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Chemical Compound Review

suberate     octanedioate

Synonyms: AC1NRVVS, AG-G-06766, CHEBI:76282, CHEBI:606578, C8-DCA(2-), ...
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Disease relevance of octanedioic acid

  • When 100-120 micrograms of disuccinimidyl suberate was used in the 18F-labeled acylation agent synthesis, the binding of 18F-labeled Mel-14 F(ab')2 to glioma homogenates was comparable to that of the radioiodinated fragment [1].
  • Recombinant human 125I-interleukin-6 (IL-6) was cross-linked with the homobifunctional reagent disuccinimidyl suberate to human hepatoma cells (HepG2) [2].
  • In erythroleukemia cells infected with the polycythemia strain of the Friend virus complex, erythropoietin could be cross-linked mainly to a protein of 63 kDa when using disuccinimidyl suberate [3].
  • Intestinal brush border membranes from 1-day-old and 4-week-old (day of weaning) pigs were affinity labeled with an Escherichia coli heat-stable enterotoxin (STa) by cross-linking 125I-STa to receptor proteins with disuccinimidyl suberate [4].
  • Lactogenic receptors were analysed with the use of the cross-linking agent disuccinimidyl suberate to attach covalently 125I-labelled ovine prolactin or human growth hormone to binding sites from (1) liver from pregnant rats and (2) the rat-derived Nb2 lymphoma cell line [5].
 

High impact information on octanedioic acid

  • Treatment of surface-bound radiolabeled PSTI with a chemical crosslinker (disuccinimidyl suberate) led to the identification of a membrane polypeptide of Mr 140,000 to which PSTI was crosslinked [6].
  • Chemical cross-linking of 125I-labeled salmon calcitonin to osteoclasts using disuccinimidyl suberate resulted in identification of a receptor component with a relative molecular weight of 80,000-90,000 [7].
  • By using disuccinimidyl suberate, we have covalently cross-linked 125I-labeled somatomedin-C (Sm-C)/insulinlike growth factor I to specific binding proteins in human plasma [8].
  • The insulin-binding sites of liver membranes were affinity-labeled with 125I-insulin and the cross-linking reagent, disuccinimidyl suberate [9].
  • We have previously shown that the cholecystokinin (CCK)-binding proteins in rat pancreatic plasma membranes consist of a major Mr 85,000 and minor Mr 55,000 and Mr 130,000 species as revealed by affinity labeling with 125I-CCK-33 using the cross-linker, disuccinimidyl suberate [10].
 

Chemical compound and disease context of octanedioic acid

 

Biological context of octanedioic acid

 

Anatomical context of octanedioic acid

  • To define the molecular properties of the CCK-binding site, we incubated rat pancreatic plasma membranes with 125-I-CCK-33 for 15 min at 23 degrees C followed by washing and cross-linking with disuccinimidyl suberate [17].
  • We visualized the insulin binding structure of coated vesicles by cross-linking 125I-insulin to detergent-solubilized coated vesicles using the bifunctional reagent disuccinimidyl suberate followed by electrophoresis and autoradiography [18].
  • The present study examines the subunit structure of this receptor by covalently crosslinking two 125I-labeled IGFs, IGF-I and multiplication-stimulating activity (MSA), to chicken embryo fibroblasts by using disuccinimidyl suberate [19].
  • In addition, disuccinimidyl suberate was found to chemically cross-link 125I-activin A to cell surface binding proteins (45 to 54 Kd) in both purified erythroid progenitors and K562 cells [20].
  • By affinity cross-linking using disuccinimidyl suberate, we have covalently cross-linked radiolabeled somatomedin-C/insulin-like growth factor I (Sm-C/IGF I), insulin-like growth factor II (IGF II) and insulin to BPs in conditioned medium (CM) from cultured astroglial cells derived from cerebral cortices of neonatal rats [21].
 

Associations of octanedioic acid with other chemical compounds

 

Gene context of octanedioic acid

  • Further supporting evidence came from cross-linking experiments on intact cells with the covalent cross-linking agent disuccinimidyl suberate and 125I-labeled aFGF as a specific probe [27].
  • A human plasma CRH-binding protein (CRH-BP) was identified and characterized by chemical cross-linking of 125I-Tyr-hCRH to human plasma using disuccinimidyl suberate [28].
  • The results of experiments cross-linking 125I-labeled amylin to RAMP 1/hCTR-transfected cells with bis succidimidyl suberate were suggestive of a cell-surface association of RAMP 1 and the receptors [29].
  • Affinity cross-linking using disuccinimidyl suberate followed by electrophoretic analysis of ligand-receptor complexes characterized the molecular size of PYY and NPY receptors [30].
  • Cross-linking experiments with disuccinimidyl suberate demonstrated the presence of two TGF beta receptor subtypes, a predominant 85 kDa form and a minor 65 kDa form [31].
 

