5-Iodoacetamidofluorescein (BioDeep_00000174724)

   

human metabolite blood metabolite


代谢物信息卡片


N-{3,6-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9-xanthene]-5-yl}-2-iodoacetamide

化学式: C22H14INO6 (514.9866)
中文名称: 5-碘乙酰氨基荧光素(5-IAF)
谱图信息: 最多检出来源 Homo sapiens(blood) 100%

分子结构信息

SMILES: C1=CC2=C(C=C1NC(=O)CI)C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O
InChI: InChI=1S/C22H14INO6/c23-10-20(27)24-11-1-4-15-14(7-11)21(28)30-22(15)16-5-2-12(25)8-18(16)29-19-9-13(26)3-6-17(19)22/h1-9,25-26H,10H2,(H,24,27)



数据库引用编号

4 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)

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。

亚细胞结构定位 关联基因列表


文献列表

  • Salvatore Sotgia, Elisabetta Pisanu, Gianfranco Pintus, Gian Luca Erre, Gerard Aime Pinna, Luca Deiana, Ciriaco Carru, Angelo Zinellu. Plasma L-ergothioneine measurement by high-performance liquid chromatography and capillary electrophoresis after a pre-column derivatization with 5-iodoacetamidofluorescein (5-IAF) and fluorescence detection. PloS one. 2013; 8(7):e70374. doi: 10.1371/journal.pone.0070374. [PMID: 23922985]
  • Jana Pytelková, Martin Lepšík, Miloslav Sanda, Pavel Talacko, Lucie Marešová, Michael Mareš. Enzymatic activity and immunoreactivity of Aca s 4, an alpha-amylase allergen from the storage mite Acarus siro. BMC biochemistry. 2012 Jan; 13(?):3. doi: 10.1186/1471-2091-13-3. [PMID: 22292590]
  • Hai Wang, Shengbing Wang, Yuqing Lu, Sophie Alvarez, Leslie M Hicks, Xiaochun Ge, Yiji Xia. Proteomic analysis of early-responsive redox-sensitive proteins in Arabidopsis. Journal of proteome research. 2012 Jan; 11(1):412-24. doi: 10.1021/pr200918f. [PMID: 22050424]
  • Angelo Zinellu, Antonio Lepedda, Salvatore Sotgia, Elisabetta Zinellu, Giommaria Marongiu, Maria Franca Usai, Leonardo Gaspa, Pierina De Muro, Marilena Formato, Luca Deiana, Ciriaco Carru. Albumin-bound low molecular weight thiols analysis in plasma and carotid plaques by CE. Journal of separation science. 2010 Jan; 33(1):126-31. doi: 10.1002/jssc.200900582. [PMID: 19950356]
  • Yatao Du, Yunfei Wu, Xueli Cao, Wei Cui, Huihui Zhang, Weixi Tian, Mingjuan Ji, Arne Holmgren, Liangwei Zhong. Inhibition of mammalian thioredoxin reductase by black tea and its constituents: implications for anticancer actions. Biochimie. 2009 Mar; 91(3):434-44. doi: 10.1016/j.biochi.2008.11.005. [PMID: 19059456]
  • Christina Smith, Donald F Gibson, Jonathan F Tait. Transmembrane voltage regulates binding of annexin V and lactadherin to cells with exposed phosphatidylserine. BMC biochemistry. 2009 Feb; 10(?):5. doi: 10.1186/1471-2091-10-5. [PMID: 19222854]
  • Fiona A Summers, Philip E Morgan, Michael J Davies, Clare L Hawkins. Identification of plasma proteins that are susceptible to thiol oxidation by hypochlorous acid and N-chloramines. Chemical research in toxicology. 2008 Sep; 21(9):1832-40. doi: 10.1021/tx8001719. [PMID: 18698849]
  • Shu-Hui Chen, Jue-Liang Hsu, Fong-Sian Lin. Fluorescein as a versatile tag for enhanced selectivity in analyzing cysteine-containing proteins/peptides using mass spectrometry. Analytical chemistry. 2008 Jul; 80(13):5251-9. doi: 10.1021/ac800436j. [PMID: 18512949]
  • A Zinellu, A Pinna, E Zinellu, S Sotgia, L Deiana, C Carru. High-throughput capillary electrophoresis method for plasma cysteinylglycine measurement: evidences for a clinical application. Amino acids. 2008 Jan; 34(1):69-74. doi: 10.1007/s00726-007-0590-4. [PMID: 17704893]
  • Angelo Zinellu, Salvatore Sotgia, Elisabetta Zinellu, Marilena Formato, Salvatorica Manca, Stefania Magliona, Renzo Ginanneschi, Luca Deiana, Ciriaco Carru. Distribution of low-density lipoprotein-bound low-molecular-weight thiols: a new analytical approach. Electrophoresis. 2006 Jul; 27(13):2575-81. doi: 10.1002/elps.200500762. [PMID: 16817161]
