Nerylneryl diphosphate (BioDeep_00000016003)
代谢物信息卡片
Nerylneryl diphosphate
化学式: C20H36O7P2 (450.1936166)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 4.76%
分子结构信息
SMILES: CC(=CCCC(=CCCC(=CCCC(=CCOP(=O)(O)OP(=O)(O)O)C)C)C)C
InChI: InChI=1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b18-11-,19-13-,20-15-
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
- Xuan Song, Yao-Guo Qin, Yi-Han Zhang, Yu-Bei Zhou, Zheng-Xi Li. Farnesyl/geranylgeranyl diphosphate synthases regulate the biosynthesis of alarm pheromone in a unique manner in the vetch aphid Megoura viciae.
Insect molecular biology.
2022 Dec; ?(?):. doi:
10.1111/imb.12826. [PMID: 36533988] - Xin Shu, Jiaqi Wu, Tao Zhang, Xiaoyu Ma, Zuoqin Du, Jin Xu, Jingcan You, Liqun Wang, Ni Chen, Mao Luo, Jianbo Wu. Statin-Induced Geranylgeranyl Pyrophosphate Depletion Promotes PCSK9-Dependent Adipose Insulin Resistance.
Nutrients.
2022 Dec; 14(24):. doi:
10.3390/nu14245314. [PMID: 36558473] - Xin Shu, Jiaqi Wu, Tao Zhang, Xiaoyu Ma, Zuoqin Du, Jin Xu, Jingcan You, Liqun Wang, Ni Chen, Mao Luo, Jianbo Wu. Statin-Induced Geranylgeranyl Pyrophosphate Depletion Promotes Ferroptosis-Related Senescence in Adipose Tissue.
Nutrients.
2022 Oct; 14(20):. doi:
10.3390/nu14204365. [PMID: 36297049] - Feifei Xu, Zining Wang, Hongxia Zhang, Jiemin Chen, Xiaojuan Wang, Lei Cui, Chunyuan Xie, Mengyun Li, Fang Wang, Penghui Zhou, Jinyun Liu, Peng Huang, Xiaodong Xia, Xiaojun Xia. Mevalonate Blockade in Cancer Cells Triggers CLEC9A+ Dendritic Cell-Mediated Antitumor Immunity.
Cancer research.
2021 09; 81(17):4514-4528. doi:
10.1158/0008-5472.can-20-3977. [PMID: 34266895] - Lai Wang, Zu-Guo Zheng, Lingchang Meng, Lijun Zhu, Ping Li, Jun Chen, Hua Yang. Statins induce skeletal muscle atrophy via GGPP depletion-dependent myostatin overexpression in skeletal muscle and brown adipose tissue.
Cell biology and toxicology.
2021 06; 37(3):441-460. doi:
10.1007/s10565-020-09558-w. [PMID: 33034787] - Liping Zhu, Fangbo Liu, Qiang Hao, Tian Feng, Zeshuai Chen, Shengquan Luo, Rui Xiao, Mengxiang Sun, Ting Zhang, Xiaohang Fan, Xianqin Zeng, Jianguo He, Ping Yuan, Jinming Liu, Matthieu Ruiz, Jocelyn Dupuis, Qinghua Hu. Dietary Geranylgeranyl Pyrophosphate Counteracts the Benefits of Statin Therapy in Experimental Pulmonary Hypertension.
Circulation.
2021 05; 143(18):1775-1792. doi:
10.1161/circulationaha.120.046542. [PMID: 33660517] - Sarah Ötzkan, Walter E Muller, W Gibson Wood, Gunter P Eckert. Effects of 7,8-Dihydroxyflavone on Lipid Isoprenoid and Rho Protein Levels in Brains of Aged C57BL/6 Mice.
Neuromolecular medicine.
2021 03; 23(1):130-139. doi:
10.1007/s12017-020-08640-0. [PMID: 33377988] - Joseph Longo, Petr Smirnov, Zhihua Li, Emily Branchard, Jenna E van Leeuwen, Jonathan D Licht, Benjamin Haibe-Kains, David W Andrews, Jonathan J Keats, Trevor J Pugh, Suzanne Trudel, Linda Z Penn. The mevalonate pathway is an actionable vulnerability of t(4;14)-positive multiple myeloma.
Leukemia.
2021 03; 35(3):796-808. doi:
10.1038/s41375-020-0962-2. [PMID: 32665698] - Marie Chantal Lemfack, Wolfgang Brandt, Katja Krüger, Alexandra Gurowietz, Jacky Djifack, Jan-Philip Jung, Marius Hopf, Heiko Noack, Björn Junker, Stephan von Reuß, Birgit Piechulla. Reaction mechanism of the farnesyl pyrophosphate C-methyltransferase towards the biosynthesis of pre-sodorifen pyrophosphate by Serratia plymuthica 4Rx13.
Scientific reports.
2021 02; 11(1):3182. doi:
10.1038/s41598-021-82521-9. [PMID: 33542330] - Chi Zhang, Dan-Dan Jin, Xi-Ying Wang, Lian Lou, Jian Yang. Key Enzymes for the Mevalonate Pathway in the Cardiovascular System.
Journal of cardiovascular pharmacology.
