158041-84-0Relevant articles and documents
Beyond PEG2000: Synthesis and functionalisation of monodisperse pegylated homostars and clickable bivalent polyethyleneglycols
Szekely, Gyoergy,Schaepertoens, Marc,Gaffney, Piers R.J.,Livingston, Andrew G.
, p. 10038 - 10051 (2014)
A new strategy to access highly monodisperse, heterobifunctional linear polyethylenglycols (PEGs) has been designed. This was built around unidirectional, iterative chain extension of a 3-arm PEG homostar. A mono-(4,4′-dimethoxytriphenylmethyl) octagol building block, DmtrO-EG 8-OH, was constructed from tetragol. After six rounds of chain extension, the monodisperse homostar reached the unprecedented length of 56 monomers per arm (PEG2500). The unique architecture of the synthetic platform greatly assisted in facilitating and monitoring reaction completion, overcoming kinetic limitations, chromatographic purification of intermediates, and analytical assays. After chain terminal derivatisation, mild hydrogenolytic cleavage of the homostar hub provided heterobifunctional linear EG56 chains with a hydroxyl at one end, and either a toluene sulfonate, or a tert-butyl carboxylate ester at the other. A range of heterobifunctional, monodisperse PEGs was then prepared having useful cross-linking functionalities (-OH, -COOH, -NH2, -N3) at both ends. A rapid preparation of polydisperse PEG homostars, free of multiply cross-linked chains, is also described. The above approach should be extendable to other high value oligomers and polymers.
Solid Phase Stepwise Synthesis of Polyethylene Glycols
Khanal, Ashok,Fang, Shiyue
supporting information, p. 15133 - 15142 (2017/10/31)
Polyethylene glycol (PEG) and derivatives with eight and twelve ethylene glycol units were synthesized by stepwise addition of tetraethylene glycol monomers on a polystyrene solid support. The monomer contains a tosyl group at one end and a dimethoxytrityl group at the other. The Wang resin, which contains the 4-benzyloxy benzyl alcohol function, was used as the support. The synthetic cycle consists of deprotonation, Williamson ether formation (coupling), and detritylation. Cleavage of PEGs from solid support was achieved with trifluoroacetic acid. The synthesis including monomer synthesis was entirely chromatography-free. PEG products including those with different functionalities at the two termini were obtained in high yields. The products were analyzed with ESI and MALDI-TOF MS and were found close to monodispersity.
Chromophoric and dendritic phosphoramidites enable construction of functional dendrimers with exceptional brightness and water solubility
Shaller, Andrew D.,Wan, Wei,Zhao, Baoming,Li, Alexander D. Q.
supporting information, p. 12165 - 12171 (2015/03/31)
The fluorescence brightness of a molecular probe determines whether it can be effectively measured and its water solubility dictates if it can be applied in real-world biological systems. However, molecules brighter than the most efficient fluorescent dye
