A New Synthetic Methodology of Site-Specific Functionalized Polypeptides: Metal-Free, Highly Active and Selective at Room Temperature
KAUST DepartmentChemical Science Program
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Polymer Synthesis Laboratory
Online Publication Date2020-11-03
Print Publication Date2021-01-11
Embargo End Date2021-09-16
Permanent link to this recordhttp://hdl.handle.net/10754/665334
MetadataShow full item record
AbstractFunctionalized polypeptides have attracted tremendous interest in recent years and found many stimulating applications due to their tunable physicochemical characteristics including hydrophilicity and stimuli-responsive behavior. The development of new strategies to produce these polymers without metallic contaminants is crucial for their applications in high-value and sensitive domains, such as biomedical, microelectronic, food packaging and personal beauty care fields. Herein, a highly efficient strategy to access well-defined site-specific functionalized polypeptides is developed by combining Michael reaction with hydrogen-bonding organocatalytic ROP of NCA. A library of chain-end and chain-middle functionalized polypeptides (14 examples) with predesigned molecular weights and low polydispersities are readily prepared with this approach. Specifically, the whole synthetic process is metal-free, fulfilling high activity and selectivity at room temperature.
CitationZhao, W., Lv, Y., Li, J., Feng, Z., Ni, Y., & Hadjichristidis, N. (2020). A New Synthetic Methodology of Site-Specific Functionalized Polypeptides: Metal-Free, Highly Active and Selective at Room Temperature. Angewandte Chemie International Edition. doi:10.1002/anie.202009316
SponsorsThis work is supported by grants from the National Natural Science Foundation of China (No. 21774071) and Natural Science Foundation of Shaanxi University of Science and Technology (No. 2017QNBJ-07). W. Z. thanks the support from the Youth Hundred-Talent Program of Shaanxi Province (No.SXBR9227), the National High-Level Foreign Expert Project (No.GDT20186100425), Biomass Chemistry and Materials Academician Workstation Project in SUST (No.134090002) and Northwest Polytechnic University High-Performance Computing and Development Center. N. H. acknowledges the support of King Abdullah University of Science and Technology.
- Fast and selective organocatalytic ring-opening polymerization by fluorinated alcohol without a cocatalyst.
- Authors: Zhao W, Lv Y, Li J, Feng Z, Ni Y, Hadjichristidis N
- Issue date: 2019 Aug 9
- Synthesis and biomedical applications of functional poly(α-hydroxy acids) via ring-opening polymerization of O-carboxyanhydrides.
- Authors: Yin Q, Yin L, Wang H, Cheng J
- Issue date: 2015 Jul 21
- Synthesis and Properties of Mono- or Diamine-Initiated Imidazolium-Based Cationic Polypeptides.
- Authors: Shi Z, Zhang X, Wang X, Yang F, Yu Z, Ling Y, Lu H, Luan S, Tang H
- Issue date: 2020 Aug 10
- A facile glovebox-free strategy to significantly accelerate the syntheses of well-defined polypeptides by N-carboxyanhydride (NCA) ring opening polymerizations.
- Authors: Zou J, Fan J, He X, Zhang S, Wang H, Wooley KL
- Issue date: 2013 May 28
- Thiourea-based bifunctional organocatalysis: supramolecular recognition for living polymerization.
- Authors: Dove AP, Pratt RC, Lohmeijer BG, Waymouth RM, Hedrick JL
- Issue date: 2005 Oct 12