2021 02; 77(2):142-152. doi:
10.1097/fjc.0000000000000952. [PMID: 33538531] - Lisha Wei, Yan-Yan Zheng, Jie Sun, Pei Wang, Tao Tao, Yeqiong Li, Xin Chen, Yongjuan Sang, Danyang Chong, Wei Zhao, Yuwei Zhou, Ye Wang, Zhihui Jiang, Tiantian Qiu, Chao-Jun Li, Min-Sheng Zhu, Xuena Zhang. GGPP depletion initiates metaflammation through disequilibrating CYB5R3-dependent eicosanoid metabolism.
The Journal of biological chemistry.
2020 11; 295(47):15988-16001. doi:
10.1074/jbc.ra120.015020. [PMID: 32913122] - Garret P Miller, Wajid Waheed Bhat, Emily R Lanier, Sean R Johnson, Davis T Mathieu, Björn Hamberger. The biosynthesis of the anti-microbial diterpenoid leubethanol in Leucophyllum frutescens proceeds via an all-cis prenyl intermediate.
The Plant journal : for cell and molecular biology.
2020 11; 104(3):693-705. doi:
10.1111/tpj.14957. [PMID: 32777127] - Cheng-Yi Chiang, Chia-Cheng Chou, Hsin-Yang Chang, Min-Feng Hsu, Po-Jung Pao, Ming-Hui Chiang, Andrew H-J Wang. Biochemical and molecular dynamics studies of archaeal polyisoprenyl pyrophosphate phosphatase from Saccharolobus solfataricus.
Enzyme and microbial technology.
2020 Sep; 139(?):109585. doi:
10.1016/j.enzmictec.2020.109585. [PMID: 32732034] - Gal Hivert, Rachel Davidovich-Rikanati, Einat Bar, Yaron Sitrit, Arthur Schaffer, Natalia Dudareva, Efraim Lewinsohn. Prenyltransferases catalyzing geranyldiphosphate formation in tomato fruit.
Plant science : an international journal of experimental plant biology.
2020 Jul; 296(?):110504. doi:
10.1016/j.plantsci.2020.110504. [PMID: 32540020] - Oliver Gericke, Nikolaj Lervad Hansen, Gustav Blichfeldt Pedersen, Louise Kjaerulff, Dan Luo, Dan Staerk, Birger Lindberg Møller, Irini Pateraki, Allison Maree Heskes. Nerylneryl diphosphate is the precursor of serrulatane, viscidane and cembrane-type diterpenoids in Eremophila species.
BMC plant biology.
2020 Feb; 20(1):91. doi:
10.1186/s12870-020-2293-x. [PMID: 32111159] - Shou Tanaka, Noriko Ishihara, Sawako Suzuki, Yasuhiro Watanabe, Daiji Nagayama, Takashi Yamaguchi, Masahiro Ohira, Atsuhito Saiki, Tomoaki Tanaka, Ichiro Tatsuno. Fatty acid desaturase 2 is up-regulated by the treatment with statin through geranylgeranyl pyrophosphate-dependent Rho kinase pathway in HepG2 cells.
Scientific reports.
2019 07; 9(1):10009. doi:
10.1038/s41598-019-46461-9. [PMID: 31292513] - Sean R Johnson, Wajid Waheed Bhat, Radin Sadre, Garret P Miller, Alekzander Sky Garcia, Björn Hamberger. Promiscuous terpene synthases from Prunella vulgaris highlight the importance of substrate and compartment switching in terpene synthase evolution.
The New phytologist.
2019 07; 223(1):323-335. doi:
10.1111/nph.15778. [PMID: 30843212] - Maheshwor Timilshina, Zhiwei You, Sonja M Lacher, Suman Acharya, Liyuan Jiang, Youra Kang, Jung-Ae Kim, Hyeun Wook Chang, Keuk-Jun Kim, Byoungduck Park, Jae-Hyoung Song, Hyun-Jeong Ko, Yun-Yong Park, Min-Jung Ma, Mahesh Raj Nepal, Tae Cheon Jeong, Yeonseok Chung, Ari Waisman, Jae-Hoon Chang. Activation of Mevalonate Pathway via LKB1 Is Essential for Stability of Treg Cells.
Cell reports.
2019 06; 27(10):2948-2961.e7. doi:
10.1016/j.celrep.2019.05.020. [PMID: 31167140] - Maurizio Camagna, Alexander Grundmann, Cornelia Bär, Julian Koschmieder, Peter Beyer, Ralf Welsch. Enzyme Fusion Removes Competition for Geranylgeranyl Diphosphate in Carotenogenesis.
Plant physiology.
2019 03; 179(3):1013-1027. doi:
10.1104/pp.18.01026. [PMID: 30309967] - Wei-Cai Chen, Shan Lu. From golden rice to aSTARice, more than just two steps forward in a pathway.
Science China. Life sciences.
2019 Feb; 62(2):280-281. doi:
10.1007/s11427-018-9426-2. [PMID: 30506343] - Yashpal S Chhonker, Staci L Haney, Veenu Bala, Sarah A Holstein, Daryl J Murry. Simultaneous Quantitation of Isoprenoid Pyrophosphates in Plasma and Cancer Cells Using LC-MS/MS.
Molecules (Basel, Switzerland).
2018 Dec; 23(12):. doi:
10.3390/molecules23123275. [PMID: 30544938] - Zhiliang Xu, Fengsen Duan, Huiai Lu, Maytham Abdulkadhim Dragh, Yanzhi Xia, Huageng Liang, Ling Hong. UBIAD1 suppresses the proliferation of bladder carcinoma cells by regulating H-Ras intracellular trafficking via interaction with the C-terminal domain of H-Ras.
