Pipecolic acid (BioDeep_00000229634)
Main id: BioDeep_00000001407
human metabolite PANOMIX_OTCML-2023
代谢物信息卡片
L(-)-Pipecolinic acid
化学式: C6H11NO2 (129.0789746)
中文名称: DL-哌啶甲酸, L-高脯氨酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1CCNC(C1)C(=O)O
InChI: InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/t5-/m0/s1
描述信息
L-Pipecolic acid (H-HoPro-OH) is a breakdown product of lysine, accumulates in body fluids of infants with generalized genetic peroxisomal disorders, such as Zellweger syndrome, neonatal adrenoleukodystrophy.
L-Pipecolic acid (H-HoPro-OH) is a breakdown product of lysine, accumulates in body fluids of infants with generalized genetic peroxisomal disorders, such as Zellweger syndrome, neonatal adrenoleukodystrophy.
同义名列表
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:30913
- KEGG: C00408
- PubChem: 439227
- HMDB: HMDB00070
- ChEMBL: CHEMBL322883
- CAS: 4043-87-2
- CAS: 3105-95-1
- MoNA: MT000096
- ChEBI: CHEBI:30633
- PubChem: 3698
- KNApSAcK: C00000210
- PDB-CCD: YCP
- 3DMET: B01237
- NIKKAJI: J215.717I
- RefMet: Pipecolic acid
- medchemexpress: HY-W012734
分类词条
相关代谢途径
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)
2 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
- Liying Luo, Yuying Cai, Yanyun Jiang, Yingying Gong, Chunyang Cai, Dongwei Lai, Xiao Jin, Zhiqiang Guan, Qinghua Qiu. Pipecolic acid mitigates ferroptosis in diabetic retinopathy by regulating GPX4-YAP signaling.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2023 Dec; 169(?):115895. doi:
10.1016/j.biopha.2023.115895. [PMID: 37984309] - Alessandro Brambilla, Miriam Lenk, Andrea Ghirardo, Laura Eccleston, Claudia Knappe, Baris Weber, Birgit Lange, Jafargholi Imani, Anton R Schäffner, Jörg-Peter Schnitzler, A Corina Vlot. Pipecolic acid synthesis is required for systemic acquired resistance and plant-to-plant-induced immunity in barley.
Journal of experimental botany.
2023 Mar; ?(?):. doi:
10.1093/jxb/erad095. [PMID: 36905226] - Lennart Mohnike, Weijie Huang, Brigitte Worbs, Kirstin Feussner, Yuelin Zhang, Ivo Feussner. N-Hydroxy pipecolic acid methyl ester is involved in Arabidopsis immunity.
Journal of experimental botany.
2023 01; 74(1):458-471. doi:
10.1093/jxb/erac422. [PMID: 36260503] - Feifei Luo, Guirong Tang, Song Hong, Tianyu Gong, Xiu-Fang Xin, Chengshu Wang. Promotion of Arabidopsis immune responses by a rhizosphere fungus via supply of pipecolic acid to plants and selective augment of phytoalexins.
Science China. Life sciences.
2022 Nov; ?(?):. doi:
10.1007/s11427-022-2238-8. [PMID: 36449213] - Lei Liu, Jia Wu, Minxin Shi, Fengying Wang, Haimin Lu, Jibing Liu, Weiqin Chen, Guanzhen Yu, Dan Liu, Jing Yang, Qin Luo, Yan Ni, Xing Jin, Xiaoxia Jin, Wen-Lian Chen. New Metabolic Alterations and A Predictive Marker Pipecolic Acid in Sera for Esophageal Squamous Cell Carcinoma.
Genomics, proteomics & bioinformatics.
2022 Aug; 20(4):670-687. doi:
10.1016/j.gpb.2021.08.016. [PMID: 35351627] - Tarun Keswani, Aisha Obeidallah, Edward Nieves, Simone Sidoli, Melissa Fazzari, Terrie Taylor, Karl Seydel, Johanna P Daily. Pipecolic Acid, a Putative Mediator of the Encephalopathy of Cerebral Malaria and the Experimental Model of Cerebral Malaria.
