hydroxypipecolic acid (BioDeep_00000396948)
PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C6H11NO3 (145.0739)
中文名称:
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 86.17%
分子结构信息
SMILES: C1CCN(C(C1)C(=O)O)O
InChI: InChI=1S/C6H11NO3/c8-6(9)5-3-1-2-4-7(5)10/h5,10H,1-4H2,(H,8,9)
描述信息
N-hydroxypipecolic acid is an N-hydroxy-alpha-amino-acid resulting from the formal N-hydroxylation of the amino group of piperidine-carboxylic acid (pipecolic acid). It is a N-hydroxy-alpha-amino-acid and a piperidinemonocarboxylic acid. It is functionally related to a pipecolic acid.
N-Hydroxypipecolic acid (1-Hydroxy-2-piperidinecarboxylic acid), a plant metabolite and a systemic acquired resistance (SAR) regulator, orchestrates SAR establishment in concert with the immune signal salicylic acid. N-Hydroxypipecolic acid accumulates systemically in the plant foliage in response to pathogen attack. N-Hydroxypipecolic acid induces SAR to bacterial and oomycete infection[1][2][3].
同义名列表
数据库引用编号
6 个数据库交叉引用编号
- ChEBI: CHEBI:141463
- PubChem: 269025
- MeSH: N-hydroxypipecolic acid
- CAS: 115819-92-6
- CAS: 35285-20-2
- medchemexpress: HY-N7378
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。
| 亚细胞结构定位 | 关联基因列表 |
|---|
文献列表
- Jiameng Lan, Siyu Chen, Joana Pico, Kevin Ao, Shitou Xia, Shucai Wang, Xin Li, Simone D Castellarin, Yuelin Zhang. Epigenetic regulation of N-hydroxypipecolic acid biosynthesis by the AIPP3-PHD2-CPL2 complex.
Journal of integrative plant biology.
2023 Dec; 65(12):2660-2671. doi:
10.1111/jipb.13577. [PMID: 37867412] - Qi Li, Mingxi Zhou, Shweta Chhajed, Fahong Yu, Sixue Chen, Yanping Zhang, Zhonglin Mou. N-hydroxypipecolic acid triggers systemic acquired resistance through extracellular NAD(P).
Nature communications.
2023 Oct; 14(1):6848. doi:
10.1038/s41467-023-42629-0. [PMID: 37891163] - Ipek Yildiz, Marlene Gross, Denise Moser, Patrick Petzsch, Karl Köhrer, Jürgen Zeier. N-hydroxypipecolic acid induces systemic acquired resistance and transcriptional reprogramming via TGA transcription factors.
Plant, cell & environment.
2023 06; 46(6):1900-1920. doi:
10.1111/pce.14572. [PMID: 36790086] - Anamika A Rawat, Michael Hartmann, Anne Harzen, Raphael Lugan, Sara Christina Stolze, Celine Forzani, Laura Abts, Sophie Reißenweber, Naganand Rayapuram, Hirofumi Nakagami, Jürgen Zeier, Heribert Hirt. OXIDATIVE SIGNAL-INDUCIBLE1 induces immunity by coordinating N-hydroxypipecolic acid, salicylic acid, and camalexin synthesis.
The New phytologist.
2023 02; 237(4):1285-1301. doi:
10.1111/nph.18592. [PMID: 36319610] - Aswin Nair, Isha Goyal, Edgar Voß, Pascal Mrozek, Sabin Prajapati, Corinna Thurow, Lutz Tietze, Kai Tittmann, Christiane Gatz. N-hydroxypipecolic acid-induced transcription requires the salicylic acid signaling pathway at basal SA levels.
Plant physiology.
2021 12; 187(4):2803-2819. doi:
10.1093/plphys/kiab433. [PMID: 34890459] - Sibylle Bauer, Dereje W Mekonnen, Michael Hartmann, Ipek Yildiz, Robert Janowski, Birgit Lange, Birgit Geist, Jürgen Zeier, Anton R Schäffner. UGT76B1, a promiscuous hub of small molecule-based immune signaling, glucosylates N-hydroxypipecolic acid, and balances plant immunity.
The Plant cell.
2021 05; 33(3):714-734. doi:
10.1093/plcell/koaa044. [PMID: 33955482] - Tiziana Guerra, Tina Romeis. N-hydroxypipecolic acid: a general and conserved activator of systemic plant immunity.
Journal of experimental botany.
2020 10; 71(20):6193-6196. doi:
10.1093/jxb/eraa345. [PMID: 33104213] - Anika Schnake, Michael Hartmann, Stefan Schreiber, Jana Malik, Lisa Brahmann, Ipek Yildiz, Janina von Dahlen, Laura E Rose, Ulrich Schaffrath, Jürgen Zeier. Inducible biosynthesis and immune function of the systemic acquired resistance inducer N-hydroxypipecolic acid in monocotyledonous and dicotyledonous plants.
Journal of experimental botany.
2020 10; 71(20):6444-6459. doi:
10.1093/jxb/eraa317. [PMID: 32725118] - Tongjun Sun, Jianhua Huang, Yan Xu, Vani Verma, Beibei Jing, Yulin Sun, Alberto Ruiz Orduna, Hainan Tian, Xingchuan Huang, Shitou Xia, Laurel Schafer, Reinhard Jetter, Yuelin Zhang, Xin Li. Redundant CAMTA Transcription Factors Negatively Regulate the Biosynthesis of Salicylic Acid and N-Hydroxypipecolic Acid by Modulating the Expression of SARD1 and CBP60g.
Molecular plant.
2020 01; 13(1):144-156. doi:
10.1016/j.molp.2019.10.016. [PMID: 31733371] - Weijie Huang, Yiran Wang, Xin Li, Yuelin Zhang. Biosynthesis and Regulation of Salicylic Acid and N-Hydroxypipecolic Acid in Plant Immunity.
Molecular plant.
2020 01; 13(1):31-41. doi:
10.1016/j.molp.2019.12.008. [PMID: 31863850] - Michael Hartmann, Jürgen Zeier. N-hydroxypipecolic acid and salicylic acid: a metabolic duo for systemic acquired resistance.
Current opinion in plant biology.
2019 08; 50(?):44-57. doi:
10.1016/j.pbi.2019.02.006. [PMID: 30927665] - Michael Hartmann, Jürgen Zeier. l-lysine metabolism to N-hydroxypipecolic acid: an integral immune-activating pathway in plants.
The Plant journal : for cell and molecular biology.
2018 10; 96(1):5-21. doi:
10.1111/tpj.14037. [PMID: 30035374]
