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Chemical Compound Review

SureCN14867     4-ethenylpyridine

Synonyms: V3204_ALDRICH, CPD-5542, ACMC-1BUZS, CCRIS 5240, AG-D-05526, ...
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Disease relevance of gamma-Vinylpyridine


High impact information on gamma-Vinylpyridine

  • This Account describes the ability of amphiphilic polymers (e.g., EO/PO/EO block copolymers) and polycations [e.g., quaternized poly(4-vinylpyridine)] to accelerate translocation from the inside leaflet to the outside leaflet ("flip-flop") within vesicle bilayer membranes [3].
  • A stable subunit of Maackia amurensis leukoagglutinin (MMAL) was prepared by the selective reduction of disulfide bridges between the subunits followed by alkylation with 4-vinylpyridine [4].
  • These results show that 4-vinylpyridine is an excellent reagent for the analysis of cysteinyl-containing peptides and support our analyses of the roles of cysteinyl residues in the gamma subunit in ATP synthesis and hydrolysis [5].
  • Lipophilin was reduced and alkylated with 4-vinylpyridine at 10 of its cysteinyl residues [6].
  • Nanotubes of poly(4-vinylpyridine) (PVP) and poly(acrylic acid) (PAA) were fabricated by hydrogen bonding based on layer-by-layer (LbL) assembly [7].

Biological context of gamma-Vinylpyridine


Anatomical context of gamma-Vinylpyridine


Associations of gamma-Vinylpyridine with other chemical compounds


Gene context of gamma-Vinylpyridine

  • A molecularly imprinted polymer (MIP) was prepared using (E)-piceatannol, a natural potential anti-epidermal growth factor receptor (EGFR) inhibitor, as the template and 4-vinylpyridine as the functional monomer [15].
  • The biosensor was fabricated by simply syringing an aqueous solution of tyrosinase/PVAVP (PVAVP: copolymer of poly(vinyl alcohol) grafting with 4-vinylpyridine) onto glassy carbon electrode surface followed by drying the modified electrode at +4 degrees C in a refrigerator [16].
  • Multilayers were composed of poly(methacrylic acid), PMAA, and poly(ethylene oxide), PEO (hydrogen-bonded multilayers), or of PMAA and 22% quarternized copolymer of N-ethyl-4-vinylpyridium bromide and 4-vinylpyridine, Q22 (electrostatically stabilized multilayers) [17].
  • Using a method involving cysteine modification by 4-vinylpyridine (4-VP), 2-DE and HPLC, these peaks were identified by mass spectrometry as serum amyloid A1 (11.68 kDa) and its N-terminal arginine-truncated form (11.52 kDa) [18].

Analytical, diagnostic and therapeutic context of gamma-Vinylpyridine

  • Although reductive alkylation with 4-vinylpyridine allowed direct observation of the intact beta-subunit of hCG by HPLC/MS due to the increase in charge, the heterogeneity of the carbohydrate fractions resulted in poor detection limits and extremely complex spectra [19].
  • Enzyme immobilization into a positively charged polymer, poly(4-vinylpyridine-co-styrene) (PVPy), seems to cause an increase in cyanide inhibition effects because of anion accumulation in the polymeric matrix, and the resulting sensor can measure cyanide concentration in the range 10(-7)-10(-5) M [20].
  • Trapping of soluble Pd with poly(4-vinylpyridine), hot filtration tests during the batchwise Heck reaction, and reaction tests of effluents from a fixed bed continuous reactor support the conclusion that leached Pd is the active phase in the Heck reaction for all of the catalysts tested [21].


