APGPR Enterostatin (BioDeep_00000028175)

 

Secondary id: BioDeep_00000604300, BioDeep_00001876903

human metabolite Endogenous blood metabolite PANOMIX_OTCML-2023


代谢物信息卡片


(2S)-2-({[(2S)-1-[2-({[(2S)-1-[(2S)-2-aminopropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)acetyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-5-carbamimidamidopentanoate

化学式: C21H36N8O6 (496.2757676)
中文名称: 人肠抑素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 60.35%

分子结构信息

SMILES: CC(C(=O)N1CCCC1C(=O)NCC(=O)N2CCCC2C(=O)NC(CCCN=C(N)N)C(=O)O)N
InChI: InChI=1S/C21H36N8O6/c1-12(22)19(33)29-10-4-6-14(29)17(31)26-11-16(30)28-9-3-7-15(28)18(32)27-13(20(34)35)5-2-8-25-21(23)24/h12-15H,2-11,22H2,1H3,(H,26,31)(H,27,32)(H,34,35)(H4,23,24,25)/t12-,13-,14-,15-/m0/s1

描述信息

Enterostatin APGPR (Ala-Pro-Gly-Pro-Arg) is a pentapeptide released from procolipase during fat digestion. In addition to the pancreas, enterostatin-immunoreactive cells are also present in the antrum and proximal small intestine. Enterostatin selectively reduces fat intake, decreases insulin secretion, and also increases energy expenditure by activating brown adipose tissue during high-fat feeding. Enterostatins are pentapeptides derived from the NH2-terminus of procolipase after tryptic cleavage and belong to the family of gut-brain peptides. Enterostatin is generated by the action of trypsin on procolipase in the intestinal lumen. Its structure is highly conserved in evolution, with an amino acid sequence of XPXPR. Three enterostatin sequences, Val-Pro-Asp-Pro-Arg (VPDPR), Val-Pro-Gly-Pro-Arg (VPGPR), and Ala-Pro-Gly-Pro-Arg (APGPR), have been studied extensively and shown to be almost equally effective in their ability to decrease dietary fat preference. Enterostatins are selective inhibitors of appetite, particularly of fat intake. Hyperenterostatinemia in obesity is probably secondary to enterostatin resistance; therefore, the regulatory system is producing more enterostatin to counteract the resistance. This is very similar to hyperinsulinemia and hyperleptinemia in obesity. The diminution in the meal-induced secretion of enterostatin in obesity suggests a delay in the appearance of satiety, leading to increased caloric intake. In rats enterostatin decreases body weight by decreasing fat-calorie intake and increasing the sympathetic firing rate of the nerves in interscapular brown adipose tissue. Enterostatin levels are elevated in the plasma of obese women, and enterostatin secretion is diminished after satiety. Oral administration of enterostatin, however, has no effect on food intake, energy expenditure, or body weight in subjects with a preference for a high-fat diet experiencing a negative energy and fat balance, and the physiology of enterostatin in humans remains to be defined. (PMID: 10084574, 9526102, 8886249) [HMDB]
Enterostatin APGPR (Ala-Pro-Gly-Pro-Arg) is a pentapeptide released from procolipase during fat digestion. In addition to the pancreas, enterostatin-immunoreactive cells are also present in the antrum and proximal small intestine. Enterostatin selectively reduces fat intake, decreases insulin secretion, and also increases energy expenditure by activating brown adipose tissue during high-fat feeding. Enterostatins are pentapeptides derived from the NH2-terminus of procolipase after tryptic cleavage and belong to the family of gut-brain peptides. Enterostatin is generated by the action of trypsin on procolipase in the intestinal lumen. Its structure is highly conserved in evolution, with an amino acid sequence of XPXPR. Three enterostatin sequences, Val-Pro-Asp-Pro-Arg (VPDPR), Val-Pro-Gly-Pro-Arg (VPGPR), and Ala-Pro-Gly-Pro-Arg (APGPR), have been studied extensively and shown to be almost equally effective in their ability to decrease dietary fat preference. Enterostatins are selective inhibitors of appetite, particularly of fat intake. Hyperenterostatinemia in obesity is probably secondary to enterostatin resistance; therefore, the regulatory system is producing more enterostatin to counteract the resistance. This is very similar to hyperinsulinemia and hyperleptinemia in obesity. The diminution in the meal-induced secretion of enterostatin in obesity suggests a delay in the appearance of satiety, leading to increased caloric intake. In rats enterostatin decreases body weight by decreasing fat-calorie intake and increasing the sympathetic firing rate of the nerves in interscapular brown adipose tissue. Enterostatin levels are elevated in the plasma of obese women, and enterostatin secretion is diminished after satiety. Oral administration of enterostatin, however, has no effect on food intake, energy expenditure, or body weight in subjects with a preference for a high-fat diet experiencing a negative energy and fat balance, and the physiology of enterostatin in humans remains to be defined. (PMID: 10084574, 9526102, 8886249).
Enterostatin, human, mouse, rat is a pentapeptide that reduces fat intake.
Enterostatin, human, mouse, rat is a pentapeptide that reduces fat intake.

