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Chemical Compound Review:

enamines ethenamine

Synonyms: Ethenamine, VINYLAMINE, Aminoethylene, Ethyleneamine, AGN-PC-0D2SRP, ...

Yang, W. et al., Park, H.S. et al., Kishida, A. et al., Kleimann, J. et al., Shiiba, T. et al., et al.

Park, Kim, Park, Yang, Lu, Lu, Zhong, Sun, Thomas, Wilkinson, Fucini, Lam, Randal, Shi, Jacobs, McDowell, Gordon, Ballinger, Sakuma, Sudo, Suzuki, Kikuchi, Akashi, Ishida, Hayashi,

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High impact information on ethenamine

A series of novel beta-site amyloid precursor protein cleaving enzyme (BACE-1) inhibitors containing an aminoethylene (AE) tetrahedral intermediate isostere were synthesized and evaluated in comparison to corresponding hydroxyethylene (HE) compounds [1].
Enzymatic inhibitory values were similar for both isosteres, as were structure-activity relationships with respect to stereochemical preference and substituent variation (P2/P3, P1, and P2'); however, the AE compounds were markedly more potent in a cell-based assay for reduction of beta-secretase activity [1].
The adsorption of poly(vinylamine) (PVA) on poly(styrene sulfate) latex particles is studied, and its consequences on the charging behavior and suspension stability are investigated [2].
Nanoparticles with poly(N-isopropylacrylamide) or poly(vinylamine) on their surfaces did not cause any damage to the intestinal mucosa [3].
We report here that phosphorylation of p47(phox) with protein kinase C induces conformational changes, as reflected by a fluorescence change of N, N'-di-methyl-N(iodoacetyl)-N'-(7-nitrobenz-2-oxa-1,3-diazol-4-yl) ethyleneamine (IANBD)-labeled p47(phox) [4].

Biological context of ethenamine

Extensive (greater than 80%) acetylation of poly(vinylamine) was tolerated without loss of activity, indicating that a uniform high density of charges is not required [5].
Adsorptive pinocytosis of polycationic copolymers of vinylpyrrolidone with vinylamine by rat yolk sac and rat peritoneal macrophage [6].

Associations of ethenamine with other chemical compounds

As the substrates of immobilization, poly(acrylic acid) surface grafted poly(ethylene) (PAAc-g-PE) film, poly(vinylamine) surface grafted poly(ethylene) film, and PAAc surface grafted nylon were used [7].
The catalytic activity of the copolymer surpasses the value of poly(vinylamine), indicating a significant role of the adenine residue in the copolymer for the effective catalysis [8].

Gene context of ethenamine

The AE isostere class represents a promising advance in the development of BACE-1 inhibitors [1].

References

Aminoethylenes: a tetrahedral intermediate isostere yielding potent inhibitors of the aspartyl protease BACE-1. Yang, W., Lu, W., Lu, Y., Zhong, M., Sun, J., Thomas, A.E., Wilkinson, J.M., Fucini, R.V., Lam, M., Randal, M., Shi, X.P., Jacobs, J.W., McDowell, R.S., Gordon, E.M., Ballinger, M.D. J. Med. Chem. (2006) [Pubmed]
Super-stoichiometric charge neutralization in particle-polyelectrolyte systems. Kleimann, J., Gehin-Delval, C., Auweter, H., Borkovec, M. Langmuir : the ACS journal of surfaces and colloids. (2005) [Pubmed]
Behavior of mucoadhesive nanoparticles having hydrophilic polymeric chains in the intestine. Sakuma, S., Sudo, R., Suzuki, N., Kikuchi, H., Akashi, M., Ishida, Y., Hayashi, M. Journal of controlled release : official journal of the Controlled Release Society. (2002) [Pubmed]
Phosphorylation induces conformational changes in the leukocyte NADPH oxidase subunit p47(phox). Park, H.S., Kim, I.S., Park, J.W. Biochem. Biophys. Res. Commun. (1999) [Pubmed]
Polycations as prostaglandin synthesis inducers. II. Structure-activity relationships. Shier, W.T., DuBourdieu, D.J. Prostaglandins (1986) [Pubmed]
Adsorptive pinocytosis of polycationic copolymers of vinylpyrrolidone with vinylamine by rat yolk sac and rat peritoneal macrophage. Pratten, M.K., Cable, H.C., Ringsdorf, H., Lloyd, J.B. Biochim. Biophys. Acta (1982) [Pubmed]
Immobilization of human thrombomodulin onto biomaterials. Comparison of immobilization methods and evaluation of antithrombogenicity. Kishida, A., Ueno, Y., Maruyama, I., Akashi, M. ASAIO journal (American Society for Artificial Internal Organs : 1992) (1994) [Pubmed]
Selective and effective cleavage of RNAs by vinyladenine-vinylamine copolymer. Shiiba, T., Komiyama, M., Yashima, E., Akashi, M. Nucleic Acids Symp. Ser. (1991) [Pubmed]

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