Cell death & disease.
2018 12; 9(12):1170. doi:
10.1038/s41419-018-1215-4. [PMID: 30518913] - Sholeem Griffin, Gareth D Healey, I Martin Sheldon. Isoprenoids increase bovine endometrial stromal cell tolerance to the cholesterol-dependent cytolysin from Trueperella pyogenes.
Biology of reproduction.
2018 10; 99(4):749-760. doi:
10.1093/biolre/ioy099. [PMID: 29688258] - Caixia Yan, Yirui Zhang, Xiaoxu Zhang, Jiye Aa, Guangji Wang, Yuan Xie. Curcumin regulates endogenous and exogenous metabolism via Nrf2-FXR-LXR pathway in NAFLD mice.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2018 Sep; 105(?):274-281. doi:
10.1016/j.biopha.2018.05.135. [PMID: 29860219] - Zhaojun Shen, Saisai Li, Bo Sheng, Qi Shen, Lu-Zhe Sun, Haiyan Zhu, Xueqiong Zhu. The role of atorvastatin in suppressing tumor growth of uterine fibroids.
Journal of translational medicine.
2018 03; 16(1):53. doi:
10.1186/s12967-018-1430-x. [PMID: 29523174] - Nobuhito Murai, Hideki Hiyama, Tetsuo Kiso, Toshihiro Sekizawa, Tomonari Watabiki, Hiromasa Oka, Toshiaki Aoki. Analgesic effects of novel lysophosphatidic acid receptor 5 antagonist AS2717638 in rodents.
Neuropharmacology.
2017 Nov; 126(?):97-107. doi:
10.1016/j.neuropharm.2017.08.032. [PMID: 28859883] - Sameh S M Soliman, Kareem A Mosa, Ali A El-Keblawy, Mohamed I Husseiny. Exogenous and endogenous increase in fungal GGPP increased fungal Taxol production.
Applied microbiology and biotechnology.
2017 Oct; 101(20):7523-7533. doi:
10.1007/s00253-017-8509-9. [PMID: 28918530] - Noriko Ishihara, Sawako Suzuki, Shou Tanaka, Yasuhiro Watanabe, Daiji Nagayama, Atsuhito Saiki, Tomoaki Tanaka, Ichiro Tatsuno. Atorvastatin increases Fads1, Fads2 and Elovl5 gene expression via the geranylgeranyl pyrophosphate-dependent Rho kinase pathway in 3T3-L1 cells.
Molecular medicine reports.
2017 Oct; 16(4):4756-4762. doi:
10.3892/mmr.2017.7141. [PMID: 28765914] - Jan Rinkel, Patrick Rabe, Xinlu Chen, Tobias G Köllner, Feng Chen, Jeroen S Dickschat. Mechanisms of the Diterpene Cyclases β-Pinacene Synthase from Dictyostelium discoideum and Hydropyrene Synthase from Streptomyces clavuligerus.
Chemistry (Weinheim an der Bergstrasse, Germany).
2017 Aug; 23(44):10501-10505. doi:
10.1002/chem.201702704. [PMID: 28696553] - Tariq A Akhtar, Przemysław Surowiecki, Hanna Siekierska, Magdalena Kania, Kristen Van Gelder, Kevin A Rea, Lilia K A Virta, Maritza Vatta, Katarzyna Gawarecka, Jacek Wojcik, Witold Danikiewicz, Daniel Buszewicz, Ewa Swiezewska, Liliana Surmacz. Polyprenols Are Synthesized by a Plastidial cis-Prenyltransferase and Influence Photosynthetic Performance.
The Plant cell.
2017 Jul; 29(7):1709-1725. doi:
10.1105/tpc.16.00796. [PMID: 28655749] - Hiroshi Sugimoto, Mie Iguchi, Fumihiro Jinno. Bioanalysis of farnesyl pyrophosphate in human plasma by high-performance liquid chromatography coupled to triple quadrupole tandem mass spectrometry and hybrid quadrupole Orbitrap high-resolution mass spectrometry.
Analytical and bioanalytical chemistry.
2017 May; 409(14):3551-3560. doi:
10.1007/s00216-017-0293-y. [PMID: 28343347] - Ramasamy P Kumar, Benjamin R Morehouse, Jason O Matos, Karan Malik, Hongkun Lin, Isaac J Krauss, Daniel D Oprian. Structural Characterization of Early Michaelis Complexes in the Reaction Catalyzed by (+)-Limonene Synthase from Citrus sinensis Using Fluorinated Substrate Analogues.
Biochemistry.
2017 03; 56(12):1716-1725. doi:
10.1021/acs.biochem.7b00144. [PMID: 28272876] - Vít Kosek, Milena Stránská, Marie Fenclová, Tomáš Ruml, Libor Vítek, Jana Hajšlová. High resolution mass spectrometry based method applicable for a wide range of 3-hydroxy-3-methyl-glutaryl-coenzyme A reductase inhibitors in blood serum including intermediates and products of the cholesterol biosynthetic pathway.
Journal of chromatography. A.
2017 Mar; 1489(?):86-94. doi:
10.1016/j.chroma.2017.01.084. [PMID: 28209347] - Sibongile Mafu, Prema Sambandaswami Karunanithi, Teresa Ann Palazzo, Bronwyn Lee Harrod, Selina Marakana Rodriguez, Iris Natalie Mollhoff, Terrence Edward O'Brien, Shen Tong, Oliver Fiehn, Dean J Tantillo, Jörg Bohlmann, Philipp Zerbe. Biosynthesis of the microtubule-destabilizing diterpene pseudolaric acid B from golden larch involves an unusual diterpene synthase.
