Aspartimide formation in peptide chemistry: occurrence, prevention strategies and the role of N-hydroxylamines |
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| Authors: | Ramon Subiró s-FunosasAuthor Vitae,Ayman El-FahamAuthor Vitae,Fernando AlbericioAuthor Vitae |
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| Affiliation: | a Institute for Research in Biomedicine, Barcelona Science Park, Baldiri Reixac 10, 08028 Barcelona, Spain
b CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, Barcelona Science Park, Baldiri Reixac 10, 08028 Barcelona, Spain
c Alexandria University, Faculty of Science, Department of Chemistry, PO Box 246, Ibrahimia 21321 Alexandria, Egypt
d Department of Organic Chemistry, University of Barcelona, Martí i Franqués 1-11, 08028 Barcelona, Spain |
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| Abstract: | |
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| Keywords: | Acm, acetamidomethyl API, active pharmaceutical ingredient Boc, tert-butoxycarbonyl CRH, corticotropin-releasing hormone DBU, 1,8-diazabicyclo[5.4.0]undec-7-ene DCM, dichloromethane DEPBT, 3-(diethoxy-phosphoryloxy)-3H-benzo[d][1,2,3] triazin-4-one DIEA, N,N-diisopropylethylamine DIC, diisopropylcarbodiimide DMAP, 4-dimethylaminopyridine DMF, N,N-dimethylformamide DMSO, dimethylsulfoxide ESI-MS, electro spray ionization mass spectrometry Fmoc, fluorenylmethoxycarbonyl HMPT, hexamethylphosphoramide HOAt, 7-aza-1-hydroxybenzotriazole HOBt, 1-hydroxybenzotriazole Mtt, 4-methyltrityl NMP, N-methyl-2-pyrrolidone NMR, nuclear magnetic resonance Pbf, 2,2,4,6,7-pentamethyldihydrobenzofuran PEGA, polyethylene glycol polyamide copolymer Pmc, 2,2,5,7,8-pentamethylchroman PyBOP, benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate SPPS, solid-phase peptide synthesis TBAF, tetrabutylammonium fluoride TBTU, N-[(1H-benzotriazol-1-yl)(dimethylamino)methylene] N-methylmethanaminium tetrafluoroborate N-oxide TFA, trifluoroacetic acid THF, tetrahydrofuran UV, ultraviolet |
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