, Alexandra Kroll, Krzysztof Regulski, Peter Mergaert, Eva Kondorosi. Conserved CDC20 cell cycle functions are carried out by two of the five isoforms in Arabidopsis thaliana.
PloS one.
2011; 6(6):e20618. doi:
10.1371/journal.pone.0020618
. [PMID: 21687678] - Jiří Macas, Eduard Kejnovský, Pavel Neumann, Petr Novák, Andrea Koblížková, Boris Vyskot. Next generation sequencing-based analysis of repetitive DNA in the model dioecious [corrected] plant Silene latifolia.
PloS one.
2011; 6(11):e27335. doi:
10.1371/journal.pone.0027335
. [PMID: 22096552] - Congjun Li. Specific cell cycle synchronization with butyrate and cell cycle analysis.
Methods in molecular biology (Clifton, N.J.).
2011; 761(?):125-36. doi:
10.1007/978-1-61779-182-6_8
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Frontiers in plant science.
2011; 2(?):19. doi:
10.3389/fpls.2011.00019
. [PMID: 22629260] - Monika Hlavová, Mária Čížková, Milada Vítová, Kateřina Bišová, Vilém Zachleder. DNA damage during G2 phase does not affect cell cycle progression of the green alga Scenedesmus quadricauda.
PloS one.
2011; 6(5):e19626. doi:
10.1371/journal.pone.0019626
. [PMID: 21603605] - S Chen, J A L Short, D F Young, M J Killip, M Schneider, S Goodbourn, R E Randall. Heterocellular induction of interferon by negative-sense RNA viruses.
Virology.
2010 Nov; 407(2):247-55. doi:
10.1016/j.virol.2010.08.008
. [PMID: 20833406] - Adi Prizan-Ravid, Efrat Elis, Nihay Laham-Karam, Sara Selig, Marcelo Ehrlich, Eran Bacharach. The Gag cleavage product, p12, is a functional constituent of the murine leukemia virus pre-integration complex.
PLoS pathogens.
2010 Nov; 6(11):e1001183. doi:
10.1371/journal.ppat.1001183
. [PMID: 21085616] - Jialin Shang, Jon Cafaro, Rachel Nehmer, Jennifer Stone. Supporting cell division is not required for regeneration of auditory hair cells after ototoxic injury in vitro.
Journal of the Association for Research in Otolaryngology : JARO.
2010 Jun; 11(2):203-22. doi:
10.1007/s10162-009-0206-7
. [PMID: 20165896] - Chisato Ishimaru, Toshifumi Takeuchi, Fumio Sugawara, Hiromi Yoshida, Yoshiyuki Mizushina. Inhibitory effects of diacylglyceride phospholipids on DNA polymerase and topoisomerase activities, and human cancer cell growth.
Medicinal chemistry (Shariqah (United Arab Emirates)).
2010 May; 6(3):114-22. doi:
10.2174/1573406411006030114
. [PMID: 20507270] - Phyllis S Frisa, James W Jacobberger. Cytometry of chromatin bound Mcm6 and PCNA identifies two states in G1 that are separated functionally by the G1 restriction point.
BMC cell biology.
2010 Apr; 11(?):26. doi:
10.1186/1471-2121-11-26
. [PMID: 20398392] - Naoki Takahashi, Mauricio Quimbaya, Veit Schubert, Tim Lammens, Klaas Vandepoele, Ingo Schubert, Minami Matsui, Dirk Inzé, Geert Berx, Lieven De Veylder. The MCM-binding protein ETG1 aids sister chromatid cohesion required for postreplicative homologous recombination repair.
PLoS genetics.
2010 Jan; 6(1):e1000817. doi:
10.1371/journal.pgen.1000817
. [PMID: 20090939] - María Esther Herrera-Aguirre, Juan Pedro Luna-Arias, María Luisa Labra-Barrios, Esther Orozco. Identification of four Entamoeba histolytica organellar DNA polymerases of the family B and cellular localization of the Ehodp1 gene and EhODP1 protein.
Journal of biomedicine & biotechnology.
2010; 2010(?):734898. doi:
10.1155/2010/734898
. [PMID: 20300437] - Yoshiyuki Mizushina, Hirohisa Motoshima, Yasuhiro Yamaguchi, Toshifumi Takeuchi, Ken Hirano, Fumio Sugawara, Hiromi Yoshida. 3-O-methylfunicone, a selective inhibitor of mammalian Y-family DNA polymerases from an Australian sea salt fungal strain.
Marine drugs.
2009 Nov; 7(4):624-39. doi:
10.3390/md7040624
. [PMID: 20098603] - Dolores Córdoba-Cañero, Teresa Morales-Ruiz, Teresa Roldán-Arjona, Rafael R Ariza. Single-nucleotide and long-patch base excision repair of DNA damage in plants.
The Plant journal : for cell and molecular biology.
2009 Nov; 60(4):716-28. doi:
10.1111/j.1365-313x.2009.03994.x
. [PMID: 19682284] - Paul R Sweeney, Anne B Britt, Kevin M Culligan. The Arabidopsis ATRIP ortholog is required for a programmed response to replication inhibitors.