Proceedings of the National Academy of Sciences of the United States of America.
2017 01; 114(5):974-979. doi:
10.1073/pnas.1612901114. [PMID: 28096378] - Yu-Sheng Yeh, Tsuyoshi Goto, Nobuyuki Takahashi, Kahori Egawa, Haruya Takahashi, Huei-Fen Jheng, Young-Il Kim, Teruo Kawada. Geranylgeranyl pyrophosphate performs as an endogenous regulator of adipocyte function via suppressing the LXR pathway.
Biochemical and biophysical research communications.
2016 09; 478(3):1317-22. doi:
10.1016/j.bbrc.2016.08.119. [PMID: 27569282] - Kayla J Temple, Elia N Wright, Carol A Fierke, Richard A Gibbs. Exploration of GGTase-I substrate requirements. Part 1: Synthesis and biochemical evaluation of novel aryl-modified geranylgeranyl diphosphate analogs.
Bioorganic & medicinal chemistry letters.
2016 08; 26(15):3499-502. doi:
10.1016/j.bmcl.2016.06.034. [PMID: 27342750] - Kayla J Temple, Elia N Wright, Carol A Fierke, Richard A Gibbs. Exploration of GGTase-I substrate requirements. Part 2: Synthesis and biochemical analysis of novel saturated geranylgeranyl diphosphate analogs.
Bioorganic & medicinal chemistry letters.
2016 08; 26(15):3503-7. doi:
10.1016/j.bmcl.2016.06.035. [PMID: 27342751] - Marc M Schumacher, Dong-Jae Jun, Youngah Jo, Joachim Seemann, Russell A DeBose-Boyd. Geranylgeranyl-regulated transport of the prenyltransferase UBIAD1 between membranes of the ER and Golgi.
Journal of lipid research.
2016 07; 57(7):1286-99. doi:
10.1194/jlr.m068759. [PMID: 27121042] - Mathias Woschek, Niels Kneip, Katrin Jurida, Ingo Marzi, Borna Relja. Simvastatin Reduces Cancerogenic Potential of Renal Cancer Cells via Geranylgeranyl Pyrophosphate and Mevalonate Pathway.
Nutrition and cancer.
2016; 68(3):420-7. doi:
10.1080/01635581.2016.1152383. [PMID: 27042994] - M Águila Ruiz-Sola, Diana Coman, Gilles Beck, M Victoria Barja, Maite Colinas, Alexander Graf, Ralf Welsch, Philipp Rütimann, Peter Bühlmann, Laurent Bigler, Wilhelm Gruissem, Manuel Rodríguez-Concepción, Eva Vranová. Arabidopsis GERANYLGERANYL DIPHOSPHATE SYNTHASE 11 is a hub isozyme required for the production of most photosynthesis-related isoprenoids.
The New phytologist.
2016 Jan; 209(1):252-64. doi:
10.1111/nph.13580. [PMID: 26224411] - Meng Zhang, Ping Su, Yong-Jin Zhou, Xiu-Juan Wang, Yu-Jun Zhao, Yu-Jia Liu, Yu-Ru Tong, Tian-Yuan Hu, Lu-Qi Huang, Wei Gao. Identification of geranylgeranyl diphosphate synthase genes from Tripterygium wilfordii.
Plant cell reports.
2015 Dec; 34(12):2179-88. doi:
10.1007/s00299-015-1860-3. [PMID: 26449416] - Yue-Hua Wu, Guo-Dong Chen, Rong-Rong He, Chuan-Xi Wang, Dan Hu, Gao-Qian Wang, Liang-Dong Guo, Xin-Sheng Yao, Hao Gao. Pericolactines A-C, a New Class of Diterpenoid Alkaloids with Unusual Tetracyclic Skeleton.
Scientific reports.
2015 Nov; 5(?):17082. doi:
10.1038/srep17082. [PMID: 26611465] - Koji Miyamoto, Yoko Nishizawa, Eiichi Minami, Hideaki Nojiri, Hisakazu Yamane, Kazunori Okada. Overexpression of the bZIP transcription factor OsbZIP79 suppresses the production of diterpenoid phytoalexin in rice cells.
Journal of plant physiology.
2015 Jan; 173(?):19-27. doi:
10.1016/j.jplph.2014.09.001. [PMID: 25462074] - Meiya Li, Fusheng Jiang, Xiangli Yu, Zhiqi Miao. Engineering isoprenoid biosynthesis in Artemisia annua L. for the production of taxadiene: a key intermediate of taxol.
BioMed research international.
2015; 2015(?):504932. doi:
10.1155/2015/504932. [PMID: 25705665] - Juan P Zúñiga-Hertz, Eduardo Rebelato, Adam Kassan, Abdelrahman M Khalifa, Sameh S Ali, Hemal H Patel, Fernando Abdulkader. Distinct pathways of cholesterol biosynthesis impact on insulin secretion.
The Journal of endocrinology.
2015 Jan; 224(1):75-84. doi:
10.1530/joe-14-0348. [PMID: 25453115] - Yuki Matsuba, Jiachen Zi, A Daniel Jones, Reuben J Peters, Eran Pichersky. Biosynthesis of the diterpenoid lycosantalonol via nerylneryl diphosphate in Solanum lycopersicum.
