Phenylalanylphenylalanine (BioDeep_00000019458)

   

human metabolite Endogenous blood metabolite


代谢物信息卡片


(2S)-2-{[(2S)-2-azaniumyl-3-phenylpropanoyl]amino}-3-phenylpropanoate

化学式: C18H20N2O3 (312.1474)
中文名称: 苯丙氨酰苯丙氨酸
谱图信息: 最多检出来源 Homo sapiens(feces) 64.98%

Reviewed

Last reviewed on 2024-07-29.

Cite this Page

Phenylalanylphenylalanine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/phenylalanylphenylalanine (retrieved 2025-01-06) (BioDeep RN: BioDeep_00000019458). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1=CC=C(C=C1)CC(C(=O)NC(CC2=CC=CC=C2)C(=O)O)N
InChI: InChI=1S/C18H20N2O3/c19-15(11-13-7-3-1-4-8-13)17(21)20-16(18(22)23)12-14-9-5-2-6-10-14/h1-10,15-16H,11-12,19H2,(H,20,21)(H,22,23)

描述信息

Phenylalanylphenylalanine (Phe-Phe) is a peptide made of two phenylalanine molecules. Phenylalanine is an essential amino acid and the precursor for the amino acid tyrosine. Like tyrosine, it is the precursor of catecholamines in the body (tyramine, dopamine, epinephrine and norepinephrine). The psychotropic drugs (mescaline, morphine, codeine, and papaverine) also have phenylalanine as a constituent. Phenylalanine is a precursor of the neurotransmitters called catecholamines, which are adrenalin-like substances. Phenylalanine is highly concentrated in the human brain and plasma. The Phe-Phe recognition motif of the Alzheimer?s Abeta peptide is the smallest peptide able to assemble into higher ?order structures.(PMC:1796831) [HMDB]
Phenylalanylphenylalanine (Phe-Phe) is a peptide made of two phenylalanine molecules. Phenylalanine is an essential amino acid and the precursor for the amino acid tyrosine. Like tyrosine, it is the precursor of catecholamines in the body (tyramine, dopamine, epinephrine and norepinephrine). The psychotropic drugs (mescaline, morphine, codeine, and papaverine) also have phenylalanine as a constituent. Phenylalanine is a precursor of the neurotransmitters called catecholamines, which are adrenalin-like substances. Phenylalanine is highly concentrated in the human brain and plasma. The Phe-Phe recognition motif of Alzheimers amyloid-beta peptide is the smallest peptide able to assemble into higher-order structures (PMID: 17172307).

同义名列表

22 个代谢物同义名

(2S)-2-{[(2S)-2-azaniumyl-3-phenylpropanoyl]amino}-3-phenylpropanoate; (2S)-2-{[(2S)-2-amino-3-phenylpropanoyl]amino}-3-phenylpropanoic acid; (2S)-2-{[(2S)-2-amino-3-phenylpropanoyl]amino}-3-phenylpropanoate; (2S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-phenylpropanoic acid; Phenylalanine phenylalanine dipeptide; Phenylalanine-phenylalanine dipeptide; N-L-Phenylalanyl-L-phenylalanine; L-Phenylalanyl-L-phenylalanine; (Phenylalanyl)phenylalanine; N-Phenylalanylphenylalanine; Phenylalanyl-phenylalanine; Phenylalanylphenylalanine; L,L-Diphenylalanine; H-L-Phe-L-phe-OH; Diphenylalanine; L-Phe-L-phe-OH; F-F Dipeptide; FF Dipeptide; H-Phe-phe-OH; L-Phe-L-phe; Phe-phe; FF



数据库引用编号

7 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)