The Journal of infectious diseases.
2022 02; 225(4):705-714. doi:
10.1093/infdis/jiab615. [PMID: 34932816] - Tamara Treleaven, Madeleine L M Hardy, Michelle Guttman-Jones, Michael B Morris, Margot L Day. In Vitro Fertilisation of Mouse Oocytes in L-Proline and L-Pipecolic Acid Improves Subsequent Development.
Cells.
2021 05; 10(6):. doi:
10.3390/cells10061352. [PMID: 34072568] - Eric C Holmes, Yun-Chu Chen, Mary Beth Mudgett, Elizabeth S Sattely. Arabidopsis UGT76B1 glycosylates N-hydroxy-pipecolic acid and inactivates systemic acquired resistance in tomato.
The Plant cell.
2021 05; 33(3):750-765. doi:
10.1093/plcell/koaa052. [PMID: 33955491] - Lennart Mohnike, Dmitrij Rekhter, Weijie Huang, Kirstin Feussner, Hainan Tian, Cornelia Herrfurth, Yuelin Zhang, Ivo Feussner. The glycosyltransferase UGT76B1 modulates N-hydroxy-pipecolic acid homeostasis and plant immunity.
The Plant cell.
2021 05; 33(3):735-749. doi:
10.1093/plcell/koaa045. [PMID: 33955489] - Hanna Hõrak. How to achieve immune balance and harmony: glycosyltransferase UGT76B1 inactivates N-hydroxy-pipecolic acid to suppress defense responses.
The Plant cell.
2021 05; 33(3):453-454. doi:
10.1093/plcell/koaa053. [PMID: 35234939] - S Pazarlar, U Sanver, N Cetinkaya. Exogenous pipecolic acid modulates plant defence responses against Podosphaera xanthii and Pseudomonas syringae pv. lachrymans in cucumber (Cucumis sativus L.).
Plant biology (Stuttgart, Germany).
2021 May; 23(3):473-484. doi:
10.1111/plb.13243. [PMID: 33547740] - Marta Pastorczyk-Szlenkier, Paweł Bednarek. UGT76B1 controls the growth-immunity trade-off during systemic acquired resistance.
Molecular plant.
2021 04; 14(4):544-546. doi:
10.1016/j.molp.2021.03.012. [PMID: 33753308] - A Corina Vlot. A quest for long-distance signals: the epidermis as central regulator of pipecolic acid-associated systemic acquired resistance.
Journal of experimental botany.
2021 03; 72(7):2266-2268. doi:
10.1093/jxb/eraa606. [PMID: 33779751] - Jianghua Cai, Adam Jozwiak, Lara Holoidovsky, Michael M Meijler, Sagit Meir, Ilana Rogachev, Asaph Aharoni. Glycosylation of N-hydroxy-pipecolic acid equilibrates between systemic acquired resistance response and plant growth.
Molecular plant.
2021 03; 14(3):440-455. doi:
10.1016/j.molp.2020.12.018. [PMID: 33387676] - Sandeep Sharma, Babita Choudhary, Sonam Yadav, Avinash Mishra, Vinod K Mishra, Ramesh Chand, Chen Chen, Shree P Pandey. Metabolite profiling identified pipecolic acid as an important component of peanut seed resistance against Aspergillus flavus infection.
Journal of hazardous materials.
2021 02; 404(Pt A):124155. doi:
10.1016/j.jhazmat.2020.124155. [PMID: 33049626] - Tomiko Kuhara, Tomoyuki Akiyama, Morimasa Ohse, Takayoshi Koike, Jun Shibasaki, Katsumi Imai, ArthurJ L Cooper. Identification of new biomarkers of pyridoxine-dependent epilepsy by GC/MS-based urine metabolomics.
Analytical biochemistry.
2020 09; 604(?):113739. doi:
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Journal of inherited metabolic disease.
2020 09; 43(5):1102-1111. doi:
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Molecular nutrition & food research.
2020 07; 64(13):e1901137. doi:
10.1002/mnfr.201901137. [PMID: 32420683] - Dan Li, Ruiying Liu, Deepjyoti Singh, Xinyu Yuan, Pradeep Kachroo, Ramesh Raina. JMJ14 encoded H3K4 demethylase modulates immune responses by regulating defence gene expression and pipecolic acid levels.
