Val-pro-pro (BioDeep_00000844130)

   

natural product


代谢物信息卡片


Val-pro-pro

化学式: C15H25N3O4 (311.184497)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)C(C(=O)N1CCCC1C(=O)N2CCCC2C(=O)O)N
InChI: InChI=1S/C15H25N3O4/c1-9(2)12(16)14(20)17-7-3-5-10(17)13(19)18-8-4-6-11(18)15(21)22/h9-12H,3-8,16H2,1-2H3,(H,21,22)/t10-,11-,12-/m0/s1

描述信息

D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors > D000806 - Angiotensin-Converting Enzyme Inhibitors
A tripeptide composed of L-valine and two L-proline units joined by peptide linkages.
H-Val-Pro-Pro-OH, a milk-derived proline peptides derivative, is an inhibitor of Angiotensin I converting enzyme (ACE), with an IC50 of 9 μM.
H-Val-Pro-Pro-OH, a milk-derived proline peptides derivative, is an inhibitor of Angiotensin I converting enzyme (ACE), with an IC50 of 9 μM.
H-Val-Pro-Pro-OH, a milk-derived proline peptides derivative, is an inhibitor of Angiotensin I converting enzyme (ACE), with an IC50 of 9 μM.

同义名列表

2 个代谢物同义名

Val-pro-pro; H-Val-Pro-Pro-OH



数据库引用编号

8 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。

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BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

