Relevant bibliographies by topics / Amide bond formation

Contents

  1. Journal articles
  2. Dissertations / Theses
  3. Book chapters
  4. Conference papers

Academic literature on the topic 'Amide bond formation'

Author: Grafiati
Published: 4 June 2021
Last updated: 25 April 2022

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Journal articles on the topic "Amide bond formation"

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Kamanna, Kantharaju, S. Y. Khatavi, and P. B. Hiremath. "Microwave-assisted One-pot Synthesis of Amide Bond using WEB." Current Microwave Chemistry 7, no. 1 (2020): 50–59. http://dx.doi.org/10.2174/2213335606666190828114344.

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Background: Amide bond plays a key role in medicinal chemistry, and the analysis of bioactive molecular database revealed that the carboxamide group appears in more than 25% of the existing database drugs. Typically amide bonds are formed from the union of carboxylic acid and amine; however, the product formation does not occur spontaneously. Several synthetic methods have been reported for amide bond formation in literature. Present work demonstrated simple and eco-friendly amide bond formation using carboxylic acid and primary amines through in situ generation of O-acylurea. The reaction was
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Joullie, Madeleine M., and Kenneth M. Lassen. "Evolution of amide bond formation." Arkivoc 2010, no. 8 (2010): 189–250. http://dx.doi.org/10.3998/ark.5550190.0011.816.

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Hollanders, Karlijn, Bert Maes, and Steven Ballet. "A New Wave of Amide Bond Formations for Peptide Synthesis." Synthesis 51, no. 11 (2019): 2261–77. http://dx.doi.org/10.1055/s-0037-1611773.

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The construction of peptidic amide bonds has become a daily laboratory practice by virtue of well-established ‘coupling reagents’. Nonetheless, inherent limitations connected to these classical coupling methods in terms of waste, safety and expense have yet to be conquered. Research efforts have been devoted to synthetic methods able to surpass these limitations. This short review focuses on the advances made in these ‘non-classical’ methods for amide bond formation with a specific application in peptide chemistry. It consists of two main sections: (i) novel carboxylic activation reagents, and
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Buchspies, Jonathan, Md Mahbubur Rahman, and Michal Szostak. "Transamidation of Amides and Amidation of Esters by Selective N–C(O)/O–C(O) Cleavage Mediated by Air- and Moisture-Stable Half-Sandwich Nickel(II)–NHC Complexes." Molecules 26, no. 1 (2021): 188. http://dx.doi.org/10.3390/molecules26010188.

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The formation of amide bonds represents one of the most fundamental processes in organic synthesis. Transition-metal-catalyzed activation of acyclic twisted amides has emerged as an increasingly powerful platform in synthesis. Herein, we report the transamidation of N-activated twisted amides by selective N–C(O) cleavage mediated by air- and moisture-stable half-sandwich Ni(II)–NHC (NHC = N-heterocyclic carbenes) complexes. We demonstrate that the readily available cyclopentadienyl complex, [CpNi(IPr)Cl] (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene), promotes highly selective transa
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Miyabe, Hideto. "Transition-Metal-Free Activation of Amide Bond by Arynes." Molecules 23, no. 9 (2018): 2145. http://dx.doi.org/10.3390/molecules23092145.

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Highly reactive arynes activate the N–C and C=O bonds of amide groups under transition metal-free conditions. This review highlights the insertion of arynes into the N–C and C=O bonds of the amide group. The insertion of arynes into the N–C bond gives the unstable four-membered ring intermediates, which are easily converted into ortho-disubstituted arenes. On the other hand, the selective insertion of arynes into the C=O bond is observed when the sterically less-hindered formamides are employed to give a reactive transient intermediate. Therefore, the trapping reactions of transient intermedia
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Hernández, José G., Karen J. Ardila-Fierro, Deborah Crawford, Stuart L. James, and Carsten Bolm. "Mechanoenzymatic peptide and amide bond formation." Green Chemistry 19, no. 11 (2017): 2620–25. http://dx.doi.org/10.1039/c7gc00615b.