The New phytologist.
2020 03; 225(5):2108-2121. doi:
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Scientific reports.
2020 02; 10(1):2212. doi:
10.1038/s41598-020-59062-8. [PMID: 32042018] - Yongsig Kim, Sarah J Gilmour, Lumen Chao, Sunchung Park, Michael F Thomashow. Arabidopsis CAMTA Transcription Factors Regulate Pipecolic Acid Biosynthesis and Priming of Immunity Genes.
Molecular plant.
2020 01; 13(1):157-168. doi:
10.1016/j.molp.2019.11.001. [PMID: 31733370] - Tiziana Guerra, Silke Schilling, Katharina Hake, Karin Gorzolka, Fabian-Philipp Sylvester, Benjamin Conrads, Bernhard Westermann, Tina Romeis. Calcium-dependent protein kinase 5 links calcium signaling with N-hydroxy-l-pipecolic acid- and SARD1-dependent immune memory in systemic acquired resistance.
The New phytologist.
2020 01; 225(1):310-325. doi:
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PloS one.
2020; 15(4):e0220097. doi:
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Cardiovascular diabetology.
2019 11; 18(1):151. doi:
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The American journal of clinical nutrition.
2019 11; 110(5):1108-1118. doi:
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Nature communications.
2019 08; 10(1):3813. doi:
10.1038/s41467-019-11798-2. [PMID: 31444353] - Jiao Xue, Junjuan Wang, Pan Gong, Minhang Wu, Wenshuang Yang, Shiju Jiang, Ye Wu, Yuwu Jiang, Yuehua Zhang, Tatiana Yuzyuk, Hong Li, Zhixian Yang. Simultaneous quantification of alpha-aminoadipic semialdehyde, piperideine-6-carboxylate, pipecolic acid and alpha-aminoadipic acid in pyridoxine-dependent epilepsy.
Scientific reports.
2019 08; 9(1):11371. doi:
10.1038/s41598-019-47882-2. [PMID: 31388081] - Christian Dutton, Hanna Hõrak, Christopher Hepworth, Alice Mitchell, Jurriaan Ton, Lee Hunt, Julie E Gray. Bacterial infection systemically suppresses stomatal density.
Plant, cell & environment.
2019 08; 42(8):2411-2421. doi:
10.1111/pce.13570. [PMID: 31042812] - Min-Zhi Peng, Yan-Na Cai, Yong-Xian Shao, Lu Zhao, Min-Yan Jiang, Yun-Ting Lin, Xi Yin, Hui-Ying Sheng, Li Liu. Simultaneous quantification of 48 plasma amino acids by liquid chromatography-tandem mass spectrometry to investigate urea cycle disorders.
Clinica chimica acta; international journal of clinical chemistry.
2019 Aug; 495(?):406-416. doi:
10.1016/j.cca.2019.05.011. [PMID: 31095934] - Shu Wang, Kelei Han, Jiejun Peng, Jinping Zhao, Liangliang Jiang, Yuwen Lu, Hongying Zheng, Lin Lin, Jianping Chen, Fei Yan. NbALD1 mediates resistance to turnip mosaic virus by regulating the accumulation of salicylic acid and the ethylene pathway in Nicotiana benthamiana.
Molecular plant pathology.
2019 07; 20(7):990-1004. doi:
10.1111/mpp.12808. [PMID: 31012537] - Christina Krönauer, Joachim Kilian, Tina Strauß, Mark Stahl, Thomas Lahaye. Cell Death Triggered by the YUCCA-like Bs3 Protein Coincides with Accumulation of Salicylic Acid and Pipecolic Acid But Not of Indole-3-Acetic Acid.
Plant physiology.
