H-Gly-Arg-Gly-Asp-D-Ser-Pro-OH (BioDeep_00000179652)
human metabolite blood metabolite
代谢物信息卡片
化学式: C22H37N9O10 (587.2663262)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 99.16%
分子结构信息
SMILES: C1CC(N(C1)C(=O)C(CO)NC(=O)C(CC(=O)O)NC(=O)CNC(=O)C(CCCN=C(N)N)NC(=O)CN)C(=O)O
InChI: InChI=1S/C22H37N9O10/c23-8-15(33)28-11(3-1-5-26-22(24)25)18(37)27-9-16(34)29-12(7-17(35)36)19(38)30-13(10-32)20(39)31-6-2-4-14(31)21(40)41/h11-14,32H,1-10,23H2,(H,27,37)(H,28,33)(H,29,34)(H,30,38)(H,35,36)(H,40,41)(H4,24,25,26)
描述信息
GRGDSP, a synthetic linear RGD peptide, is an integrin inhibitor.
同义名列表
8 个代谢物同义名
1-{2-[(2-{[2-({2-[(2-amino-1-hydroxyethylidene)amino]-5-carbamimidamido-1-hydroxypentylidene}amino)-1-hydroxyethylidene]amino}-3-carboxy-1-hydroxypropylidene)amino]-3-hydroxypropanoyl}pyrrolidine-2-carboxylate; 1-[2-(2-{2-[2-(2-aminoacetamido)-5-[(diaminomethylidene)amino]pentanamido]acetamido}-3-carboxypropanamido)-3-hydroxypropanoyl]pyrrolidine-2-carboxylic acid; Glycyl-arginyl-glycyl-aspartyl-seryl-proline, D-seryl isomer; Glycyl-arginyl-glycyl-aspartyl-seryl-proline; H-Gly-Arg-Gly-Asp-D-Ser-Pro-OH; Gly-arg-gly-asp-ser-pro; GDRGDSP; GRGDSP
数据库引用编号
5 个数据库交叉引用编号
- PubChem: 14796482
- HMDB: HMDB0253013
- chemspider: 10710772
- CAS: 91037-75-1
- medchemexpress: HY-P0290
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。
文献列表
- Phillip R Kramer, Andrea Janikkeith, Zhuo Cai, Sean Ma, Ikuya Watanabe. Integrin mediated attachment of periodontal ligament to titanium surfaces.
Dental materials : official publication of the Academy of Dental Materials.
2009 Jul; 25(7):877-83. doi:
10.1016/j.dental.2009.01.095
. [PMID: 19217655] - S Loschonsky, K Shroff, A Wörz, O Prucker, J Rühe, M Biesalski. Surface-attached PDMAA-GRGDSP hybrid polymer monolayers that promote the adhesion of living cells.
Biomacromolecules.
2008 Feb; 9(2):543-52. doi:
10.1021/bm7010714
. [PMID: 18179173] - John T Elliott, John T Woodward, Kurt J Langenbach, Alex Tona, Peter L Jones, Anne L Plant. Vascular smooth muscle cell response on thin films of collagen.
Matrix biology : journal of the International Society for Matrix Biology.
2005 Oct; 24(7):489-502. doi:
10.1016/j.matbio.2005.07.005
. [PMID: 16153814] - Carlos E Marroquin, Laura Downey, Hongtao Guo, Paul C Kuo. Osteopontin increases CD44 expression and cell adhesion in RAW 264.7 murine leukemia cells.
Immunology letters.
2004 Aug; 95(1):109-12. doi:
10.1016/j.imlet.2004.06.001
. [PMID: 15325806] - Freimut Schliess, Regina Reissmann, Roland Reinehr, Stephan vom Dahl, Dieter Häussinger. Involvement of integrins and Src in insulin signaling toward autophagic proteolysis in rat liver.
The Journal of biological chemistry.