同义名列表

13 个代谢物同义名

(2S)-2-({[(2S)-1-[2-({[(2S)-1-[(2S)-2-aminopropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)acetyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-5-carbamimidamidopentanoate; (2S)-2-{[(2S)-1-(2-{[(2S)-1-[(2S)-2-aminopropanoyl]pyrrolidin-2-yl]formamido}acetyl)pyrrolidin-2-yl]formamido}-5-[(diaminomethylidene)amino]pentanoic acid; N2-[1-[N-(1-L-Alanyl-L-prolyl)glycyl]-L-prolyl] L-arginine; L-Alanyl-L-prolylglycyl-L-prolyl-L-arginine; Alanyl-prolyl-glycyl-prolyl-arginine; Procolipase activation peptide; H-Ala-pro-gly-pro-arg-OH; Ala-pro-gly-pro-arg; APGPR Enterostatin; Enterostatin human; enterostatin; APGPR; Enterostatin(human,mouse,rat)



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

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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)

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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。



文献列表

  • Bing Liu, Genshu Wang, Jie Yang, Xuediao Pan, Zhicheng Yang, Linquan Zang. Berberine inhibits human hepatoma cell invasion without cytotoxicity in healthy hepatocytes. PloS one. 2011; 6(6):e21416. doi: 10.1371/journal.pone.0021416. [PMID: 21738655]
  • Rita Miller, Dymphna D'Agostino, Charlotte Erlanson-Albertsson, Mark E Lowe. Enterostatin deficiency increases serum cholesterol but does not influence growth and food intake in mice. American journal of physiology. Endocrinology and metabolism. 2009 Oct; 297(4):E856-65. doi: 10.1152/ajpendo.91008.2008. [PMID: 19622781]
  • Ava Jiangyang Guo, Roy Chi-yan Choi, Anna Wing-han Cheung, Jun Li, Ivy Xiaoying Chen, Tina Tingxia Dong, Karl Wah-keung Tsim, Brad Wing-chuen Lau. Stimulation of Apolipoprotein A-IV expression in Caco-2/TC7 enterocytes and reduction of triglyceride formation in 3T3-L1 adipocytes by potential anti-obesity Chinese herbal medicines. Chinese medicine. 2009 Mar; 4(?):5. doi: 10.1186/1749-8546-4-5. [PMID: 19321011]
  • P Weyrich, S Albet, R Lammers, F Machicao, A Fritsche, N Stefan, H-U Häring. Genetic variability of procolipase associates with altered insulin secretion in non-diabetic Caucasians. Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association. 2009 Feb; 117(2):83-7. doi: 10.1055/s-2008-1078733. [PMID: 18726866]
  • Yasuyuki Takenaka, Tomoko Shimano, Takaaki Mori, I-Ching Hou, Kousaku Ohinata, Masaaki Yoshikawa. Enterostatin reduces serum cholesterol levels by way of a CCK(1) receptor-dependent mechanism. Peptides. 2008 Dec; 29(12):2175-8. doi: 10.1016/j.peptides.2008.08.021. [PMID: 18824202]
  • Andreas Lindqvist, Karin Berger, Charlotte Erlanson-Albertsson. Enterostatin up-regulates the expression of the beta-subunit of F(1)F(o)-ATPase in the plasma membrane of INS-1 cells. Nutritional neuroscience. 2008 Apr; 11(2):55-60. doi: 10.1179/147683008x301397. [PMID: 18510804]
  • Per-Ake Albertsson, Rickard Köhnke, Sinan C Emek, Jie Mei, Jens F Rehfeld, Hans-Erik Akerlund, Charlotte Erlanson-Albertsson. Chloroplast membranes retard fat digestion and induce satiety: effect of biological membranes on pancreatic lipase/co-lipase. The Biochemical journal. 2007 Feb; 401(3):727-33. doi: 10.1042/bj20061463. [PMID: 17044813]
  • Eric Champagne, Laurent O Martinez, Xavier Collet, Ronald Barbaras. Ecto-F1Fo ATP synthase/F1 ATPase: metabolic and immunological functions. Current opinion in lipidology. 2006 Jun; 17(3):279-84. doi: 10.1097/01.mol.0000226120.27931.76. [PMID: 16680033]