2019 07; 180(3):1647-1659. doi:
10.1104/pp.18.01576. [PMID: 31068387] - Olli Kärkkäinen, Maria A Lankinen, Marilena Vitale, Jenna Jokkala, Jukka Leppänen, Ville Koistinen, Marko Lehtonen, Rosalba Giacco, Natalia Rosa-Sibakov, Valérie Micard, Angela A A Rivellese, Ursula Schwab, Hannu Mykkänen, Matti Uusitupa, Marjukka Kolehmainen, Gabriele Riccardi, Kaisa Poutanen, Seppo Auriola, Kati Hanhineva. Diets rich in whole grains increase betainized compounds associated with glucose metabolism.
The American journal of clinical nutrition.
2018 11; 108(5):971-979. doi:
10.1093/ajcn/nqy169. [PMID: 30256894] - Yiming Wang, Stefan Schuck, Jingni Wu, Ping Yang, Anne-Christin Döring, Jürgen Zeier, Kenichi Tsuda. A MPK3/6-WRKY33-ALD1-Pipecolic Acid Regulatory Loop Contributes to Systemic Acquired Resistance.
The Plant cell.
2018 10; 30(10):2480-2494. doi:
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Genetics in medicine : official journal of the American College of Medical Genetics.
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10.1038/gim.2017.251. [PMID: 29517768] - Nóra Gampe, András Darcsi, László Kursinszki, Szabolcs Béni. Separation and characterization of homopipecolic acid isoflavonoid ester derivatives isolated from Ononis spinosa L. root.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2018 Aug; 1091(?):21-28. doi:
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Plant & cell physiology.
2018 Aug; 59(8):1592-1607. doi:
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Journal of agricultural and food chemistry.
2018 Jun; 66(23):5907-5912. doi:
10.1021/acs.jafc.8b01084. [PMID: 29783845] - Tongjun Sun, Lucas Busta, Qian Zhang, Pingtao Ding, Reinhard Jetter, Yuelin Zhang. TGACG-BINDING FACTOR 1 (TGA1) and TGA4 regulate salicylic acid and pipecolic acid biosynthesis by modulating the expression of SYSTEMIC ACQUIRED RESISTANCE DEFICIENT 1 (SARD1) and CALMODULIN-BINDING PROTEIN 60g (CBP60g).
The New phytologist.
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Scientific reports.
2017 08; 7(1):10157. doi:
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Food chemistry.
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BMC plant biology.
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Pediatrics.
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Seminars in immunology.
2016 08; 28(4):319-27. doi:
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Molecular genetics and metabolism.
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Neuropediatrics.
2016 Jun; 47(3):179-81. doi:
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Farmacia hospitalaria : organo oficial de expresion cientifica de la Sociedad Espanola de Farmacia Hospitalaria.
2016 Mar; 40(2):131-3. doi:
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Plant science : an international journal of experimental plant biology.
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The Plant cell.
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Molecular nutrition & food research.
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Molecular plant-microbe interactions : MPMI.
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Clinica chimica acta; international journal of clinical chemistry.
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The Plant journal : for cell and molecular biology.
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Journal of inherited metabolic disease.
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Metabolic brain disease.
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Plant signaling & behavior.
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Chirality.
2013 Dec; 25(12):823-31. doi:
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Plant signaling & behavior.
2013 Nov; 8(11):e26366. doi:
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Molecular genetics and metabolism.
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The Plant cell.
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Molecular genetics and metabolism.
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The Journal of biological chemistry.
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Biochimica et biophysica acta.
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Plant physiology and biochemistry : PPB.
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Neuropediatrics.
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Journal of inherited metabolic disease.
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Preparative biochemistry & biotechnology.
2004 May; 34(2):135-43. doi:
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Annals of nutrition & metabolism.
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Journal of inherited metabolic disease.
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Journal of inherited metabolic disease.
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Clinical chemistry.
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Annals of neurology.
2000 Jul; 48(1):121-5. doi:
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Pediatric neurology.
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Clinica chimica acta; international journal of clinical chemistry.
1999 Sep; 287(1-2):145-56. doi:
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The Journal of neuroscience : the official journal of the Society for Neuroscience.
1999 Aug; 19(15):6290-7. doi:
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Neurology.
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The Journal of biological chemistry.
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Journal of inherited metabolic disease.
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Journal of pharmaceutical and biomedical analysis.
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