2004 May; 279(20):21294-301. doi:
10.1074/jbc.m313901200
. [PMID: 14985360] - Syed S Lateef, Samuel Boateng, Thomas J Hartman, Carrie A Crot, Brenda Russell, Luke Hanley. GRGDSP peptide-bound silicone membranes withstand mechanical flexing in vitro and display enhanced fibroblast adhesion.
Biomaterials.
2002 Aug; 23(15):3159-68. doi:
10.1016/s0142-9612(02)00062-5
. [PMID: 12102187] - Torsten Gloe, Hae Young Sohn, Gerald A Meininger, Ulrich Pohl. Shear stress-induced release of basic fibroblast growth factor from endothelial cells is mediated by matrix interaction via integrin alpha(v)beta3.
The Journal of biological chemistry.
2002 Jun; 277(26):23453-8. doi:
10.1074/jbc.m203889200
. [PMID: 11976347] - Simcha Urieli-Shoval, George Shubinsky, Reinhold P Linke, Mati Fridkin, Israel Tabi, Yaacov Matzner. Adhesion of human platelets to serum amyloid A.
Blood.
2002 Feb; 99(4):1224-9. doi:
10.1182/blood.v99.4.1224
. [PMID: 11830469] - Robert L Perlot, Irving M Shapiro, Kyle Mansfield, Christopher S Adams. Matrix regulation of skeletal cell apoptosis II: role of Arg-Gly-Asp-containing peptides.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research.
2002 Jan; 17(1):66-76. doi:
10.1359/jbmr.2002.17.1.66
. [PMID: 11771671] - W L Chan, N H Holstein-Rathlou, K P Yip. Integrin mobilizes intracellular Ca(2+) in renal vascular smooth muscle cells.
American journal of physiology. Cell physiology.
2001 Mar; 280(3):C593-603. doi:
10.1152/ajpcell.2001.280.3.c593
. [PMID: 11171579] - J Wu, W Liu, K Koenig, S Idell, V C Broaddus. Vitronectin adsorption to chrysotile asbestos increases fiber phagocytosis and toxicity for mesothelial cells.
American journal of physiology. Lung cellular and molecular physiology.
2000 Nov; 279(5):L916-23. doi:
10.1152/ajplung.2000.279.5.l916
. [PMID: 11053028] - Y Sun, Y Han, J F Zhao, J Bai, M P Hao, D Y Sun. [The effect of integrin-like proteins on pollen germiantion and tube growth of Nicotiana tabacum].
Shi yan sheng wu xue bao.
2000 Sep; 33(3):255-62. doi:
NULL
. [PMID: 12549044] - J V Jester, J Huang, P A Barry-Lane, W W Kao, W M Petroll, H D Cavanagh. Transforming growth factor(beta)-mediated corneal myofibroblast differentiation requires actin and fibronectin assembly.
Investigative ophthalmology & visual science.
1999 Aug; 40(9):1959-67. doi:
. [PMID: 10440249]
- J Chung, X Q Wang, F P Lindberg, W A Frazier. Thrombospondin-1 acts via IAP/CD47 to synergize with collagen in alpha2beta1-mediated platelet activation.
Blood.
1999 Jul; 94(2):642-8. doi:
NULL
. [PMID: 10397731] - R Berthier, M Jacquier-Sarlin, A Schweitzer, M R Block, A Molla. Adhesion of mature polyploid megakaryocytes to fibronectin is mediated by beta 1 integrins and leads to cell damage.
Experimental cell research.
1998 Jul; 242(1):315-27. doi:
10.1006/excr.1998.4119
. [PMID: 9665829] - M Nakamura, T Chikama, T Nishida. Up-regulation of integrin alpha 5 expression by combination of substance P and insulin-like growth factor-1 in rabbit corneal epithelial cells.
Biochemical and biophysical research communications.
1998 May; 246(3):777-82. doi:
10.1006/bbrc.1998.8704
. [PMID: 9618288] - B Mercer, F Markland, C Minkin. Contortrostatin, a homodimeric snake venom disintegrin, is a potent inhibitor of osteoclast attachment.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research.