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Montalbetti, Christian A. G. N., and Virginie Falque. "Amide bond formation and peptide coupling." Tetrahedron 61, no. 46 (2005): 10827–52. http://dx.doi.org/10.1016/j.tet.2005.08.031.

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de Figueiredo, Renata Marcia, Jean-Simon Suppo, and Jean-Marc Campagne. "Nonclassical Routes for Amide Bond Formation." Chemical Reviews 116, no. 19 (2016): 12029–122. http://dx.doi.org/10.1021/acs.chemrev.6b00237.

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Song, Wangze, Kun Dong, and Ming Li. "Visible Light-Induced Amide Bond Formation." Organic Letters 22, no. 2 (2019): 371–75. http://dx.doi.org/10.1021/acs.orglett.9b03905.

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Bode, Jeffrey W. "ChemInform Abstract: Reinventing Amide Bond Formation." ChemInform 44, no. 41 (2013): no. http://dx.doi.org/10.1002/chin.201341260.

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Dissertations / Theses on the topic "Amide bond formation"

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Mohy, El Dine Tharwat. "New insights in amide bond formation mediated by boron-based catalysts." Caen, 2016. http://www.theses.fr/2016CAEN2011.

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La formation d'une liaison amide est une réaction fondamentale en chimie organique en raison de l'ubiquité des amides dans la nature. Récemment, sa formation activée par le bore est devenue un domaine en pleine émergence. Par conséquent, un procédé efficace pour la synthèse d'amides par réaction directe entre les acides carboxyliques et les amines a été développé en utilisant l’acide (2- (thiophén-2-ylméthyl) phényl) boronique en tant que catalyseur hautement actif. En utilisant cette méthode, le couplage d’une large gamme de substrats a été réalisé à température ambiante ou légèrement élevée.
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Lelievre, Chloé. "Formation de liaisons amides par réactions enzymatiques détournées ATP Regeneration System in Chemoenzymatic Amide Bond Formation with Thermophilic CoA Ligase." Thesis, université Paris-Saclay, 2020. http://www.theses.fr/2020UPASF026.

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La fonction amide est omniprésente dans les produits naturels et aussi dans de nombreux composés synthétiques comme des principes actifs et des polymères. De nombreuses approches ont été développées pour disposer de méthodes de synthèse efficaces. L'approche la plus courante en chimie conventionnelle est l'acylation d'une amine par un acide carboxylique activé. L'activation nécessite l'utilisation soit d'agents de couplage, résultant en une faible économie d'atomes, soit de catalyseurs couteux parfois utilisés dans des conditions drastiques. Les approches biocatalytiques sont donc des alternat
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McPherson, Christopher. "The development of novel organocatalytic and transition-metal catalysed methodologies for amide bond formation." Thesis, University of Strathclyde, 2018. http://digitool.lib.strath.ac.uk:80/R/?func=dbin-jump-full&object_id=30294.

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With the formation of amide bonds being one of the most widely performed reactions within organic chemistry, highly efficient and atom economical approaches enabling the transformation are desired. Traditional methodologies, in which a stoichiometric coupling reagent is utilised, although efficient, have several inherent drawbacks hindering their general applicability, including stoichiometric by-product formation, low atom economy and poor cost effectiveness. Therefore, the development of atom economical catalytic approaches to facilitate the facile synthesis of amide bonds would successfully
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Ben, Halima Taoufik. "Engaging Esters as Cross-Coupling Electrophiles." Thesis, Université d'Ottawa / University of Ottawa, 2019. http://hdl.handle.net/10393/39493.