  • Denis Arsenijevic, Eva Gallmann, William Moses, Thomas Lutz, Charlotte Erlanson-Albertsson, Wolfgang Langhans. Enterostatin decreases postprandial pancreatic UCP2 mRNA levels and increases plasma insulin and amylin. American journal of physiology. Endocrinology and metabolism. 2005 Jul; 289(1):E40-5. doi: 10.1152/ajpendo.00367.2004. [PMID: 15713687]
  • Miejung Park, Ling Lin, Sonyja Thomas, Hugh D Braymer, Pamela M Smith, David H T Harrison, David A York. The F1-ATPase beta-subunit is the putative enterostatin receptor. Peptides. 2004 Dec; 25(12):2127-33. doi: 10.1016/j.peptides.2004.08.022. [PMID: 15572201]
  • Yasuyuki Takenaka, Naomi Doyama, Nobuyuki Maruyama, Shigeru Utsumi, Masaaki Yoshikawa. Introduction of DPR, an enterostatin fragment peptide, into soybean beta-conglycinin alpha' subunit by site-directed mutagenesis. Bioscience, biotechnology, and biochemistry. 2004 Jan; 68(1):253-6. doi: 10.1271/bbb.68.253. [PMID: 14745196]
  • Yasuyuki Takenaka, Futoshi Nakamura, Taichi Yamamoto, Masaaki Yoshikawa. Enterostatin (VPDPR) and its peptide fragment DPR reduce serum cholesterol levels after oral administration in mice. Bioscience, biotechnology, and biochemistry. 2003 Jul; 67(7):1620-2. doi: 10.1271/bbb.67.1620. [PMID: 12913316]
  • Y Takenaka, F Nakamura, H Usui, A W Lipkowski, G Toth, M Yoshikawa. Anti-analgesic activity of enterostatin (VPDPR) is mediated by corticosterone. Peptides. 2003 May; 24(5):735-9. doi: 10.1016/s0196-9781(03)00124-4. [PMID: 12895660]
  • Miwako Koizumi, Yukiko Nakanishi, Hitoshi Sato, Yasushi Morinaga, Tatuo Ido, Shuichi Kimura. Uptake across the blood-brain barrier and tissue distribution of enterostatin after peripheral administration in rats. Physiology & behavior. 2002 Sep; 77(1):5-10. doi: 10.1016/s0031-9384(02)00805-3. [PMID: 12213496]
  • Jie Mei, Maria Sörhede-Winzell, Charlotte Erlanson-Albertsson. Plasma enterostatin: identification and release in rats in response to a meal. Obesity research. 2002 Jul; 10(7):688-94. doi: 10.1038/oby.2002.93. [PMID: 12105292]
  • Yingjen Jeffrey Wu, David Hughes, Ling Lin, Doug H Braymer, David A York. Comparative study of enterostatin sequence in five rat strains and enterostatin binding proteins in rat and chicken serum. Peptides. 2002 Mar; 23(3):537-44. doi: 10.1016/s0196-9781(01)00619-2. [PMID: 11836004]
  • M Koizumi, H Sato, K Seguro, H Ide, Y Morinaga, S Kimura. Effects of enterostatin (Val-Pro-Asp-Pro-Arg) on fat intake and blood levels of glucose and insulin in rats. Methods and findings in experimental and clinical pharmacology. 2001 Jun; 23(5):235-9. doi: 10.1358/mf.2001.23.5.662117. [PMID: 11712642]
  • C Prasad, M Imamura, C Debata, F Svec, N Sumar, J Hermon-Taylor. Hyperenterostatinemia in premenopausal obese women. The Journal of clinical endocrinology and metabolism. 1999 Mar; 84(3):937-41. doi: 10.1210/jcem.84.3.5562. [PMID: 10084574]
  • M Imamura, C Debata, C Prasad. On the nature and distribution of enterostatin (Val-Asp-Pro-Asp-Arg)-like immunoreactivity in rat plasma. Peptides. 1999; 20(1):133-9. doi: 10.1016/s0196-9781(98)00138-7. [PMID: 10098634]
  • R C Bowyer, W M Rowston, A M Jehanli, J H Lacey, J Hermon-Taylor. Effect of a satiating meal on the concentrations of procolipase propeptide in the serum and urine of normal and morbidly obese subjects. Gut. 1993 Nov; 34(11):1520-5. doi: 10.1136/gut.34.11.1520. [PMID: 8244136]
  • R C Bowyer, A M Jehanli, G Patel, J Hermon-Taylor. Development of enzyme-linked immunosorbent assay for free human pro-colipase activation peptide (APGPR). Clinica chimica acta; international journal of clinical chemistry. 1991 Aug; 200(2-3):137-52. doi: 10.1016/0009-8981(91)90085-q. [PMID: 1777964]