1998 Mar; 13(3):409-14. doi:
10.1359/jbmr.1998.13.3.409
. [PMID: 9525341] - K P Yip, D J Marsh. An Arg-Gly-Asp peptide stimulates constriction in rat afferent arteriole.
The American journal of physiology.
1997 11; 273(5):F768-76. doi:
10.1152/ajprenal.1997.273.5.f768
. [PMID: 9374840] - M Gawaz, F J Neumann, T Dickfeld, A Reininger, H Adelsberger, A Gebhardt, A Schömig. Vitronectin receptor (alpha(v)beta3) mediates platelet adhesion to the luminal aspect of endothelial cells: implications for reperfusion in acute myocardial infarction.
Circulation.
1997 Sep; 96(6):1809-18. doi:
10.1161/01.cir.96.6.1809
. [PMID: 9323066] - N Sugano, H Tanaka, K Ito, S Murai. Arg-Gly-Asp(RGD) peptides inhibit Streptococcus mitis to adhere to fibronectin.
The Journal of Nihon University School of Dentistry.
1997 Sep; 39(3):154-5. doi:
10.2334/josnusd1959.39.154
. [PMID: 9354032] - S Tavella, G Bellese, P Castagnola, I Martin, D Piccini, R Doliana, A Colombatti, R Cancedda, C Tacchetti. Regulated expression of fibronectin, laminin and related integrin receptors during the early chondrocyte differentiation.
Journal of cell science.
1997 Sep; 110 ( Pt 18)(?):2261-70. doi:
10.1242/jcs.110.18.2261
. [PMID: 9378775] - Y Q Li, M Kobayashi, Y Kuramitsu, L Yuan, K Matsushita, H Yagita, K Okumura, M Hosokawa. Enhancement of lymphokine-activated killer cell activity by fibronectin.
Journal of immunotherapy (Hagerstown, Md. : 1997).
1997 Mar; 20(2):123-30. doi:
10.1097/00002371-199703000-00004
. [PMID: 9087384] - H Hattori, S Tagawa, H Shibayama, R Inoue, S Katagiri, T Machii, T Kitani. VLA-5 in the plasma cell line, FR4ds, acts as a common regulator of VLA-4 and VLA-6 in spreading induced by fibronectin and laminin.
Cellular immunology.
1996 Nov; 174(1):63-72. doi:
10.1006/cimm.1996.0294
. [PMID: 8929455] - G Gronowicz, M B McCarthy. Response of human osteoblasts to implant materials: integrin-mediated adhesion.
Journal of orthopaedic research : official publication of the Orthopaedic Research Society.
1996 Nov; 14(6):878-87. doi:
10.1002/jor.1100140606
. [PMID: 8982129] - H Akamatsu, K Ichihara-Tanaka, K Ozono, W Kamiike, H Matsuda, K Sekiguchi. Suppression of transformed phenotypes of human fibrosarcoma cells by overexpression of recombinant fibronectin.
Cancer research.
1996 Oct; 56(19):4541-6. doi:
NULL
. [PMID: 8813154] - K Hino, T Maeda, K Sekiguchi, K Shiozawa, H Hirano, E Sakashita, S Shiozawa. Adherence of synovial cells on EDA-containing fibronectin.
Arthritis and rheumatism.
1996 Oct; 39(10):1685-92. doi:
10.1002/art.1780391011
. [PMID: 8843859] - H Mishima, T Hibino, H Hara, T Otori. Entactin modulates the attachment of rabbit corneal epithelial cells.
Current eye research.
1996 Jul; 15(7):733-8. doi:
10.3109/02713689609003456
. [PMID: 8670781] - R C Hicks, J Golledge, R Mir-Hasseine, J T Powell. Vasoactive effects of fibrinogen on saphenous vein.
Nature.
1996 Feb; 379(6568):818-20. doi:
10.1038/379818a0
. [PMID: 8587603] - A M Boylan, D A Sanan, D Sheppard, V C Broaddus. Vitronectin enhances internalization of crocidolite asbestos by rabbit pleural mesothelial cells via the integrin alpha v beta 5.