  • Tomás Pérez-Ruiz, Carmen Martínez-Lozano, Raquel Galera. Development and validation of a capillary electrophoresis method with laser-induced fluorescence detection for the determination of captopril in human urine and pharmaceutical preparations. Electrophoresis. 2006 Jun; 27(12):2310-6. doi: 10.1002/elps.200500861. [PMID: 16718646]
  • Tomás Pérez-Ruiz, Carmen Martínez-Lozano, Antonio Sanz, Raquel Galera. An ultrasensitive method for the determination of thiouracil and phenylthiouracil using capillary zone electrophoresis and laser-induced fluorescence detection. Electrophoresis. 2005 Jun; 26(12):2384-90. doi: 10.1002/elps.200410252. [PMID: 15895465]
  • Kip M Connor, Sita Subbaram, Kevin J Regan, Kristin K Nelson, Joseph E Mazurkiewicz, Peter J Bartholomew, Andrew E Aplin, Yu-Tzu Tai, Julio Aguirre-Ghiso, Sonia C Flores, J Andres Melendez. Mitochondrial H2O2 regulates the angiogenic phenotype via PTEN oxidation. The Journal of biological chemistry. 2005 Apr; 280(17):16916-24. doi: 10.1074/jbc.m410690200. [PMID: 15701646]
  • Angelo Zinellu, Salvatore Sotgia, Anna M Posadino, Valeria Pasciu, Maria G Perino, Bruna Tadolini, Luca Deiana, Ciriaco Carru. Highly sensitive simultaneous detection of cultured cellular thiols by laser induced fluorescence-capillary electrophoresis. Electrophoresis. 2005 Mar; 26(6):1063-70. doi: 10.1002/elps.200406191. [PMID: 15706569]
  • Paul Curnow, Harry Mellor, David J Stephens, Mark Lorch, Paula J Booth. Translocation of the cell-penetrating Tat peptide across artificial bilayers and into living cells. Biochemical Society symposium. 2005; ?(72):199-209. doi: 10.1042/bss0720199. [PMID: 15649143]
  • Michael Richter, Jens Daufenbach, Stefanie Drebing, Verena Vucetic, Duc Tung Nguyen. Light-induced proton slip and proton leak at the thylakoid membrane. Journal of plant physiology. 2004 Dec; 161(12):1325-37. doi: 10.1016/j.jplph.2004.03.007. [PMID: 15658803]
  • Angelo Zinellu, Ciriaco Carru, Salvatore Sotgia, Luca Deiana. Plasma D-penicillamine redox state evaluation by capillary electrophoresis with laser-induced fluorescence. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2004 Apr; 803(2):299-304. doi: 10.1016/j.jchromb.2004.01.002. [PMID: 15063339]
  • Ciriaco Carru, Luca Deiana, Salvatore Sotgia, Giovanni Mario Pes, Angelo Zinellu. Plasma thiols redox status by laser-induced fluorescence capillary electrophoresis. Electrophoresis. 2004 Mar; 25(6):882-9. doi: 10.1002/elps.200305768. [PMID: 15004850]
  • Angelo Zinellu, Ciriaco Carru, Franca Galistu, Maria Franca Usai, Giovanni Mario Pes, Giovannella Baggio, Giorgio Federici, Luca Deiana. N-methyl-D-glucamine improves the laser-induced fluorescence capillary electrophoresis performance in the total plasma thiols measurement. Electrophoresis. 2003 Aug; 24(16):2796-804. doi: 10.1002/elps.200305570. [PMID: 12929176]
  • John T Elliott, Alessandro Tona, Anne L Plant. Comparison of reagents for shape analysis of fixed cells by automated fluorescence microscopy. Cytometry. Part A : the journal of the International Society for Analytical Cytology. 2003 Apr; 52(2):90-100. doi: 10.1002/cyto.a.10025. [PMID: 12655652]
  • R J Clarke, D J Kane, H J Apell, M Roudna, E Bamberg. Kinetics of Na(+)-dependent conformational changes of rabbit kidney Na+,K(+)-ATPase. Biophysical journal. 1998 Sep; 75(3):1340-53. doi: 10.1016/s0006-3495(98)74052-4. [PMID: 9726935]
  • M R Player, W Xiao, H Cramer, P F Torrence. Methods for the characterization of phosphatase-stabilized 2-5A-antisense chimeras. Bioconjugate chemistry. 1998 Jan; 9(1):137-42. doi: 10.1021/bc970157p. [PMID: 9460557]
