title: Highly efficient synthesis of monodisperse poly(ethylene glycols) and derivatives through macrocyclization of oligo(ethylene glycols).
abstract: A macrocyclic sulfate (MCS)-based approach to monodisperse poly(ethylene glycols) (M-PEGs) and their monofunctionalized derivatives has been developed. Macrocyclization of oligo(ethylene glycols) (OEGs) provides MCS (up to a 62-membered macrocycle) as versatile precursors for a range of monofunctionalized M-PEGs. Through iterative nucleophilic ring-opening reactions of MCS without performing group protection and activation, a series of M-PEGs, including the unprecedented 64-mer (2850 Da), can be readily prepared. Synthetic simplicity coupled with versatility of this new strategy may pave the way for broader applications of M-PEGs.
authors: Key Laboratory of Combinatorial Biosynthesis and Drug Discovery (Wuhan University), Ministry of Education, and Wuhan University School of Pharmaceutical Sciences, Wuhan 430071 (China).
authors: Hua
authors: H
authors: Zhang
authors: Xuefei
authors: X
authors: Li
authors: Qiuyan
authors: Q
authors: Shi
authors: Yu
authors: Y
authors: Li
authors: Guiquan
authors: G
authors: Xia
authors: Long
authors: L
authors: Chen
authors: Zhigang
authors: Z
authors: Yang
authors: Zhong-Xing
authors: ZX
authors: Jiang
mesh_terms: D018360:Crystallography, X-Ray; D003500:Cyclization; D005026:Ethylene Glycols / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D011092:Polyethylene Glycols / Q000138:chemical synthesis* / Q000737:chemistry; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
chemical_list: D005026:Ethylene Glycols; D011092:Polyethylene Glycols
keywords: cyclization; macrocycles; macrocyclic sulfates; poly(ethylene glycol); synthetic methods