PloS one.
2015; 10(3):e0119302. doi:
10.1371/journal.pone.0119302. [PMID: 25786135] - Y Yamamura, Y Mizuguchi, F Taura, F Kurosaki. Transcriptional activation of a geranylgeranyl diphosphate synthase gene, GGPPS2, isolated from Scoparia dulcis by treatment with methyl jasmonate and yeast extract.
Journal of natural medicines.
2014 Oct; 68(4):748-53. doi:
10.1007/s11418-014-0855-7. [PMID: 25027024] - S Zafar, D E Coates, M P Cullinan, B K Drummond, T Milne, G J Seymour. Zoledronic acid and geranylgeraniol regulate cellular behaviour and angiogenic gene expression in human gingival fibroblasts.
Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology.
2014 Oct; 43(9):711-21. doi:
10.1111/jop.12181. [PMID: 24762323] - Hao Zhang, Zheng-Xi Li. A type-III insect geranylgeranyl diphosphate synthase with a novel catalytic property.
Protein and peptide letters.
2014 Jul; 21(7):615-23. doi:
10.2174/0929866521666140214123942. [PMID: 24527738] - Md Mohidul Hasan, Hyun-Soon Kim, Jae-Heung Jeon, Sung Hong Kim, BoKyung Moon, Jai-Young Song, Sang Hee Shim, Kwang-Hyun Baek. Metabolic engineering of Nicotiana benthamiana for the increased production of taxadiene.
Plant cell reports.
2014 Jun; 33(6):895-904. doi:
10.1007/s00299-014-1568-9. [PMID: 24463610] - W Gibson Wood, Ling Li, Walter E Müller, Gunter P Eckert. Cholesterol as a causative factor in Alzheimer's disease: a debatable hypothesis.
Journal of neurochemistry.
2014 May; 129(4):559-72. doi:
10.1111/jnc.12637. [PMID: 24329875] - Raimund Nagel, Aileen Berasategui, Christian Paetz, Jonathan Gershenzon, Axel Schmidt. Overexpression of an isoprenyl diphosphate synthase in spruce leads to unexpected terpene diversion products that function in plant defense.
Plant physiology.
2014 Feb; 164(2):555-69. doi:
10.1104/pp.113.228940. [PMID: 24346420] - Jiachen Zi, Sibongile Mafu, Reuben J Peters. To gibberellins and beyond! Surveying the evolution of (di)terpenoid metabolism.
Annual review of plant biology.
2014; 65(?):259-86. doi:
10.1146/annurev-arplant-050213-035705. [PMID: 24471837] - David M Hershey, Xuan Lu, Jiachen Zi, Reuben J Peters. Functional conservation of the capacity for ent-kaurene biosynthesis and an associated operon in certain rhizobia.
Journal of bacteriology.
2014 Jan; 196(1):100-6. doi:
10.1128/jb.01031-13. [PMID: 24142247] - Mustafa Köksal, Kevin Potter, Reuben J Peters, David W Christianson. 1.55Å-resolution structure of ent-copalyl diphosphate synthase and exploration of general acid function by site-directed mutagenesis.
Biochimica et biophysica acta.
2014 Jan; 1840(1):184-90. doi:
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European review for medical and pharmacological sciences.
2013 Nov; 17(21):2874-83. doi:
. [PMID: 24254555] - Nils Günnewich, Yasuhiro Higashi, Xiaohong Feng, Kum-Boo Choi, Jürgen Schmidt, Toni M Kutchan. A diterpene synthase from the clary sage Salvia sclarea catalyzes the cyclization of geranylgeranyl diphosphate to (8R)-hydroxy-copalyl diphosphate.
Phytochemistry.
2013 Jul; 91(?):93-9. doi:
10.1016/j.phytochem.2012.07.019. [PMID: 22959531] - Martha M Vaughan, Qiang Wang, Francis X Webster, Dave Kiemle, Young J Hong, Dean J Tantillo, Robert M Coates, Austin T Wray, Whitnee Askew, Christopher O'Donnell, James G Tokuhisa, Dorothea Tholl. Formation of the unusual semivolatile diterpene rhizathalene by the Arabidopsis class I terpene synthase TPS08 in the root stele is involved in defense against belowground herbivory.
The Plant cell.
2013 Mar; 25(3):1108-25. doi:
10.1105/tpc.112.100057. [PMID: 23512856] - F Xu, X H Huang, L L Li, G Deng, H Cheng, X F Rong, J B Li, S Y Cheng. Molecular cloning and characterization of GbDXS and GbGGPPS gene promoters from Ginkgo biloba.
Genetics and molecular research : GMR.
2013 Feb; 12(1):293-301. doi:
10.4238/2013.february.4.3. [PMID: 23408416] - Chunyu Zhang, Rebecca E Cahoon, Sarah C Hunter, Ming Chen, Jixiang Han, Edgar B Cahoon. Genetic and biochemical basis for alternative routes of tocotrienol biosynthesis for enhanced vitamin E antioxidant production.
The Plant journal : for cell and molecular biology.
2013 Feb; 73(4):628-39. doi:
10.1111/tpj.12067. [PMID: 23137278] - Zhubo Dai, Yi Liu, Luqi Huang, Xueli Zhang. Production of miltiradiene by metabolically engineered Saccharomyces cerevisiae.
Biotechnology and bioengineering.
