title: MgI2-chemoselective cleavage for removal of amino acid protecting groups: A fresh vision for peptide synthesis.
abstract: In the field of peptide synthesis, the key to a successful access to synthetic targets lies on a pertinent combination of protecting groups. Their choice is directed by their selective removal conditions. We present here the behavior of some of the most used protecting groups in peptide chemistry under experimental cleavage conditions, combining MgI2with MW irradiation, using 2-Me-THF as a green solvent. In these experimental conditions, the benzyloxycarbonyl protecting group as well as the Merrifield resin can be re-considered in peptide chemistry.
authors.affiliation: Institut des Biomolécules Max Mousseron, IBMM UMR-5247 CNRS, Université de Montpellier, ENSCM, CC17-03, Pl. E. Bataillon, 34095 Montpellier Cedex 5, France.
authors.forename: Mathéo
authors.initials: M
authors.lastname: Berthet
authors.affiliation: Institut des Biomolécules Max Mousseron, IBMM UMR-5247 CNRS, Université de Montpellier, ENSCM, CC17-03, Pl. E. Bataillon, 34095 Montpellier Cedex 5, France.
authors.forename: Jean
authors.initials: J
authors.lastname: Martinez
authors.affiliation: Institut des Biomolécules Max Mousseron, IBMM UMR-5247 CNRS, Université de Montpellier, ENSCM, CC17-03, Pl. E. Bataillon, 34095 Montpellier Cedex 5, France.
authors.forename: Isabelle
authors.initials: I
authors.lastname: Parrot
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D004952:Esters / Q000737:chemistry; D005663:Furans / Q000737:chemistry; D007454:Iodides / Q000737:chemistry*; D017616:Magnesium Compounds / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008956:Models, Chemical; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry*; D060327:Solid-Phase Synthesis Techniques / Q000379:methods*; D012997:Solvents / Q000737:chemistry
chemical_list: C587233:2-me-tetrahydrofuran; D000596:Amino Acids; D004952:Esters; D005663:Furans; D007454:Iodides; D017616:Magnesium Compounds; D010455:Peptides; D012997:Solvents; C510205:magnesium iodide
keywords: amino acids; chemoselective cleavage; magnesium iodide; protecting groups; solid phase peptide synthesis