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Cross-coupling reactions, where a transition metal catalyst facilitates the formation of a new carbon-carbon or carbon-heteroatom bond between two coupling partners, has become one of the most widely used, reliable, and robust family of transformations for the construction of molecules. The Nobel Prize was awarded to pioneers in this field who primarily used aryl iodides, bromides, and triflates as electrophilic coupling partners. The expansion of the reaction scope to non-traditional electrophiles is an ongoing challenge to enable an even greater number of useful products to be made from simp
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Reich, Blair Jesse Ellyn. "Cyanide-catalyzed C-C bond formation: synthesis of novel compounds, materials and ligands for homogeneous catalysis." Texas A&M University, 2005. http://hdl.handle.net/1969.1/4987.

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Cyanide-catalyzed aldimine coupling was employed to synthesize compounds with 1,2-ene-diamine and α-imine-amine structural motifs: 1,2,N,N'- tetraphenyletheylene-1,2-diamine (13) and (+/-)-2,3-di-(2-hydroxyphenyl)-1,2- dihydroquinoxaline (17), respectively. Single crystal X-ray diffraction provided solidstate structures and density functional theory calculations were used to probe isomeric preferences within this and the related hydroxy-ketone/ene-diol system. The enediamine and imine-amine core structures were calculated to be essentially identical in energy. However, additional effects-su
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Hernández, J. G., K. J. Ardila-Fierro, Deborah E. Crawford, S. L. James, and C. Bolm. "Mechanoenzymatic peptide and amide bond formation." 2017. http://hdl.handle.net/10454/17698.

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No<br>Mechanochemical chemoenzymatic peptide and amide bond formation catalysed by papain was studied by ball milling. Despite the high-energy mixing experienced inside the ball mill, the biocatalyst proved stable and highly efficient to catalyse the formation of α,α- and α,β-dipeptides. This strategy was further extended to the enzymatic acylation of amines by milling, and to the mechanosynthesis of a derivative of the valuable dipeptide L-alanyl-L-glutamine.<br>We thank RWTH Aachen University for support from the Distinguished Professorship Program funded by the Excellence Initiative of the
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Wen, Ya-Ping, and 温雅評. "Development and Evaluation of Recyclable Catalystsfor Amide Bond Formation." Thesis, 2017. http://ndltd.ncl.edu.tw/handle/cpg68z.

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碩士<br>國立臺灣大學<br>化學研究所<br>105<br>Amide bond formation has been one of the most important reactions in organic synthesis. From natural biomolecules to synthetic products, the importance and utility of amide bonds have received tremendous attention for centuries. However, current synthetic strategies for amide bond formations still suffer from several drawbacks including the use of stoichiometric amounts of expensive coupling reagents as well as massive production of byproducts and wastes. Thus, there is a need for development of mild, simple and waste-free synthetic methods for amide bond format
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Milam, Sarah Joan. "Spontaneous amide bond formation of amino acids in aqueous solution /." 2009. http://hdl.handle.net/10288/1207.

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Pan, Si-Der, and 潘賜德. "Synthesis of ceramide analog as a core amine for constructing library via amide bond formation." Thesis, 2007. http://ndltd.ncl.edu.tw/handle/40093971145722594477.

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碩士<br>國立清華大學<br>生醫工程與環境科學系<br>95<br>Recent studies have shown that the lipid antigens by the immune system is important for antiviral and antitumer. The aim of this study is synthesis of amino-ceramide as a core compound that coupling with various acids for constructing library of screenning experiment via amide bond formation. As the starting material is serin. Amino group of serin was first protected with Boc2O, followed by methylation and acetonidation to forming N,O-isopropylidine. Then reduced ester group into hydroxyl group. The main skeleton structure was constructed by Swern oxidation
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Lee, Ming-Hsun, та 李明訓. "Synthesis of 4'-α/β-aminomethyl dihydrouridine analogs construction of libraries via amide-bond formation". Thesis, 2008. http://ndltd.ncl.edu.tw/handle/18482427631937005984.