The Plant journal : for cell and molecular biology.
2009 Nov; 60(3):518-26. doi:
10.1111/j.1365-313x.2009.03975.x
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Diabetes.
2009 Oct; 58(10):2376-85. doi:
10.2337/db09-0047
. [PMID: 19592619] - Soichi Inagaki, Kenzo Nakamura, Atsushi Morikami. A link among DNA replication, recombination, and gene expression revealed by genetic and genomic analysis of TEBICHI gene of Arabidopsis thaliana.
PLoS genetics.
2009 Aug; 5(8):e1000613. doi:
10.1371/journal.pgen.1000613
. [PMID: 19696887] - Haiyong Wang, Xiaoshan Zhang, Liyi Geng, Lisong Teng, Randy J Legerski. Artemis regulates cell cycle recovery from the S phase checkpoint by promoting degradation of cyclin E.
The Journal of biological chemistry.
2009 Jul; 284(27):18236-43. doi:
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Nucleic acids research.
2009 Jul; 37(13):4385-92. doi:
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Journal of theoretical biology.
2009 Mar; 257(1):124-30. doi:
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Journal of experimental botany.
2009; 60(1):197-212. doi:
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. [PMID: 19039101] - Kiyomi Abe, Keishi Osakabe, Yuichi Ishikawa, Akemi Tagiri, Hiroaki Yamanouchi, Toshio Takyuu, Terutaka Yoshioka, Takuya Ito, Masatomo Kobayashi, Kazuo Shinozaki, Hiroaki Ichikawa, Seiichi Toki. Inefficient double-strand DNA break repair is associated with increased fasciation in Arabidopsis BRCA2 mutants.
Journal of experimental botany.
2009; 60(9):2751-61. doi:
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Theriogenology.
2008 Jul; 70(1):27-34. doi:
10.1016/j.theriogenology.2008.02.015
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Cancer investigation.
2008 Jul; 26(6):553-61. doi:
10.1080/07357900701788015
. [PMID: 18584345] - Jing Huang, Lu Ma, Fei Yang, Shui-zhang Fei, Lijia Li. 45S rDNA regions are chromosome fragile sites expressed as gaps in vitro on metaphase chromosomes of root-tip meristematic cells in Lolium spp.
PloS one.
2008 May; 3(5):e2167. doi:
10.1371/journal.pone.0002167
. [PMID: 18478113] - D Nicodemo, G Coppola, A Pauciullo, G Cosenza, L Ramunno, F Ciotola, V Peretti, G P Di Meo, L Iannuzzi, J Rubes, D Di Berardino. Chromosomal expression and localization of aphidicolin-induced fragile sites in the standard karyotype of river buffalo (Bubalus bubalis).
Cytogenetic and genome research.
2008; 120(1-2):178-82. doi:
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Retrovirology.
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Cell cycle (Georgetown, Tex.).
2007 Oct; 6(20):2563-70. doi:
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Journal of molecular histology.
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Cancer research.
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Histochemistry and cell biology.
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Plant cell reports.
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The Plant cell.
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The New phytologist.
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Protoplasma.
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BMC plant biology.
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Chemical & pharmaceutical bulletin.
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The Plant cell.
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The Plant cell.
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The Plant journal : for cell and molecular biology.
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Molecules and cells.
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Plant & cell physiology.
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2005 May; 79(9):5695-704. doi:
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The Journal of biological chemistry.
2005 Apr; 280(17):17512-9. doi:
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Plant biology (Stuttgart, Germany).
2005 Jan; 7(1):33-40. doi:
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Cellular & molecular biology letters.
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Planta.
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British journal of cancer.
2004 Nov; 91(9):1669-77. doi:
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The Plant journal : for cell and molecular biology.
2004 Oct; 40(1):131-42. doi:
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FEBS letters.
2004 Aug; 572(1-3):118-22. doi:
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Biochemical and biophysical research communications.
2004 Jul; 320(1):145-55. doi:
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Tissue engineering.
2004 Jul; 10(7-8):1076-83. doi:
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Protoplasma.
2004 Jun; 223(2-4):197-202. doi:
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The Plant cell.
2004 May; 16(5):1091-104. doi:
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Experimental and molecular pathology.
2004 Feb; 76(1):24-8. doi:
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Journal of cellular biochemistry.
2004 Feb; 91(2):336-53. doi:
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The journal of gene medicine.
2004 Feb; 6(2):210-21. doi:
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Tsitologiia.
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The Plant cell.
2004 Jan; 16(1):74-87. doi:
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Plant molecular biology.
2003 Nov; 53(4):423-42. doi:
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Plant molecular biology.
2003 Sep; 53(1-2):15-25. doi:
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European journal of cell biology.
2003 Sep; 82(9):461-71. doi:
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Current protocols in cell biology.
2003 Aug; Chapter 1(?):Unit 1.7. doi:
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Hypertension (Dallas, Tex. : 1979).
2003 Aug; 42(2):184-8. doi:
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Plant cell reports.
2003 Aug; 22(1):25-31. doi:
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The Journal of biological chemistry.
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