DL-Proline (BioDeep_00000014866)

Main id: BioDeep_00000014495

Secondary id: BioDeep_00000398135

human metabolite PANOMIX_OTCML-2023 blood metabolite


代谢物信息卡片


Pyrrolidine-2-carboxylic acid

化学式: C5H9NO2 (115.0633254)
中文名称: DL-脯氨酸, D-脯氨酸
谱图信息: 最多检出来源 Viridiplantae(plant) 6.7%

分子结构信息

SMILES: C1CC(NC1)C(=O)O
InChI: InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)

描述信息

Proline, also known as dl-proline or hpro, belongs to proline and derivatives class of compounds. Those are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Proline is soluble (in water) and a moderately acidic compound (based on its pKa). Proline can be found in a number of food items such as yellow zucchini, swiss chard, spinach, and cucumber, which makes proline a potential biomarker for the consumption of these food products. Proline (abbreviated as Pro or P; encoded by the codons CCU, CCC, CCA, and CCG) is an amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated NH2+ form under biological conditions), an α-carboxylic acid group (which is in the deprotonated −COO− form under biological conditions), and a side chain pyrrolidine, classifying it as a nonpolar (at physiological pH), aliphatic amino acid. It is non-essential in humans, meaning the body can synthesize it from the non-essential amino acid L-glutamate .
CONFIDENCE standard compound; ML_ID 53
(R)-pyrrolidine-2-carboxylic acid is an endogenous metabolite.
(R)-pyrrolidine-2-carboxylic acid is an endogenous metabolite.

同义名列表

16 个代谢物同义名

Pyrrolidine-2-carboxylic acid; Pyrrolidine-2-carboxylate; H-DL-Pro-OH; H-D-Pro-OH; DL-Proline; L Proline; L-proline; prolina; Proline; Prolin; Hpro; (+)-(R)-Proline; (R)-(+)-Proline; (R)-2-Carboxypyrrolidine; (R)-Proline; (R)-pyrrolidine-2-carboxylic acid



数据库引用编号

16 个数据库交叉引用编号

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)