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Book chapters on the topic "Amide bond formation"

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Bode, Jeffrey W. "Reinventing Amide Bond Formation." In Inventing Reactions. Springer Berlin Heidelberg, 2012. http://dx.doi.org/10.1007/3418_2012_41.

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Crochet, Pascale, and Victorio Cadierno. "Ruthenium-Catalyzed Amide-Bond Formation." In Ruthenium in Catalysis. Springer International Publishing, 2014. http://dx.doi.org/10.1007/3418_2014_78.

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Fuse, Shinichiro. "Efficient Synthesis of Biologically Active Peptides Based on Micro-flow Amide Bond Formation." In Middle Molecular Strategy. Springer Singapore, 2021. http://dx.doi.org/10.1007/978-981-16-2458-2_9.

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Hoople, David W. T. "Cleavage and Formation of Amide Bonds." In Biotechnology. Wiley-VCH Verlag GmbH, 2008. http://dx.doi.org/10.1002/9783527620906.ch5.

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Aumann, R. "Formation of C=C Double Bonds by Novel Insertion Reactions of Allenes, Heterocumulenes and Acid Amides into M=C Bonds of Fischer Carbene Complexes." In Advances in Metal Carbene Chemistry. Springer Netherlands, 1989. http://dx.doi.org/10.1007/978-94-009-2317-1_26.

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Lubell, W. D., J. W. Blankenship, G. Fridkin, and R. Kaul. "Interpeptide Amide Bond Formation." In Three Carbon-Heteroatom Bonds: Esters and Lactones; Peroxy Acids and R(CO)OX Compounds; R(CO)X, X=S, Se, Te. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-021-00787.

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Lambert, Tristan H. "Asymmetric C–C Bond Formation." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0040.

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Andrew G. Myers at Harvard reported (Angew. Chem. Int. Ed. 2012, 51, 4568) the alkylation of the pseudophenamine amide 1 selectively setting the quaternary stereogenic center of 2. This is an effective replacement for his previously reported pseudoephedrine, now a controlled substance. Amine catalysis has enabled numerous methods for the asymmetric α-functionalization of aldehydes, although α-alkylation remains a significant challenge. David W.C. MacMillan at Princeton developed (J. Am. Chem. Soc. 2012, 134, 9090) an α-vinylation of aldehydes 3 with vinyliodoniums 5, which relied on the “synergistic combination” of the amine catalyst 4 and copper(I) bromide. The stability of the β,γ-unsaturated aldehyde products under the reaction conditions is notable. A procedure for the asymmetric β-vinylation of α,β-unsaturated aldehydes such as 7 was developed (Eur. J. Org. Chem. 2012, 2774) by Claudio Palomo at the Universidad del Pais Vasco in Spain. Amine 8 catalyzed the enantioselective Michael addition of β-nitroethyl sulfone 9 to 7 followed by acetalization and elimination of HNO2 and SO2Ph furnished products such as 10 in high enantiomeric excess. In a conceptually related reaction, a surrogate for acetate as a nucleophile was reported (Chem. Commun. 2012, 48, 148) by Wei Wang at the University of New Mexico and Jian Li of the East China University of Science and Technology. In this case, amine 13-catalyzed Michael addition of pyridyl sulfone 11 to unsaturated aldehyde 12, followed by acetalization and reductive removal of the sulfone, gave rise to the ester product 14 with very high ee. Asymmetric hydroformylation offers a powerful approach for the synthesis of carbon stereocenters, but controlling the regioselectivity of the reaction remains a challenge with many substrate classes. Christopher J. Cobley of Chirotech Technology Ltd. (UK) and Matthew L. Clarke at the University of St. Andrews showed (Angew. Chem. Int. Ed. 2012, 51, 2477) that the mixed phosphine-phosphite ligand “bobphos” 16 (bobphos = best of both phosphorus ligands) provided significant selectivities for the branched hydroformylation products, up to 10:1 b:l in the case of 15. Another major challenge for hydroformylation is to control the regioselectivity of internal olefin substrates.
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Tam, James P., and Y. A. Lu. "Chemoselective and orthogonal ligation techniques." In Fmoc Solid Phase Peptide Synthesis. Oxford University Press, 1999. http://dx.doi.org/10.1093/oso/9780199637256.003.0015.

