Ethyl({[acryloyl(furan-2-ylmethyl)amino]acetyl}amino)acetate

Shimoga Dinesh, Ganesh; Saha, Nabanita; Zuckermann, Ronald N.; Sáha, Petr

dc.title	Ethyl({[acryloyl(furan-2-ylmethyl)amino]acetyl}amino)acetate	en
dc.contributor.author	Shimoga Dinesh, Ganesh
dc.contributor.author	Saha, Nabanita
dc.contributor.author	Zuckermann, Ronald N.
dc.contributor.author	Sáha, Petr
dc.relation.ispartof	MolBank
dc.identifier.issn	1422-8599 Scopus Sources, Sherpa/RoMEO, JCR
dc.date.issued	2017
utb.relation.volume	2017
utb.relation.issue	1
dc.type	article
dc.language.iso	en
dc.publisher	MDPI AG
dc.identifier.doi	10.3390/M925
dc.relation.uri	http://www.mdpi.com/1422-8599/2017/1/M925
dc.subject	FTIR	en
dc.subject	NMR	en
dc.subject	peptides	en
dc.subject	peptoids	en
dc.subject	Ugi reaction	en
dc.description.abstract	Ethyl({[acryloyl(furan-2-ylmethyl)amino]acetyl}amino)acetate was synthesized via Ugi four component (4C) reaction at ambient temperature. The protocol employs a reaction between formaldehyde, furfurylamine, acrylic acid, and ethyl 2-isocyanoacetate. The course of the reaction was found to be high yielding, and the resulting glycine ester derivative was well characterized by elemental analysis, FTIR, NMR spectroscopy, and mass spectrometric techniques.	en
utb.faculty	University Institute
dc.identifier.uri	http://hdl.handle.net/10563/1006899
utb.identifier.obdid	43877202
utb.identifier.scopus	2-s2.0-85009730038
utb.identifier.wok	000418113500004
utb.source	j-scopus
dc.date.accessioned	2017-06-27T08:13:10Z
dc.date.available	2017-06-27T08:13:10Z
dc.description.sponsorship	DE-AC02-05CH11231, DOE, U.S. Department of Energy; MŠMT, Ministerstvo Školství, Mládeže a Tělovýchovy
dc.description.sponsorship	MSMT CR-USA Kontakt II [LH14050]; Molecular Foundry, Office of Science, Office of Basic Energy Sciences, of the U.S. Department of Energy [DE-AC02-05CH11231]; Ministry of Education, Youth and Sports of the Czech Republic - NPU Program I [LO1504]
dc.rights	Attribution 4.0 International
dc.rights.uri	https://creativecommons.org/licenses/by/4.0/
dc.rights.access	openAccess
utb.ou	Centre of Polymer Systems
utb.contributor.internalauthor	Shimoga Dinesh, Ganesh
utb.contributor.internalauthor	Saha, Nabanita
utb.contributor.internalauthor	Sáha, Petr
utb.fulltext.affiliation	Shimoga D. Ganesh 1 , Nabanita Saha 1, , Ronald N. Zuckermann 2 and Petr Sáha 1 1 Centre of Polymer Systems, University Institute, Tomas Bata University in Zlin, Tř. T. Bati 5678, 760 01, Zlin, Czech Republic; icganeshin@gmail.com (S.D.G.); saha@utb.cz (P.S.) 2 Biological Nanostructures Facility, Molecular Foundry, Lawrence Berkeley National Laboratory1 Cyclotron Rd., Berkeley, CA 94720, USA; rnzuckermann@lbl.gov Correspondence: nabanita@ft.utb.cz; Tel.: +420-576-038-156
utb.fulltext.dates	Received: 21 September 2016 Accepted: 4 January 2017 Published: 9 January 2017