7 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

  • A Siltari, J Roivanen, R Korpela, H Vapaatalo. Long-term feeding with bioactive tripeptides in aged hypertensive and normotensive rats: special focus on blood pressure and bradykinin-induced vascular reactivity. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society. 2017 Jun; 68(3):407-418. doi: NULL. [PMID: 28820397]
  • Gabriella A M Ten Have, Pieter C van der Pijl, Arie K Kies, Nicolaas E P Deutz. Enhanced Lacto-Tri-Peptide Bio-Availability by Co-Ingestion of Macronutrients. PloS one. 2015; 10(6):e0130638. doi: 10.1371/journal.pone.0130638. [PMID: 26098114]
  • Subhadeep Chakrabarti, Jianping Wu. Milk-derived tripeptides IPP (Ile-Pro-Pro) and VPP (Val-Pro-Pro) promote adipocyte differentiation and inhibit inflammation in 3T3-F442A cells. PloS one. 2015; 10(2):e0117492. doi: 10.1371/journal.pone.0117492. [PMID: 25714093]
  • Atsuko Nonaka, Teppei Nakamura, Tatsuhiko Hirota, Akiko Matsushita, Masanori Asakura, Kohji Ohki, Masafumi Kitakaze. The milk-derived peptides Val-Pro-Pro and Ile-Pro-Pro attenuate arterial dysfunction in L-NAME-treated rats. Hypertension research : official journal of the Japanese Society of Hypertension. 2014 Aug; 37(8):703-7. doi: 10.1038/hr.2014.72. [PMID: 24694646]
  • Teppei Nakamura, Tatsuhiko Hirota, Katsura Mizushima, Kohji Ohki, Yuji Naito, Naoyuki Yamamoto, Toshikazu Yoshikawa. Milk-derived peptides, Val-Pro-Pro and Ile-Pro-Pro, attenuate atherosclerosis development in apolipoprotein e-deficient mice: a preliminary study. Journal of medicinal food. 2013 May; 16(5):396-403. doi: 10.1089/jmf.2012.2541. [PMID: 23631494]
  • Arrigo F G Cicero, Francois Aubin, Veronique Azais-Braesco, Claudio Borghi. Do the lactotripeptides isoleucine-proline-proline and valine-proline-proline reduce systolic blood pressure in European subjects? A meta-analysis of randomized controlled trials. American journal of hypertension. 2013 Mar; 26(3):442-9. doi: 10.1093/ajh/hps044. [PMID: 23382495]
  • A F G Cicero, M Rosticci, A Ferroni, S Bacchelli, M Veronesi, E Strocchi, C Borghi. Predictors of the short-term effect of isoleucine-proline-proline/valine-proline-proline lactotripeptides from casein on office and ambulatory blood pressure in subjects with pharmacologically untreated high-normal blood pressure or first-degree hypertension. Clinical and experimental hypertension (New York, N.Y. : 1993). 2012; 34(8):601-5. doi: 10.3109/10641963.2012.681731. [PMID: 22574612]
  • Pauliina I Ehlers, Anne S Kivimäki, Anu M Turpeinen, Riitta Korpela, Heikki Vapaatalo. High blood pressure-lowering and vasoprotective effects of milk products in experimental hypertension. The British journal of nutrition. 2011 Nov; 106(9):1353-63. doi: 10.1017/s0007114511001723. [PMID: 21736845]
  • Arrigo F G Cicero, Martina Rosticci, Beatrice Gerocarni, Stefano Bacchelli, Maddalena Veronesi, Enrico Strocchi, Claudio Borghi. Lactotripeptides effect on office and 24-h ambulatory blood pressure, blood pressure stress response, pulse wave velocity and cardiac output in patients with high-normal blood pressure or first-degree hypertension: a randomized double-blind clinical trial. Hypertension research : official journal of the Japanese Society of Hypertension. 2011 Sep; 34(9):1035-40. doi: 10.1038/hr.2011.92. [PMID: 21753776]
  • A F G Cicero, B Gerocarni, L Laghi, C Borghi. Blood pressure lowering effect of lactotripeptides assumed as functional foods: a meta-analysis of current available clinical trials. Journal of human hypertension. 2011 Jul; 25(7):425-36. doi: 10.1038/jhh.2010.85. [PMID: 20811398]
  • Anu M Turpeinen, Pauliina I Ehlers, Anne S Kivimäki, Salme Järvenpää, Iris Filler, Erol Wiegert, Eberhard Jähnchen, Heikki Vapaatalo, Riitta Korpela, Frank Wagner. Ile-Pro-Pro and Val-Pro-Pro tripeptide-containing milk product has acute blood pressure lowering effects in mildly hypertensive subjects. Clinical and experimental hypertension (New York, N.Y. : 1993). 2011; 33(6):388-96. doi: 10.3109/10641963.2010.549267. [PMID: 21649532]
  • Arrigo F G Cicero, Martina Rosticci, Maddalena Veronesi, Stefano Bacchelli, Enrico Strocchi, Camilla Melegari, Elisa Grandi, Claudio Borghi. Hemodynamic effects of lactotripeptides from casein hydrolysate in Mediterranean normotensive subjects and patients with high-normal blood pressure: a randomized, double-blind, crossover clinical trial. Journal of medicinal food. 2010 Dec; 13(6):1363-8. doi: 10.1089/jmf.2009.0253. [PMID: 21091250]
