1557159-77-9Relevant academic research and scientific papers
The breaking beads approach for photocleavage from solid support
Alshanski, Israel,Bakhatan, Yasmeen,Grunhaus, Dana,Hurevich, Mattan
supporting information, p. 4183 - 4188 (2020/06/21)
Photocleavage from polystyrene beads is a pivotal reaction for solid phase synthesis that relies on photolabile linkers. Photocleavage from intact porous polystyrene beads is not optimal because light cannot penetrate into the beads and the surface area exposed to irradiation is limited. Thus, hazardous, technically challenging and expensive setups are used for photocleavage from intact beads. We developed a new concept in which grinding the beads during or prior to irradiation is employed as an essential part of the photocleavage process. By grinding the beads we are exposing more surface area to the light source, hence, photocleavage can be performed even using a simple benchtop LED setup. This approach proved very efficient for photocleavage of various model compounds including fully protected oligosaccharides.
Automated glycopeptide assembly by combined solid-phase peptide and oligosaccharide synthesis
Hurevich, Mattan,Seeberger, Peter H.
supporting information, p. 1851 - 1853 (2014/02/14)
Current strategies for the synthesis of glycopeptides require multiple manual synthetic steps. Here, we describe a synthesis concept that merges solid phase peptide and oligosaccharide syntheses and can be executed automatically using a single instrument.
Continuous photochemical cleavage of linkers for solid-phase synthesis
Hurevich, Mattan,Kandasamy, Jeyakumar,Ponnappa, Bopanna M.,Collot, Mayeul,Kopetzki, Daniel,McQuade, D. Tyler,Seeberger, Peter H.
supporting information, p. 1794 - 1797 (2014/04/17)
Photolabile linkers are an attractive alternative for solid-phase synthesis because they can be cleaved using light. However, irradiation in a classical batch photoreactor results in incomplete cleavage of the photolabile linkers. It is demonstrated that a continuous flow photoreactor is superior to a batch photoreactor for the cleavage of a linker from polystyrene resin.