utb.fulltext.references	1. Gutteridge, A.; Thornton, J.M. Understanding nature’s catalytic toolkit. Trends Biochem. Sci. 2005, 30, 622–629. [CrossRef] [PubMed] 2. Reddington, S.C.; Howarth, M. Secrets of a covalent interaction for biomaterials and biotechnology: SpyTag and SpyCatcher. Curr. Opin. Chem. Biol. 2015, 29, 94–99. [CrossRef] [PubMed] 3. Simon, R.J.; Kania, R.S.; Zuckermann, R.N.; Huebner, V.D.; Jewell, D.A.; Banville, S.; Ng, S.; Wang, L.; Rosenberg, S.; Marlowe, C.K.; et al. Peptoids: A modular approach to drug discovery. Proc. Natl. Acad. Sci. USA 1992, 89, 9367–9371. [CrossRef] [PubMed] 4. Zuckermann, R.N. Peptoid Origins. Biopolymers (PeptSci) 2011, 96, 545–555. [CrossRef] [PubMed] 5. Zuckermann, R.N.; Kodadek, T. Peptoids as potential therapeutics. Curr. Opin. Mol. Ther. 2009, 11, 299–307. [PubMed] 6. Fosgerau, K.; Hoffmann, T. Peptide therapeutics: current status and future directions. Drug Discov. Today 2015, 20, 122–128. [CrossRef] [PubMed] 7. Mangunuru, H.P.R.; Yang, H.; Wang, G. Synthesis of peptoid based small molecular gelators by a multiple component reaction. Chem. Commun. 2013, 49, 4489–4491. [CrossRef] [PubMed] 8. Mitra, R.N.; Das, D.; Roy, S.; Das, P.K. Structure and Properties of Low Molecular Weight Amphiphilic Peptide Hydrogelators. J. Phys. Chem. B 2007, 111, 14107–14113. [CrossRef] [PubMed] 9. Worthington, P.; Pochan, D.J.; Langhans, S.A. Peptide Hydrogels—Versatile Matrices for 3D Cell Culture in Cancer Medicine. Front. Oncol. 2015, 5, 92. [CrossRef] [PubMed] 10. Tibbitt, M.W.; Anseth, K.S. Hydrogels as Extracellular Matrix Mimics for 3D Cell Culture. Biotechnol. Bioeng. 2009, 103, 655–663. [CrossRef] [PubMed] 11. Biswas, G.; Moon, H.J.; Boraty ´nski, P.; Jeong, B.; Kwon, Y.-U. Structural sensitivity of peptoid-based low molecular mass organogelator. Mater. Des. 2016, 108, 659–665. [CrossRef] 12. Nigam, M.; Rush, B.; Patel, J.; Castillo, R.; Dhar, P. Aza-Michael Reaction for an Undergraduate Organic Chemistry Laboratory. J. Chem. Educ. 2016, 93, 753–756. [CrossRef]
utb.fulltext.sponsorship	The work is supported by MŠMT CR-USA Kontakt II (LH14050) and the Molecular Foundry, Office of Science, Office of Basic Energy Sciences, of the U.S. Department of Energy under Contract No. DE-AC02-05CH11231. This research is also supported in part by a grant from the Ministry of Education, Youth and Sports of the Czech Republic - NPU Program I (LO1504). We also acknowledge Pavel Kucharczyk, Centre of Polymer Systems, University Institute, Tomas Bata University in Zlin, Tř. T. Bati 5678, 760 01, Zlin, Czech Republic, for LCMS measurement.
utb.wos.affiliation	[Ganesh, Shimoga D.; Saha, Nabanita; Saha, Petr] Tomas Bata Univ Zlin, Univ Inst, Ctr Polymer Syst, Tr T Bati 5678, Zlin 76001, Czech Republic; [Zuckermann, Ronald N.] Lawrence Berkeley Natl Lab, Biol Nanostruct Facil Mol Foundry, 1 Cyclotron Rd, Berkeley, CA 94720 USA
utb.fulltext.projects	LH14050
utb.fulltext.projects	DE-AC02-05CH11231
utb.fulltext.projects	LO1504