  • Kotaro Yamasue, Nozomi Morikawa, Shunsaku Mizushima, Osamu Tochikubo. The blood pressure lowering effect of lactotripeptides and salt intake in 24-h ambulatory blood pressure measurements. Clinical and experimental hypertension (New York, N.Y. : 1993). 2010 Jul; 32(4):214-20. doi: 10.3109/10641963.2010.491885. [PMID: 20608891]
  • P Jakala, E Pere, R Lehtinen, A Turpeinen, R Korpela, H Vapaatalo. Cardiovascular activity of milk casein-derived tripeptides and plant sterols in spontaneously hypertensive rats. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society. 2009 Dec; 60(4):11-20. doi: NULL. [PMID: 20065492]
  • Mutsuko Yoshizawa, Seiji Maeda, Asako Miyaki, Maiko Misono, Youngju Choi, Nobutake Shimojo, Ryuichi Ajisaka, Hirofumi Tanaka. Additive beneficial effects of lactotripeptides and aerobic exercise on arterial compliance in postmenopausal women. American journal of physiology. Heart and circulatory physiology. 2009 Nov; 297(5):H1899-903. doi: 10.1152/ajpheart.00433.2009. [PMID: 19783777]
  • Grégoire Wuerzner, Séverine Peyrard, Anne Blanchard, Florent Lalanne, Michel Azizi. The lactotripeptides isoleucine-proline-proline and valine-proline-proline do not inhibit the N-terminal or C-terminal angiotensin converting enzyme active sites in humans. Journal of hypertension. 2009 Jul; 27(7):1404-9. doi: 10.1097/hjh.0b013e32832b4759. [PMID: 19506528]
  • Pieter C van der Pijl, Arie K Kies, Gabriella A M Ten Have, Guus S M J E Duchateau, Nicolaas E P Deutz. Pharmacokinetics of proline-rich tripeptides in the pig. Peptides. 2008 Dec; 29(12):2196-202. doi: 10.1016/j.peptides.2008.08.011. [PMID: 18789987]
  • Kim van der Zander, Michiel L Bots, Annette A A Bak, Mettina M G Koning, Peter W de Leeuw. Enzymatically hydrolyzed lactotripeptides do not lower blood pressure in mildly hypertensive subjects. The American journal of clinical nutrition. 2008 Dec; 88(6):1697-702. doi: 10.3945/ajcn.2008.26003. [PMID: 19064533]
  • Mariëlle F Engberink, Evert G Schouten, Frans J Kok, Linda A J van Mierlo, Ingeborg A Brouwer, Johanna M Geleijnse. Lactotripeptides show no effect on human blood pressure: results from a double-blind randomized controlled trial. Hypertension (Dallas, Tex. : 1979). 2008 Feb; 51(2):399-405. doi: 10.1161/hypertensionaha.107.098988. [PMID: 18086944]
  • M P Dent, S O'Hagan, W H Braun, P Schaetti, A Marburger, O Vogel. A 90-day subchronic toxicity study and reproductive toxicity studies on ACE-inhibiting lactotripeptide. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2007 Aug; 45(8):1468-77. doi: 10.1016/j.fct.2007.02.006. [PMID: 17383063]
  • Kotaro Aihara, Osami Kajimoto, Hiroshi Hirata, Rei Takahashi, Yasunori Nakamura. Effect of powdered fermented milk with Lactobacillus helveticus on subjects with high-normal blood pressure or mild hypertension. Journal of the American College of Nutrition. 2005 Aug; 24(4):257-65. doi: 10.1080/07315724.2005.10719473. [PMID: 16093403]
  • Bruce K Bernard, Yasunori Nakamura, Izuki Bando, John H Mennear. Studies of the toxicological potential of tripeptides (L-valyl-L-prolyl-L-proline and L-isoleucyl-L-prolyI-L-proline): II. Introduction. International journal of toxicology. 2005; 24 Suppl 4(?):5-11. doi: 10.1080/10915810500259531. [PMID: 16419575]
  • Seiichi Mizuno, John H Mennear, Keiichi Matsuura, Bruce K Bernard. Studies of the toxicological potential of tripeptides (L-valyl-L-prolyl-L-proline and L-isoleucyl-L-prolyl-L-proline): V. A 13-week toxicity study of tripeptides-containing casein hydrolysate in male and female rats. International journal of toxicology. 2005; 24 Suppl 4(?):41-59. doi: 10.1080/10915810500259606. [PMID: 16419578]
  • Yasunori Nakamura, Izuki Bando, John H Mennear, Bruce K Bernard. Studies of the toxicological potential of tripeptides (L-valyl-L-prolyl-L-proline and L-isoleucyl-L-prolyl-L-proline): IV. Assessment of the repeated-dose toxicological potential of synthesized L-valyl-L-prolyl-L-proline in male and female rats and dogs. International journal of toxicology. 2005; 24 Suppl 4(?):25-39. doi: 10.1080/10915810500259580. [PMID: 16419577]
  • Takahiro Kurosaki, Masafumi Maeno, John H Mennear, Bruce K Bernard. Studies of the toxicological potential of tripeptides (L-valyl-L-prolyl-L-proline and L-isoleucyl-L-prolyl-L-proline): VI. Effects of Lactobacillus helveticus-fermented milk powder on fertility and reproductive performance of rats. International journal of toxicology. 2005; 24 Suppl 4(?):61-89. doi: 10.1080/10915810500259630. [PMID: 16419579]