2012 Nov; 109(11):2845-53. doi:
10.1002/bit.24547. [PMID: 22566191] - Ji-Shan Fan, Dan-Ning Liu, Gang Huang, Zhi-Zhen Xu, Yi Jia, Hai-Gang Zhang, Xiao-Hui Li, Feng-Tian He. Panax notoginseng saponins attenuate atherosclerosis via reciprocal regulation of lipid metabolism and inflammation by inducing liver X receptor alpha expression.
Journal of ethnopharmacology.
2012 Aug; 142(3):732-8. doi:
10.1016/j.jep.2012.05.053. [PMID: 22683903] - Gero P Hooff, W Gibson Wood, Ji-Hyun Kim, Urule Igbavboa, Wei-Yi Ong, Walter E Muller, Gunter P Eckert. Brain isoprenoids farnesyl pyrophosphate and geranylgeranyl pyrophosphate are increased in aged mice.
Molecular neurobiology.
2012 Aug; 46(1):179-85. doi:
10.1007/s12035-012-8285-6. [PMID: 22692983] - Jingjing Li, Jixin Jiang, Hao Yin, Lifeng Wang, Ruijuan Tian, Haijie Li, Zengyong Wang, Dong Li, Yuebing Wang, Yu Gui, Michael P Walsh, Xi-Long Zheng. Atorvastatin inhibits myocardin expression in vascular smooth muscle cells.
Hypertension (Dallas, Tex. : 1979).
2012 Jul; 60(1):145-53. doi:
10.1161/hypertensionaha.112.195644. [PMID: 22615115] - V S Soumyarani, N Jayakumari. Oxidatively modified high density lipoprotein promotes inflammatory response in human monocytes-macrophages by enhanced production of ROS, TNF-α, MMP-9, and MMP-2.
Molecular and cellular biochemistry.
2012 Jul; 366(1-2):277-85. doi:
10.1007/s11010-012-1306-y. [PMID: 22527933] - Jun-Ling Li, Qian-Qian Chen, Qiu-Ping Jin, Juan Gao, Pei-Ji Zhao, Shan Lu, Ying Zeng. IeCPS2 is potentially involved in the biosynthesis of pharmacologically active Isodon diterpenoids rather than gibberellin.
Phytochemistry.
2012 Apr; 76(?):32-9. doi:
10.1016/j.phytochem.2011.12.021. [PMID: 22284743] - Yoshinori Sugai, Yohei Ueno, Ken-ichiro Hayashi, Shingo Oogami, Tomonobu Toyomasu, Sadamu Matsumoto, Masahiro Natsume, Hiroshi Nozaki, Hiroshi Kawaide. Enzymatic (13)C labeling and multidimensional NMR analysis of miltiradiene synthesized by bifunctional diterpene cyclase in Selaginella moellendorffii.
The Journal of biological chemistry.
2011 Dec; 286(50):42840-7. doi:
10.1074/jbc.m111.302703. [PMID: 22027823] - Axel Schmidt, Raimund Nagel, Trygve Krekling, Erik Christiansen, Jonathan Gershenzon, Paal Krokene. Induction of isoprenyl diphosphate synthases, plant hormones and defense signalling genes correlates with traumatic resin duct formation in Norway spruce (Picea abies).
Plant molecular biology.
2011 Dec; 77(6):577-90. doi:
10.1007/s11103-011-9832-7. [PMID: 22002747] - Brian M Wasko, Jacqueline P Smits, Larry W Shull, David F Wiemer, Raymond J Hohl. A novel bisphosphonate inhibitor of squalene synthase combined with a statin or a nitrogenous bisphosphonate in vitro.
Journal of lipid research.
2011 Nov; 52(11):1957-64. doi:
10.1194/jlr.m016089. [PMID: 21903868] - Sarah A Holstein, Craig H Kuder, Huaxiang Tong, Raymond J Hohl. Pleiotropic effects of a schweinfurthin on isoprenoid homeostasis.
Lipids.
2011 Oct; 46(10):907-21. doi:
10.1007/s11745-011-3572-y. [PMID: 21633866] - Megan M Weivoda, Raymond J Hohl. The effects of direct inhibition of geranylgeranyl pyrophosphate synthase on osteoblast differentiation.
Journal of cellular biochemistry.
2011 Jun; 112(6):1506-13. doi:
10.1002/jcb.23087. [PMID: 21503955] - Yoshinori Sugai, Sho Miyazaki, Shinichiro Mukai, Isamu Yumoto, Masahiro Natsume, Hiroshi Kawaide. Enzymatic total synthesis of gibberellin A₄ from acetate.
Bioscience, biotechnology, and biochemistry.
2011; 75(1):128-35. doi:
10.1271/bbb.100733. [PMID: 21228464] - Li-Ching Cheng, Kuo-Hui Su, Yu Ru Kou, Song-Kun Shyue, Li-Chieh Ching, Yuan-Bin Yu, Yuh-Lin Wu, Ching-Chian Pan, Tzong-Shyuan Lee. α-Lipoic acid ameliorates foam cell formation via liver X receptor α-dependent upregulation of ATP-binding cassette transporters A1 and G1.
Free radical biology & medicine.
2011 Jan; 50(1):47-54. doi:
10.1016/j.freeradbiomed.2010.10.706. [PMID: 21034810] - Hidemasa Sakai, Toshio Heike. [Hyperimmunoglobulinemia D and periodic fever syndrome].