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Peptide synthesis through segment ligation of unprotected peptides (total synthesis) and peptides to proteins (semi-synthesis) in aqueous solution is appealingly simple and efficient because protection and activation steps are not required. In addition, this method offers the potential to access a diverse group of macromolecules such as circular proteins, branched peptides, and protein conjugates which are difficult to obtain through conventional approaches using protecting group strategies. Furthermore, the use of unprotected peptide segments overcomes the problem of solubility encountered in the conventional approach to the synthesis of large peptides or proteins in solution. Conceptually, ligation can be approached two ways. In the first approach, a non-amide bond is formed between two peptide segments through a pair of mutually reactive functional groups. Typical methods of non-amide ligation include oxime, hydrazone, and thiazolidine as the coupling linkages. This type of reaction is traditionally referred to as chemoselective ligation. Non-amide ligation is characteristically flexible in joining two segments that result in amino-to-amino end, carboxyl-to-amine or end-to- side chain structures. This flexibility permits synthesis of protein mimetics and branched peptide dendrimers. In the second approach, an amide bond is formed through a two-step reaction sequence involving four functional moieties, two nucleophiles and two electrophiles in the reaction centre. This reaction is usually used for end-to-end coupling between the Cα-moiety of one peptide segment and the Nα-terminus of another peptide segment resulting in a peptide-backbone product. Similar to the non-amide chemoselective ligation, the first step in orthogonal ligation is a capture reaction by a pair of mutually reactive groups. In general, two nucleophiles, a weak-base nucleophile on the side chain and an α-amino, are located at the N-terminus as an N-terminal nucleophile 5 (NTN). The two electrophiles, usually an O-glycol-aldehyde or an S-ester 4, are located at the C-terminus of the another peptide segment. The initial non-amide capture of two segments through the side chain NTN with the O- or S-ester to form a covalent intermediate 6 enables the spontaneous proximity-driven intramolecular acyl transfer to occur. This intramolecular acyl migration achieves orthogonality in amide bond formation 7 between a specific α-amine in the presence of other free α- and ɛ-amines.
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de Crécy-Lagard, Valérie. "Catalysis of Amide and Ester Bond Formation by Peptide Synthetase Multienzymatic Complexes." In Comprehensive Natural Products Chemistry. Elsevier, 1999. http://dx.doi.org/10.1016/b978-0-08-091283-7.00130-2.

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Taber, Douglass F. "Organic Functional Group Protection." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0012.