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。

亚细胞结构定位 关联基因列表


文献列表

  • Qiong-Yi Zhang, Shao-Cong Han, Rong-Ping Huang, Man-Ya Jiang, Chang-Yu Yan, Xi-You Li, Yu-Jiao Zhan, Xiao-Min Li, Yi-Fang Li, Hiroshi Kurihara, Rui-Rong Tan, Wei-Xi Li, Rong-Rong He. Cyclo(-Phe-Phe) alleviates chick embryo liver injury via activating the Nrf2 pathway. Food & function. 2022 Jul; 13(13):6962-6974. doi: 10.1039/d2fo00674j. [PMID: 35678194]
  • Yefei Huang, Min Xiao, Jiayong Ou, Qing Lv, Qiujing Wei, Zena Chen, Jialing Wu, Liudan Tu, Yutong Jiang, Xi Zhang, Jun Qi, Minli Qiu, Shuangyan Cao, Jieruo Gu. Identification of the urine and serum metabolomics signature of gout. Rheumatology (Oxford, England). 2020 10; 59(10):2960-2969. doi: 10.1093/rheumatology/keaa018. [PMID: 32134107]
  • Barbara Bianca Gerbelli, Emerson Rodrigo da Silva, Bruna Miranda Soares, Wendel Andrade Alves, Elisabeth Andreoli de Oliveira. Multilamellar-to-Unilamellar Transition Induced by Diphenylalanine in Lipid Vesicles. Langmuir : the ACS journal of surfaces and colloids. 2018 02; 34(5):2171-2179. doi: 10.1021/acs.langmuir.7b03869. [PMID: 29284081]
  • Meifang Fu, Qi Li, Bingbing Sun, Yang Yang, Luru Dai, Tommy Nylander, Junbai Li. Disassembly of Dipeptide Single Crystals Can Transform the Lipid Membrane into a Network. ACS nano. 2017 07; 11(7):7349-7354. doi: 10.1021/acsnano.7b03468. [PMID: 28657720]
  • Cong Guo, Yin Luo, Ruhong Zhou, Guanghong Wei. Triphenylalanine peptides self-assemble into nanospheres and nanorods that are different from the nanovesicles and nanotubes formed by diphenylalanine peptides. Nanoscale. 2014 Mar; 6(5):2800-11. doi: 10.1039/c3nr02505e. [PMID: 24468750]
  • Milana C Vasudev, Hilmar Koerner, Kristi M Singh, Benjamin P Partlow, David L Kaplan, Ehud Gazit, Timothy J Bunning, Rajesh R Naik. Vertically aligned peptide nanostructures using plasma-enhanced chemical vapor deposition. Biomacromolecules. 2014 Feb; 15(2):533-40. doi: 10.1021/bm401491k. [PMID: 24400716]
  • Daria Esterházy, Pinar Akpinar, Markus Stoffel. Tmem27 dimerization, deglycosylation, plasma membrane depletion, and the extracellular Phe-Phe motif are negative regulators of cleavage by Bace2. Biological chemistry. 2012 May; 393(6):473-84. doi: 10.1515/hsz-2012-0104. [PMID: 22628310]
  • Shalini John, Sundarapandian Thangapandian, Mahreen Arooj, Jong Chan Hong, Kwang Dong Kim, Keun Woo Lee. Development, evaluation and application of 3D QSAR Pharmacophore model in the discovery of potential human renin inhibitors. BMC bioinformatics. 2011 Dec; 12 Suppl 14(?):S4. doi: 10.1186/1471-2105-12-s14-s4. [PMID: 22372967]
  • Amy F Roth, Irene Papanayotou, Nicholas G Davis. The yeast kinase Yck2 has a tripartite palmitoylation signal. Molecular biology of the cell. 2011 Aug; 22(15):2702-15. doi: 10.1091/mbc.e11-02-0115. [PMID: 21653825]
  • Jing Chen, Xiaoyan Zhang, Rui Cao, Xin Lu, Sumin Zhao, Agnes Fekete, Qiang Huang, Philippe Schmitt-Kopplin, Yisheng Wang, Zhiliang Xu, Xiaoping Wan, Xiaohua Wu, Naiqing Zhao, Congjian Xu, Guowang Xu. Serum 27-nor-5β-cholestane-3,7,12,24,25 pentol glucuronide discovered by metabolomics as potential diagnostic biomarker for epithelium ovarian cancer. Journal of proteome research. 2011 May; 10(5):2625-32. doi: 10.1021/pr200173q. [PMID: 21456628]
  • Ulrich Z Hammes, Stefan Meier, Daniela Dietrich, John M Ward, Doris Rentsch. Functional properties of the Arabidopsis peptide transporters AtPTR1 and AtPTR5. The Journal of biological chemistry. 2010 Dec; 285(51):39710-7. doi: 10.1074/jbc.m110.141457. [PMID: 20937801]
  • Sonia Varriale, Antonello Merlino, Maria Rosaria Coscia, Lelio Mazzarella, Umberto Oreste. An evolutionary conserved motif is responsible for immunoglobulin heavy chain packing in the B cell membrane. Molecular phylogenetics and evolution. 2010 Dec; 57(3):1238-44. doi: 10.1016/j.ympev.2010.09.022. [PMID: 20937398]
  • Gökhan Demirel, Niranjan Malvadkar, Melik C Demirel. Control of protein adsorption onto core-shell tubular and vesicular structures of diphenylalanine/parylene. Langmuir : the ACS journal of surfaces and colloids. 2010 Feb; 26(3):1460-3. doi: 10.1021/la903571y. [PMID: 20000323]
  • Manuel A Méndez, Michel Prudent, Bin Su, Hubert H Girault. Peptide-phospholipid complex formation at liquid-liquid interfaces. Analytical chemistry. 2008 Dec; 80(24):9499-507. doi: 10.1021/ac801651f. [PMID: 19072264]
  • Elzbieta Łempicka, Izabela Derdowska, Wioleta Kowalczyk, Olga Dawidowska, Adam Prahl, Marcin Janecki, Tomasz Jasiński, Henryk I Trzeciak, Bernard Lammek. Analogues of arginine vasopressin modified in position 2 and 3 with conformationally constrained dipeptide fragments. Journal of peptide science : an official publication of the European Peptide Society. 2005 Feb; 11(2):91-6. doi: 10.1002/psc.600. [PMID: 15635636]
  • Maria G Cappiello, Zhongren Wu, Boyd B Scott, Gerard M McGeehan, Richard K Harrison. Purification and characterization of recombinant human cathepsin E expressed in human kidney cell line 293. Protein expression and purification. 2004 Sep; 37(1):53-60. doi: 10.1016/j.pep.2004.05.013. [PMID: 15294281]
  • Ian R Bates, Joan M Boggs, Jimmy B Feix, George Harauz. Membrane-anchoring and charge effects in the interaction of myelin basic protein with lipid bilayers studied by site-directed spin labeling. The Journal of biological chemistry. 2003 Aug; 278(31):29041-7. doi: 10.1074/jbc.m302766200. [PMID: 12748174]
  • H Mozsolits, T H Lee, H J Wirth, P Perlmutter, M I Aguilar. The interaction of bioactive peptides with an immobilized phosphatidylcholine monolayer. Biophysical journal. 1999 Sep; 77(3):1428-44. doi: 10.1016/s0006-3495(99)76991-2. [PMID: 10465754]