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  2. 4-Vinylpyridine-induced dermatitis in a laboratory worker. Bergendorff, O., Wallengren, J. Contact Derm. (1999) [Pubmed]
  3. Polymer-induced flip-flop in biomembranes. Yaroslavov, A.A., Melik-Nubarov, N.S., Menger, F.M. Acc. Chem. Res. (2006) [Pubmed]
  4. Monomeric, monovalent derivative of Maackia amurensis leukoagglutinin. Preparation and application to the study of cell surface glycoconjugates by flow cytometry. Kaku, H., Mori, Y., Goldstein, I.J., Shibuya, N. J. Biol. Chem. (1993) [Pubmed]
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  6. Nature of the cysteinyl residues in lipophilin from human myelin. Cockle, S.A., Epand, R.M., Stollery, J.G., Moscarello, M.A. J. Biol. Chem. (1980) [Pubmed]
  7. Assembly of nanotubes of poly(4-vinylpyridine) and poly(acrylic acid) through hydrogen bonding. Tian, Y., He, Q., Cui, Y., Tao, C., Li, J. Chemistry (Weinheim an der Bergstrasse, Germany) (2006) [Pubmed]
  8. Enhanced collective electron transport by CdSe quantum dots confined in the poly(4-vinylpyridine) nanodomains of a poly(styrene-b-4-vinylpyridine) diblock copolymer thin film. Li, C.P., Wei, K.H., Huang, J.Y. Angew. Chem. Int. Ed. Engl. (2006) [Pubmed]
  9. Multilayer assembly of calf thymus DNA and poly(4-vinylpyridine) derivative bearing [Os(bpy)(2)Cl](2+): redox behavior within DNA film. Liu, A., Anzai, J., Wang, J. Bioelectrochemistry (Amsterdam, Netherlands) (2005) [Pubmed]
  10. Human glutathione S-transferase A2 polymorphisms: variant expression, distribution in prostate cancer cases/controls and a novel form. Ning, B., Wang, C., Morel, F., Nowell, S., Ratnasinghe, D.L., Carter, W., Kadlubar, F.F., Coles, B. Pharmacogenetics (2004) [Pubmed]
  11. Measurement of homocysteine concentrations and stable isotope tracer enrichments in human plasma. MacCoss, M.J., Fukagawa, N.K., Matthews, D.E. Anal. Chem. (1999) [Pubmed]
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  14. Aggregation in nanobundles and the effect of diverse environments on the solution-phase photochemistry and photophysics of -Re(CO)3L+ (L = 1,10-phenanthroline, 2,2'-bipyridine) pendants bonded to poly(4-vinylpyridine). Wolcan, E., Feliz, M.R., Alessandrini, J.L., Ferraudi, G. Inorganic chemistry. (2006) [Pubmed]
  15. Application of a molecularly imprinted polymer for the effective recognition of different anti-epidermal growth factor receptor inhibitors. Zhu, L., Chen, L., Xu, X. Anal. Chem. (2003) [Pubmed]
  16. Amperometric quantification of polar organic solvents based on a tyrosinase biosensor. Zhang, J., Wang, B., Xu, B., Cheng, G., Dong, S. Anal. Chem. (2000) [Pubmed]
  17. Release of a dye from hydrogen-bonded and electrostatically assembled polymer films triggered by adsorption of a polyelectrolyte. Kharlampieva, E., Sukhishvili, S.A. Langmuir : the ACS journal of surfaces and colloids. (2004) [Pubmed]
  18. Ovarian cancer marker of 11.7 kDa detected by proteomics is a serum amyloid A1. Moshkovskii, S.A., Serebryakova, M.V., Kuteykin-Teplyakov, K.B., Tikhonova, O.V., Goufman, E.I., Zgoda, V.G., Taranets, I.N., Makarov, O.V., Archakov, A.I. Proteomics (2005) [Pubmed]
  19. Mass spectrometric characterization of the beta-subunit of human chorionic gonadotropin. Liu, C., Bowers, L.D. Journal of mass spectrometry : JMS. (1997) [Pubmed]
  20. Cyanide determination by an ISFET-based peroxidase biosensor. Volotovsky, V., Kim, N. Biosensors & bioelectronics. (1998) [Pubmed]
  21. Investigation of Pd leaching from supported Pd catalysts during the Heck reaction. Ji, Y., Jain, S., Davis, R.J. The journal of physical chemistry. B, Condensed matter, materials, surfaces, interfaces & biophysical. (2005) [Pubmed]
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