Nihon Rinsho Men'eki Gakkai kaishi = Japanese journal of clinical immunology.
2011; 34(5):382-7. doi:
10.2177/jsci.34.382. [PMID: 22041426] - Gero P Hooff, Nina Patel, W Gibson Wood, Walter E Müller, Gunter P Eckert, Dietrich A Volmer. A rapid and sensitive assay for determining human brain levels of farnesyl-(FPP) and geranylgeranylpyrophosphate (GGPP) and transferase activities using UHPLC-MS/MS.
Analytical and bioanalytical chemistry.
2010 Oct; 398(4):1801-8. doi:
10.1007/s00216-010-4088-7. [PMID: 20730526] - Yoko Kojima, Tatsuro Ishida, Li Sun, Tomoyuki Yasuda, Ryuji Toh, Yoshiyuki Rikitake, Akira Fukuda, Noriaki Kume, Hiroyuki Koshiyama, Ataru Taniguchi, Ken-ichi Hirata. Pitavastatin decreases the expression of endothelial lipase both in vitro and in vivo.
Cardiovascular research.
2010 Jul; 87(2):385-93. doi:
10.1093/cvr/cvp419. [PMID: 20045866] - Francis M Mann, Sladjana Prisic, Emily K Davenport, Mara K Determan, Robert M Coates, Reuben J Peters. A single residue switch for Mg(2+)-dependent inhibition characterizes plant class II diterpene cyclases from primary and secondary metabolism.
The Journal of biological chemistry.
2010 Jul; 285(27):20558-63. doi:
10.1074/jbc.m110.123307. [PMID: 20430888] - Janice M W Taylor, Faye Borthwick, Chris Bartholomew, Annette Graham. Overexpression of steroidogenic acute regulatory protein increases macrophage cholesterol efflux to apolipoprotein AI.
Cardiovascular research.
2010 Jun; 86(3):526-34. doi:
10.1093/cvr/cvq015. [PMID: 20083572] - Sumitra Miriyala, Thangaiah Subramanian, Manikandan Panchatcharam, Hongmei Ren, Mark I McDermott, Manjula Sunkara, Tracy Drennan, Susan S Smyth, H Peter Spielmann, Andrew J Morris. Functional characterization of the atypical integral membrane lipid phosphatase PDP1/PPAPDC2 identifies a pathway for interconversion of isoprenols and isoprenoid phosphates in mammalian cells.
The Journal of biological chemistry.
2010 Apr; 285(18):13918-29. doi:
10.1074/jbc.m109.083931. [PMID: 20110354] - Axel Schmidt, Betty Wächtler, Ulrike Temp, Trygve Krekling, Armand Séguin, Jonathan Gershenzon. A bifunctional geranyl and geranylgeranyl diphosphate synthase is involved in terpene oleoresin formation in Picea abies.
Plant physiology.
2010 Feb; 152(2):639-55. doi:
10.1104/pp.109.144691. [PMID: 19939949] - Nicolas Acquavella, Maria F Quiroga, Olga Wittig, Jose E Cardier. Effect of simvastatin on endothelial cell apoptosis mediated by Fas and TNF-alpha.
Cytokine.
2010 Jan; 49(1):45-50. doi:
10.1016/j.cyto.2009.09.011. [PMID: 19932975] - Nemesio Villa-Ruano, Martha Guadalupe Betancourt-Jiménez, Edmundo Lozoya-Gloria. Biosynthesis of uterotonic diterpenes from Montanoa tomentosa (zoapatle).
Journal of plant physiology.
2009 Dec; 166(18):1961-7. doi:
10.1016/j.jplph.2009.06.004. [PMID: 19581023] - Masanori Fujimoto, Tatsuya Oka, Takahisa Murata, Masatoshi Hori, Hiroshi Ozaki. Fluvastatin inhibits mast cell degranulation without changing the cytoplasmic Ca2+ level.
European journal of pharmacology.
2009 Jan; 602(2-3):432-8. doi:
10.1016/j.ejphar.2008.11.040. [PMID: 19059394] - Esther Gerber, Andréa Hemmerlin, Michael Hartmann, Dimitri Heintz, Marie-Andrée Hartmann, Jérôme Mutterer, Manuel Rodríguez-Concepción, Albert Boronat, Alain Van Dorsselaer, Michel Rohmer, Dring N Crowell, Thomas J Bach. The plastidial 2-C-methyl-D-erythritol 4-phosphate pathway provides the isoprenyl moiety for protein geranylgeranylation in tobacco BY-2 cells.
The Plant cell.
2009 Jan; 21(1):285-300. doi:
10.1105/tpc.108.063248. [PMID: 19136647] - Dominik Fuchs, Carsten Berges, Gerhard Opelz, Volker Daniel, Cord Naujokat. HMG-CoA reductase inhibitor simvastatin overcomes bortezomib-induced apoptosis resistance by disrupting a geranylgeranyl pyrophosphate-dependent survival pathway.
Biochemical and biophysical research communications.
2008 Sep; 374(2):309-14. doi:
10.1016/j.bbrc.2008.07.012. [PMID: 18625202] - Huaxiang Tong, Andrew J Wiemer, Jeffrey D Neighbors, Raymond J Hohl. Quantitative determination of farnesyl and geranylgeranyl diphosphate levels in mammalian tissue.
Analytical biochemistry.