The Journal of clinical investigation.
1995 Oct; 96(4):1987-2001. doi:
10.1172/jci118246
. [PMID: 7560092] - F D Yelian, Y Yang, J D Hirata, J F Schultz, D R Armant. Molecular interactions between fibronectin and integrins during mouse blastocyst outgrowth.
Molecular reproduction and development.
1995 Aug; 41(4):435-48. doi:
10.1002/mrd.1080410406
. [PMID: 7576611] - H Shibayama, S Tagawa, H Hattori, R Inoue, S Katagiri, T Kitani. Laminin and fibronectin promote the chemotaxis of human malignant plasma cell lines.
Blood.
1995 Jul; 86(2):719-25. doi:
10.1182/blood.v86.2.719.bloodjournal862719
. [PMID: 7606001] - R Salcedo, M Patarroyo. Constitutive alpha V beta 3 integrin-mediated adhesion of human lymphoid B cells to vitronectin substrate.
Cellular immunology.
1995 Feb; 160(2):165-72. doi:
10.1016/0008-8749(95)80023-c
. [PMID: 7536632] - M P Gawaz, G Dobos, M Späth, P Schollmeyer, H J Gurland, S K Mujais. Impaired function of platelet membrane glycoprotein IIb-IIIa in end-stage renal disease.
Journal of the American Society of Nephrology : JASN.
1994 Jul; 5(1):36-46. doi:
10.1681/asn.v5136
. [PMID: 7524718] - Z Xia, M M Frojmovic. Aggregation efficiency of activated normal or fixed platelets in a simple shear field: effect of shear and fibrinogen occupancy.
Biophysical journal.
1994 Jun; 66(6):2190-201. doi:
10.1016/s0006-3495(94)81015-x
. [PMID: 8075353] - J Thyberg, A Hultgårdh-Nilsson. Fibronectin and the basement membrane components laminin and collagen type IV influence the phenotypic properties of subcultured rat aortic smooth muscle cells differently.
Cell and tissue research.
1994 May; 276(2):263-71. doi:
10.1007/bf00306112
. [PMID: 8020062] - K Yamakawa, R Duncan, K A Hruska. An Arg-Gly-Asp peptide stimulates Ca2+ efflux from osteoclast precursors through a novel mechanism.
The American journal of physiology.
1994 Apr; 266(4 Pt 2):F651-7. doi:
10.1152/ajprenal.1994.266.4.f651
. [PMID: 8184899] - H L Goldsmith, M M Frojmovic, S Braovac, F McIntosh, T Wong. Adenosine diphosphate-induced aggregation of human platelets in flow through tubes: III. Shear and extrinsic fibrinogen-dependent effects.
Thrombosis and haemostasis.
1994 Jan; 71(1):78-90. doi:
10.1055/s-0038-1642388
. [PMID: 8165650] - K Miyazaki, T Hamano, M Hayashi. Heat and autoclave resistance of cell-spreading activity of vitronectin.
Biochimica et biophysica acta.
1992 Sep; 1159(2):215-22. doi:
10.1016/0167-4838(92)90028-c
. [PMID: 1382615] - D H Beezhold, C Personius. Fibronectin fragments stimulate tumor necrosis factor secretion by human monocytes.
Journal of leukocyte biology.
1992 Jan; 51(1):59-64. doi:
10.1002/jlb.51.1.59
. [PMID: 1740645] - H Hörmann, V Jelinić, H Richter. Cell-binding and internalization of soluble fibrin by platelets.
Blood coagulation & fibrinolysis : an international journal in haemostasis and thrombosis.
1990 Oct; 1(4-5):547-9. doi:
10.1097/00001721-199010000-00036
. [PMID: 2133233] - J M Edmondson, R J Klebe, G Zardeneta, S T Weintraub, P Kanda. Methods for solid phase peptide synthesis which employ a minimum of instrumentation.
BioTechniques.
1988 Oct; 6(9):868-72, 875. doi:
"
. [PMID: 3273197]