3 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

  • Vladimir Kubyshkin, Jochen Bürck, Oleg Babii, Nediljko Budisa, Anne S Ulrich. Remarkably high solvatochromism in the circular dichroism spectra of the polyproline-II conformation: limitations or new opportunities?. Physical chemistry chemical physics : PCCP. 2021 Dec; 23(47):26931-26939. doi: 10.1039/d1cp04551b. [PMID: 34825904]
  • Miguel Mompeán, Javier Oroz, Douglas V Laurents. Do polyproline II helix associations modulate biomolecular condensates?. FEBS open bio. 2021 09; 11(9):2390-2399. doi: 10.1002/2211-5463.13163. [PMID: 33934561]
  • Takashi Ohgita, Yuki Takechi-Haraya, Keisuke Okada, Saki Matsui, Misaki Takeuchi, Chihiro Saito, Kazuchika Nishitsuji, Kenji Uchimura, Ryuji Kawano, Koki Hasegawa, Kumiko Sakai-Kato, Kenichi Akaji, Ken-Ichi Izutsu, Hiroyuki Saito. Enhancement of direct membrane penetration of arginine-rich peptides by polyproline II helix structure. Biochimica et biophysica acta. Biomembranes. 2020 10; 1862(10):183403. doi: 10.1016/j.bbamem.2020.183403. [PMID: 32585206]
  • Yuri Noguchi, Yasuhiko Iwasaki, Masato Ueda, Sachiro Kakinoki. Surfaces immobilized with oligo-prolines prevent protein adsorption and cell adhesion. Journal of materials chemistry. B. 2020 03; 8(11):2233-2237. doi: 10.1039/d0tb00051e. [PMID: 32133474]
  • Alberto Ceccon, Vitali Tugarinov, Rodolfo Ghirlando, G Marius Clore. Abrogation of prenucleation, transient oligomerization of the Huntingtin exon 1 protein by human profilin I. Proceedings of the National Academy of Sciences of the United States of America. 2020 03; 117(11):5844-5852. doi: 10.1073/pnas.1922264117. [PMID: 32127471]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Vladimir Kubyshkin, Stephan L Grage, Anne S Ulrich, Nediljko Budisa. Bilayer thickness determines the alignment of model polyproline helices in lipid membranes. Physical chemistry chemical physics : PCCP. 2019 Oct; 21(40):22396-22408. doi: 10.1039/c9cp02996f. [PMID: 31577299]
  • Norio Matsushima, Hiroki Miyashita, Shinsuke Tamaki, Robert H Kretsinger. Polyproline II Helix as a Recognition Motif of Plant Peptide Hormones and Flagellin Peptide flg22. Protein and peptide letters. 2019; 26(9):684-690. doi: 10.2174/0929866526666190408125441. [PMID: 30961476]
  • Ashima Saxena, Tatyana Belinskaya, Lawrence M Schopfer, Oksana Lockridge. Characterization of butyrylcholinesterase from porcine milk. Archives of biochemistry and biophysics. 2018 08; 652(?):38-49. doi: 10.1016/j.abb.2018.06.006. [PMID: 29908755]
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  • Stefania Conti, Giorgia Radicioni, Tecla Ciociola, Renato Longhi, Luciano Polonelli, Rita Gatti, Tiziana Cabras, Irene Messana, Massimo Castagnola, Alberto Vitali. Structural and functional studies on a proline-rich peptide isolated from swine saliva endowed with antifungal activity towards Cryptococcus neoformans. Biochimica et biophysica acta. 2013 Mar; 1828(3):1066-74. doi: 10.1016/j.bbamem.2012.12.013. [PMID: 23274276]
  • Yolanda Pérez, Mariano Maffei, Ana Igea, Irene Amata, Margarida Gairí, Angel R Nebreda, Pau Bernadó, Miquel Pons. Lipid binding by the Unique and SH3 domains of c-Src suggests a new regulatory mechanism. Scientific reports. 2013; 3(?):1295. doi: 10.1038/srep01295. [PMID: 23416516]
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  • Helena Brauer, Julia Strauss, Wiebke Wegner, Carsten Müller-Tidow, Martin Horstmann, Manfred Jücker. Leukemia-associated mutations in SHIP1 inhibit its enzymatic activity, interaction with the GM-CSF receptor and Grb2, and its ability to inactivate PI3K/AKT signaling. Cellular signalling. 2012 Nov; 24(11):2095-101. doi: 10.1016/j.cellsig.2012.07.017. [PMID: 22820502]
  • Qinsong Xu, Yongyang Fu, Haili Min, Sanjuan Cai, Sha Sha, Guangyu Cheng. Laboratory assessment of uptake and toxicity of lanthanum (La) in the leaves of Hydrocharis dubia (Bl.) Backer. Environmental science and pollution research international. 2012 Nov; 19(9):3950-8. doi: 10.1007/s11356-012-0982-1. [PMID: 22645010]
  • Kadiriye Uruç Parlak, Dilek Demirezen Yilmaz. Response of antioxidant defences to Zn stress in three duckweed species. Ecotoxicology and environmental safety. 2012 Nov; 85(?):52-8. doi: 10.1016/j.ecoenv.2012.08.023. [PMID: 23009815]