2008 Jul; 378(2):138-43. doi:
10.1016/j.ab.2008.04.021. [PMID: 18457649] - Akira Takaguri, Kumi Satoh, Mai Itagaki, Yukiko Tokumitsu, Kazuo Ichihara. Effects of atorvastatin and pravastatin on signal transduction related to glucose uptake in 3T3L1 adipocytes.
Journal of pharmacological sciences.
2008 May; 107(1):80-9. doi:
10.1254/jphs.fp0072403. [PMID: 18469500] - Tomonobu Toyomasu, Rie Niida, Hiromichi Kenmoku, Yuri Kanno, Shigeyoshi Miura, Chiaki Nakano, Yoshihito Shiono, Wataru Mitsuhashi, Hiroaki Toshima, Hideaki Oikawa, Tsutomu Hoshino, Tohru Dairi, Nobuo Kato, Takeshi Sassa. Identification of diterpene biosynthetic gene clusters and functional analysis of labdane-related diterpene cyclases in Phomopsis amygdali.
Bioscience, biotechnology, and biochemistry.
2008 Apr; 72(4):1038-47. doi:
10.1271/bbb.70790. [PMID: 18391465] - Ravinder S Chana, James E Sidaway, Nigel J Brunskill. Statins but not thiazolidinediones attenuate albumin-mediated chemokine production by proximal tubular cells independently of endocytosis.
American journal of nephrology.
2008; 28(5):823-30. doi:
10.1159/000137682. [PMID: 18535368] - Yao-Jen Liang, Kou-Gi Shyu, Bao-Wie Wang, Ling-Ping Lai. Simvastatin inhibits C-reactive protein-induced pro-inflammatory changes in endothelial cells by decreasing mevalonate pathway products.
Cardiology.
2008; 110(3):182-90. doi:
10.1159/000111928. [PMID: 18057884] - Wen-Lan Hu, Shu-Bin Qiao, Shu-Bing Qian, Jian-Jun Li. Decreased C-reactive protein-induced resistin production in human monocytes by simvastatin.
Cytokine.
2007 Dec; 40(3):201-6. doi:
10.1016/j.cyto.2007.09.011. [PMID: 18023360] - Axel Schmidt, Jonathan Gershenzon. Cloning and characterization of isoprenyl diphosphate synthases with farnesyl diphosphate and geranylgeranyl diphosphate synthase activity from Norway spruce (Picea abies) and their relation to induced oleoresin formation.
Phytochemistry.
2007 Nov; 68(21):2649-59. doi:
10.1016/j.phytochem.2007.05.037. [PMID: 17624381] - Geraldine A Finlay, Amy J Malhowski, Yingling Liu, Barry L Fanburg, David J Kwiatkowski, Deniz Toksoz. Selective inhibition of growth of tuberous sclerosis complex 2 null cells by atorvastatin is associated with impaired Rheb and Rho GTPase function and reduced mTOR/S6 kinase activity.
Cancer research.
2007 Oct; 67(20):9878-86. doi:
10.1158/0008-5472.can-07-1394. [PMID: 17942919] - Christopher M Carlin, Andrew J Peacock, David J Welsh. Fluvastatin inhibits hypoxic proliferation and p38 MAPK activity in pulmonary artery fibroblasts.
American journal of respiratory cell and molecular biology.
2007 Oct; 37(4):447-56. doi:
10.1165/rcmb.2007-0012oc. [PMID: 17556673] - Min Li, Yinglin Liu, Parmesh Dutt, Barry L Fanburg, Deniz Toksoz. Inhibition of serotonin-induced mitogenesis, migration, and ERK MAPK nuclear translocation in vascular smooth muscle cells by atorvastatin.
American journal of physiology. Lung cellular and molecular physiology.
2007 Aug; 293(2):L463-71. doi:
10.1152/ajplung.00133.2007. [PMID: 17545489] - Aliaksandr Bulhak, Joy Roy, Ulf Hedin, Per-Ove Sjöquist, John Pernow. Cardioprotective effect of rosuvastatin in vivo is dependent on inhibition of geranylgeranyl pyrophosphate and altered RhoA membrane translocation.
American journal of physiology. Heart and circulatory physiology.
2007 Jun; 292(6):H3158-63. doi:
10.1152/ajpheart.01354.2006. [PMID: 17322412] - Nobuya Haramaki, Hisao Ikeda, Katsuhiko Takenaka, Atsushi Katoh, Ryo Sugano, Sho-ichi Yamagishi, Hidehiro Matsuoka, Tsutomu Imaizumi. Fluvastatin alters platelet aggregability in patients with hypercholesterolemia: possible improvement of intraplatelet redox imbalance via HMG-CoA reductase.
Arteriosclerosis, thrombosis, and vascular biology.
2007 Jun; 27(6):1471-7. doi:
10.1161/atvbaha.106.128793. [PMID: 17379842] - Sladjana Prisic, Reuben J Peters. Synergistic substrate inhibition of ent-copalyl diphosphate synthase: a potential feed-forward inhibition mechanism limiting gibberellin metabolism.
Plant physiology.
2007 May; 144(1):445-54. doi:
10.1104/pp.106.095208. [PMID: 17384166] - Mayte Pozo, Rosario de Nicolás, Jesús Egido, Jesús González-Cabrero. Simvastatin inhibits the migration and adhesion of monocytic cells and disorganizes the cytoskeleton of activated endothelial cells.
European journal of pharmacology.
2006 Oct; 548(1-3):53-63. doi:
10.1016/j.ejphar.2006.08.003. [PMID: 16973154]