Analytical, diagnostic and therapeutic context of octanedioic acid

  • Disuccinimidyl suberate cross-linked the two polypeptides to a new Mr of 120,000-135,000 by SDS-PAGE [32].
  • Analytical gel filtration, cross-linking of MutS protein with disuccinimidyl suberate, light scattering, and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry establish that the Taq protein is largely a dimer in free solution [33].
  • Addition of antiphosphotyrosine antibodies (alpha PTyr Abs) to cell lysates from B6SUtA1 cells, to which 125I-mIL-3 had been disuccinimidyl suberate-cross-linked, resulted in the immunoprecipitation of 125I-mIL-3 complexed to both 70- and 140-kDa proteins [34].
  • Cross-linking studies with purified 125I-LF-L and RAGE, in the presence of disuccinimidyl suberate, showed a new, slowly migrating band, corresponding to a complex of RAGE and LF-L, and cross-linking on mouse aortic endothelial cells showed two new slowly migrating bands on immunoblotting visualized with both anti-RAGE IgG and anti-LF-L IgG [35].
  • When the plasma membranes were preincubated with the cross-linker agent dissuccinimidyl suberate, Western blot analysis revealed the presence of a TNF-binding protein with a Mr of approximately 102 kDa [36].

References

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  3. Multimeric structure of the membrane erythropoietin receptor of murine erythroleukemia cells (Friend cells). Cross-linking of erythropoietin with the spleen focus-forming virus envelope protein. Casadevall, N., Lacombe, C., Muller, O., Gisselbrecht, S., Mayeux, P. J. Biol. Chem. (1991) [Pubmed]
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  5. A comparison of lactogenic receptors from rat liver and Nb2 rat lymphoma cells by using cross-linking techniques. Webb, C.F., Wallis, M. Biochem. J. (1988) [Pubmed]
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  7. Abundant calcitonin receptors in isolated rat osteoclasts. Biochemical and autoradiographic characterization. Nicholson, G.C., Moseley, J.M., Sexton, P.M., Mendelsohn, F.A., Martin, T.J. J. Clin. Invest. (1986) [Pubmed]
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  9. Studies of liver insulin receptors in non-obese and obese human subjects. Arner, P., Einarsson, K., Backman, L., Nilsell, K., Lerea, K.M., Livingston, J.N. J. Clin. Invest. (1983) [Pubmed]
  10. Analysis of cholecystokinin-binding proteins using endo-beta-N-acetylglucosaminidase F. Rosenzweig, S.A., Madison, L.D., Jamieson, J.D. J. Cell Biol. (1984) [Pubmed]
  11. Effects of salicylate on hepatocyte lactate metabolism. Rognstad, R. Biomed. Biochim. Acta (1991) [Pubmed]
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  13. Dimerization of B-type platelet-derived growth factor receptors occurs after ligand binding and is closely associated with receptor kinase activation. Heldin, C.H., Ernlund, A., Rorsman, C., Rönnstrand, L. J. Biol. Chem. (1989) [Pubmed]
  14. Physical associations between CD45 and CD4 or CD8 occur as late activation events in antigen receptor-stimulated human T cells. Mittler, R.S., Rankin, B.M., Kiener, P.A. J. Immunol. (1991) [Pubmed]
  15. Identification of a protein in adrenal particulates that binds adrenocorticotropin specifically and with high affinity. Hofmann, K., Stehle, C.J., Finn, F.M. Endocrinology (1988) [Pubmed]
  16. Rapid activation-independent shedding of leukocyte L-selectin induced by cross-linking of the surface antigen. Palecanda, A., Walcheck, B., Bishop, D.K., Jutila, M.A. Eur. J. Immunol. (1992) [Pubmed]
  17. Identification and localization of cholecystokinin-binding sites on rat pancreatic plasma membranes and acinar cells: a biochemical and autoradiographic study. Rosenzweig, S.A., Miller, L.J., Jamieson, J.D. J. Cell Biol. (1983) [Pubmed]
  18. Coated vesicles participate in the receptor-mediated endocytosis of insulin. Pilch, P.F., Shia, M.A., Benson, R.J., Fine, R.E. J. Cell Biol. (1983) [Pubmed]