  • Junzhi Duan, Minghui Zhang, Hongliang Zhang, Haiyan Xiong, Pengli Liu, Jauhar Ali, Jinjie Li, Zichao Li. OsMIOX, a myo-inositol oxygenase gene, improves drought tolerance through scavenging of reactive oxygen species in rice (Oryza sativa L.). Plant science : an international journal of experimental plant biology. 2012 Nov; 196(?):143-51. doi: 10.1016/j.plantsci.2012.08.003. [PMID: 23017909]
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  • Isha Sharma, Renu Bhardwaj, Pratap Kumar Pati. Mitigation of adverse effects of chlorpyrifos by 24-epibrassinolide and analysis of stress markers in a rice variety Pusa Basmati-1. Ecotoxicology and environmental safety. 2012 Nov; 85(?):72-81. doi: 10.1016/j.ecoenv.2012.07.003. [PMID: 22939030]
  • Donia Bouaziz, Julien Pirrello, Hela Ben Amor, Asma Hammami, Mariam Charfeddine, Amina Dhieb, Mondher Bouzayen, Radhia Gargouri-Bouzid. Ectopic expression of dehydration responsive element binding proteins (StDREB2) confers higher tolerance to salt stress in potato. Plant physiology and biochemistry : PPB. 2012 Nov; 60(?):98-108. doi: 10.1016/j.plaphy.2012.07.029. [PMID: 22922109]
  • Karama Makni-Maalej, Tarek Boussetta, Margarita Hurtado-Nedelec, Sahra Amel Belambri, Marie-Anne Gougerot-Pocidalo, Jamel El-Benna. The TLR7/8 agonist CL097 primes N-formyl-methionyl-leucyl-phenylalanine-stimulated NADPH oxidase activation in human neutrophils: critical role of p47phox phosphorylation and the proline isomerase Pin1. Journal of immunology (Baltimore, Md. : 1950). 2012 Nov; 189(9):4657-65. doi: 10.4049/jimmunol.1201007. [PMID: 23002436]
  • Wenyu Liang, Youwen Zhou, Lingxia Wang, Xiangrong You, Yaping Zhang, Chi-Lien Cheng, Wei Chen. Ultrastructural, physiological and proteomic analysis of Nostoc flagelliforme in response to dehydration and rehydration. Journal of proteomics. 2012 Oct; 75(18):5604-27. doi: 10.1016/j.jprot.2012.07.041. [PMID: 22884584]
  • Peter J Gollan, Mrinal Bhave, Eva-Mari Aro. The FKBP families of higher plants: Exploring the structures and functions of protein interaction specialists. FEBS letters. 2012 Oct; 586(20):3539-47. doi: 10.1016/j.febslet.2012.09.002. [PMID: 22982859]
  • Fatima Bouchenak, Patricia Henri, Fatma-Zohra Benrebiha, Pascal Rey. Differential responses to salinity of two Atriplex halimus populations in relation to organic solutes and antioxidant systems involving thiol reductases. Journal of plant physiology. 2012 Oct; 169(15):1445-53. doi: 10.1016/j.jplph.2012.06.009. [PMID: 22840322]
  • Vibha G Checker, Anju K Chhibbar, Paramjit Khurana. Stress-inducible expression of barley Hva1 gene in transgenic mulberry displays enhanced tolerance against drought, salinity and cold stress. Transgenic research. 2012 Oct; 21(5):939-57. doi: 10.1007/s11248-011-9577-8. [PMID: 22160463]
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  • Young-Shick Hong, Agathe Martinez, Gérard Liger-Belair, Philippe Jeandet, Jean-Marc Nuzillard, Clara Cilindre. Metabolomics reveals simultaneous influences of plant defence system and fungal growth in Botrytis cinerea-infected Vitis vinifera cv. Chardonnay berries. Journal of experimental botany. 2012 Oct; 63(16):5773-85. doi: 10.1093/jxb/ers228. [PMID: 22945941]
  • Tomohiro Yoshida, Fumihiko Akahoshi, Hiroshi Sakashita, Hiroshi Kitajima, Mitsuharu Nakamura, Shuji Sonda, Masahiro Takeuchi, Yoshihito Tanaka, Naoko Ueda, Sumie Sekiguchi, Takayuki Ishige, Kyoko Shima, Mika Nabeno, Yuji Abe, Jun Anabuki, Aki Soejima, Kumiko Yoshida, Yoko Takashina, Shinichi Ishii, Satoko Kiuchi, Sayaka Fukuda, Reiko Tsutsumiuchi, Keigo Kosaka, Takahiro Murozono, Yoshinobu Nakamaru, Hiroyuki Utsumi, Naoya Masutomi, Hiroyuki Kishida, Ikuko Miyaguchi, Yoshiharu Hayashi. Discovery and preclinical profile of teneligliptin (3-[(2S,4S)-4-[4-(3-methyl-1-phenyl-1H-pyrazol-5-yl)piperazin-1-yl]pyrrolidin-2-ylcarbonyl]thiazolidine): a highly potent, selective, long-lasting and orally active dipeptidyl peptidase IV inhibitor for the treatment of type 2 diabetes. Bioorganic & medicinal chemistry. 2012 Oct; 20(19):5705-19. doi: 10.1016/j.bmc.2012.08.012. [PMID: 22959556]
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