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Dithianes such as 1 are readily prepared, from the corresponding ketone or by alkyl­ation. Masayuki Kirihara of the Shizuoka Institute of Science and Technology devel­oped (Tetrahedron Lett. 2013, 54, 5477) an oxidative method for the deprotection of 1 to 2. Konrad Tiefenbacher of the Technische Universität München devised (J. Am. Chem. Soc. 2013, 135, 16213) a hexameric resorcinarene capsule that selectively catalyzed the hydrolysis of the smaller acetal 3 to 4 in the presence of a longer chain acetal. David J. Gorin of Smith College reported (J. Org. Chem. 2013, 78, 11606) the methylation of an acid 5 to 6 using dimethyl carbonate as the donor. Two peroxide-based methods (J. Org. Chem. 2013, 78, 9898; Org. Lett. 2013, 15, 3326) for carboxylic acid methylation (not illustrated) were also recently described. Hisashi Yamamoto of the University of Chicago showed (Angew. Chem. Int. Ed. 2013, 52, 7198) that the “supersilyl” ester 8, prepared from 7, was stable enough to be deprotonated and alkyl­ated, but was easily removed. Michal Szostak and David J. Procter of the University of Manchester uncovered (Angew. Chem. Int. Ed. 2013, 52, 7237) the remarkable cleavage of a C–N bond in an amide 9, leading to the secondary amide 10. This could offer an alternative strategy for difficult-to-hydrolyze amides. Richard B. Silverman of Northwestern University described (J. Org. Chem. 2013, 78, 10931) improved protocols for the formation and removal of the N-protecting 2,5-dimethylpyrrole 11 to give 12. Huanfeng Jiang of the South China University of Technology showed (Chem. Commun. 2013, 49, 6102) that an arenesulfonamide 14 can be prepared by oxidation of the corresponding sodium arenesulfinate 13. Douglas A. Klumpp of Northern Illinois University prepared (Tetrahedron Lett. 2013, 54, 5945) sul­fonamides (not illustrated) by combining a sulfonyl fluoride with a silyl amine. K. Rajender Reddy of the Indian Institute of Chemical Technology developed (Chem. Commun. 2013, 49, 6686) a new route to a urea 17, by oxidative coupling of an amine 15 with a formamide 16.
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Conference papers on the topic "Amide bond formation"

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Han, Sang-Cheol, Kwang-Min Choi, and Sang-Eon Park. "Facile Synthesis of Mesoporous Silica Nanotubes With Amide Type Surfactant." In ASME 2008 2nd Multifunctional Nanocomposites and Nanomaterials International Conference. ASMEDC, 2008. http://dx.doi.org/10.1115/mn2008-47070.

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Novel synthetic method for the formation of mesoporous silica nanotubes was proposed using glycyldodecylamide (GDA) as an amino acid surfactant, which enabled to control the tube diameter, wall structure and morphology with the diverse structures of amphiphile due to the capability of H-bonds by forming amide bond. Moreover, this sol-gel transcription process could be elucidated at neutral condition that enabled the recyclable use of surfactant and resulted in unique structures depending on the temperatures of self-assembly.
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Sabet, Seyed Morteza, Hassan Mahfuz, Andrew C. Terentis, and Javad Hashemi. "A New Approach to the Synthesis of Carbon Nanotube-Polyhedral Oligomeric Silsesquioxane (POSS) Nanohybrids." In ASME 2015 International Mechanical Engineering Congress and Exposition. American Society of Mechanical Engineers, 2015. http://dx.doi.org/10.1115/imece2015-50925.

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To date, the functionalization of carbon nanotubes (CNTs) with Polyhedral Oligomeric Silsesquioxanes (POSS) has become one of the most intensively explored methods to produce CNT-based nanostructure composite materials. In this study, a simple and effective synthesizing method has been reported to prepare a nanohybrid material consisting of multi-walled carbon nanotubes (MWCNT) and aminopropylisobutyl-POSS. The approach is based on covalent bonding between CNTs and POSS molecules. Characterization of the as-received materials as well as the POSS-treated CNTs has been performed. Raman and Fouri
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Omar, M. N., C. D. Lee, and K. G. Mann. "INACTIVATION OF FACTOR Va BY PIASMIN." In XIth International Congress on Thrombosis and Haemostasis. Schattauer GmbH, 1987. http://dx.doi.org/10.1055/s-0038-1643883.

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The inactivation of Factor Va by plasmin was studied in the presence and absence of phospholipid vesicles and calcium ions. The action of plasmin resulted in a rapid loss of the ability of Factor Va to serve as a cofactor to Factor Xa , as judged by clotting assays and . direct assays of prothrombin activation using the fluorophore, dansylarginine N-(3-ethyl-1,5-pentanediyl) amide (DAPA) . The rate of Factor Va inactivation catalyzed by plasmin was markedly enhanced by the addition of phospholipid vesicles (PCPS), suggesting that the action of plasmin on Factor Va may be a membrane bound pheno
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