  • E H Hellen, P R Pratap. Nucleotide binding to IAF-labelled Na+/K(+)-ATPase measured by steady state fluorescence quenching by TNP-ADP. Biophysical chemistry. 1997 Dec; 69(2-3):107-24. doi: 10.1016/s0301-4622(97)80551-0. [PMID: 9474751]
  • P R Pratap, E H Hellen, A Palit, J D Robinson. Transient kinetics of substrate binding to Na+/K(+)-ATPase measured by fluorescence quenching. Biophysical chemistry. 1997 Dec; 69(2-3):137-51. doi: 10.1016/s0301-4622(97)00083-5. [PMID: 9474752]
  • E H Hellen, P R Pratap. Fluorescence quenching of IAF-Na+/K(+)-ATPase via energy transfer to TNP-labeled nucleotide. Annals of the New York Academy of Sciences. 1997 Nov; 834(?):439-41. doi: 10.1111/j.1749-6632.1997.tb52293.x. [PMID: 9405839]
  • P R Pratap, E H Hellen, A Palit. Binding of TNP-ATP to IAF-labeled Na+/K(+)-ATPase as examined by fluorescence quenching. Annals of the New York Academy of Sciences. 1997 Nov; 834(?):445-8. doi: 10.1111/j.1749-6632.1997.tb52295.x. [PMID: 9405840]
  • S H Lin, L D Faller. Estimation of the distance change between cysteine-457 and the nucleotide binding site when sodium pump changes conformation from E1 to E2 by fluorescence energy transfer measurements. Biochemistry. 1996 Jun; 35(25):8419-28. doi: 10.1021/bi960407+. [PMID: 8679600]
  • S Heyse, I Wuddel, H J Apell, W Stürmer. Partial reactions of the Na,K-ATPase: determination of rate constants. The Journal of general physiology. 1994 Aug; 104(2):197-240. doi: 10.1085/jgp.104.2.197. [PMID: 7807047]
  • M Steinberg, S J Karlish. Studies on conformational changes in Na,K-ATPase labeled with 5-iodoacetamidofluorescein. The Journal of biological chemistry. 1989 Feb; 264(5):2726-34. doi: NULL. [PMID: 2536722]
  • P A Tyson, M Steinberg, E T Wallick, T L Kirley. Identification of the 5-iodoacetamidofluorescein reporter site on the Na,K-ATPase. The Journal of biological chemistry. 1989 Jan; 264(2):726-34. doi: NULL. [PMID: 2536022]
  • P A Fortes, R Aguilar. Distances between 5-iodoacetamidofluorescein and the ATP and ouabain sites of (Na,K)-ATPase determined by fluorescence energy transfer. Progress in clinical and biological research. 1988; 268A(?):197-204. doi: NULL. [PMID: 2843862]
  • I M Glynn, Y Hara, D E Richards, M Steinberg. Comparison of rates of cation release and of conformational change in dog kidney Na, K-ATPase. The Journal of physiology. 1987 Feb; 383(?):477-85. doi: 10.1113/jphysiol.1987.sp016422. [PMID: 2443654]
  • J J Gorman. Fluorescent labeling of cysteinyl residues to facilitate electrophoretic isolation of proteins suitable for amino-terminal sequence analysis. Analytical biochemistry. 1987 Feb; 160(2):376-87. doi: 10.1016/0003-2697(87)90064-9. [PMID: 3578767]
  • J G Kapakos, M Steinberg. Ligand binding to (Na,K)-ATPase labeled with 5-iodoacetamidofluorescein. The Journal of biological chemistry. 1986 Feb; 261(5):2084-9. doi: NULL. [PMID: 3003093]
  • J Kukulies, W Stockem, F Achenbach. Distribution and dynamics of fluorochromed actin in living stages of Physarum polycephalum. European journal of cell biology. 1984 Nov; 35(2):235-45. doi: NULL. [PMID: 6440786]
  • P E Bock, J D Shore. Protein-protein interactions in contact activation of blood coagulation. Characterization of fluorescein-labeled human high molecular weight kininogen-light chain as a probe. The Journal of biological chemistry. 1983 Dec; 258(24):15079-86. doi: 10.1016/s0021-9258(17)43773-2. [PMID: 6558074]
  • J G Kapakos, M Steinberg. Fluorescent labeling of (Na+ + K+)-ATPase by 5-iodoacetamidofluorescein. Biochimica et biophysica acta. 1982 Dec; 693(2):493-6. doi: 10.1016/0005-2736(82)90458-8. [PMID: 6297560]