  19. Structure of the insulin-like growth factor receptor in chicken embryo fibroblasts. Kasuga, M., Van Obberghen, E., Nissley, S.P., Rechler, M.M. Proc. Natl. Acad. Sci. U.S.A. (1982) [Pubmed]
  20. Effect of activin A on globin gene expression in purified human erythroid progenitors. Shao, L., Frigon, N.L., Young, A.L., Yu, A.L., Mathews, L.S., Vaughan, J., Vale, W., Yu, J. Blood (1992) [Pubmed]
  21. Rat astroglial somatomedin/insulin-like growth factor binding proteins: characterization and evidence of biologic function. Han, V.K., Lauder, J.M., D'Ercole, A.J. J. Neurosci. (1988) [Pubmed]
  22. The gene for the human immune interferon receptor is located on chromosome 6. Rashidbaigi, A., Langer, J.A., Jung, V., Jones, C., Morse, H.G., Tischfield, J.A., Trill, J.J., Kung, H.F., Pestka, S. Proc. Natl. Acad. Sci. U.S.A. (1986) [Pubmed]
  23. Affinity labeling of a transforming growth factor receptor that does not interact with epidermal growth factor. Massague, J., Czech, M.P., Iwata, K., DeLarco, J.E., Todaro, G.J. Proc. Natl. Acad. Sci. U.S.A. (1982) [Pubmed]
  24. Identification of insulin receptors on the mucosal surface of colon epithelial cells. Pillion, D.J., Ganapathy, V., Leibach, F.H. J. Biol. Chem. (1985) [Pubmed]
  25. Structure of the ovarian lactogen receptors. Analysis with bifunctional cross-linking reagents. Bonifacino, J.S., Dufau, M.L. J. Biol. Chem. (1984) [Pubmed]
  26. Affinity labeling of the sialoglycopeptide antimitogen receptor. Sharifi, B.G., Johnson, T.C. J. Biol. Chem. (1987) [Pubmed]
  27. Receptor for acidic fibroblast growth factor is related to the tyrosine kinase encoded by the fms-like gene (FLG). Ruta, M., Burgess, W., Givol, D., Epstein, J., Neiger, N., Kaplow, J., Crumley, G., Dionne, C., Jaye, M., Schlessinger, J. Proc. Natl. Acad. Sci. U.S.A. (1989) [Pubmed]
  28. Characterization of corticotropin-releasing hormone binding protein in human plasma by chemical cross-linking and its binding during pregnancy. Suda, T., Iwashita, M., Tozawa, F., Ushiyama, T., Tomori, N., Sumitomo, T., Nakagami, Y., Demura, H., Shizume, K. J. Clin. Endocrinol. Metab. (1988) [Pubmed]
  29. Multiple amylin receptors arise from receptor activity-modifying protein interaction with the calcitonin receptor gene product. Christopoulos, G., Perry, K.J., Morfis, M., Tilakaratne, N., Gao, Y., Fraser, N.J., Main, M.J., Foord, S.M., Sexton, P.M. Mol. Pharmacol. (1999) [Pubmed]
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  31. Basic FGF treatment of endothelial cells down-regulates the 85-KDa TGF beta receptor subtype and decreases the growth inhibitory response to TGF-beta 1. Fafeur, V., Terman, B.I., Blum, J., Böhlen, P. Growth Factors (1990) [Pubmed]
  32. Purified cytochrome b from human granulocyte plasma membrane is comprised of two polypeptides with relative molecular weights of 91,000 and 22,000. Parkos, C.A., Allen, R.A., Cochrane, C.G., Jesaitis, A.J. J. Clin. Invest. (1987) [Pubmed]
  33. Oligomerization of a MutS mismatch repair protein from Thermus aquaticus. Biswas, I., Ban, C., Fleming, K.G., Qin, J., Lary, J.W., Yphantis, D.A., Yang, W., Hsieh, P. J. Biol. Chem. (1999) [Pubmed]
  34. Interleukin-3 stimulates the tyrosine phosphorylation of the 140-kilodalton interleukin-3 receptor. Sorensen, P., Mui, A.L., Krystal, G. J. Biol. Chem. (1989) [Pubmed]
  35. The endothelial cell binding site for advanced glycation end products consists of a complex: an integral membrane protein and a lactoferrin-like polypeptide. Schmidt, A.M., Mora, R., Cao, R., Yan, S.D., Brett, J., Ramakrishnan, R., Tsang, T.C., Simionescu, M., Stern, D. J. Biol. Chem. (1994) [Pubmed]
  36. Plasma membrane-associated tumor necrosis factor. A non-integral membrane protein possibly bound to its own receptor. Bakouche, O., Ichinose, Y., Heicappell, R., Fidler, I.J., Lachman, L.B. J. Immunol. (1988) [Pubmed]
 
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