Über die Reaktion von α‐Aminosäure‐
<i>N</i>
‐carbonsäure‐anhydriden mit
<i>N</i>
‐silylierten prim. und sek. Aminen
作者:Hans R. Kricheldorf、Gerd Greber
DOI:10.1002/cber.19711041022
日期:1971.10
Die Umsetzung von Aminosäure-N-carbonsäure-anhydriden (1) (Oxazolidindionen-(2.5)) mit N-silylierten Aminen führt nicht wie dieReaktionmitAminen zu Oligo- oder Polypeptiden. Als Reaktionsprodukte entstehen N-Trimethylsiloxycarbonyl-aminosäure-amide (2) neben Hydantoinsäure-silylestern (12), die nach Hydrolyse als Aminosäureamide (4) und Hydantoinsäuren (5) isoliert wurden. Die Umsetzung N-silylierter
Alkali-metal hexamethyldisilazide initiated polymerization on alpha-amino acid N-substituted N-carboxyanhydrides for facile polypeptoid synthesis
作者:Yueming Wu、Min Zhou、Kang Chen、Sheng Chen、Ximian Xiao、Zhemin Ji、Jingcheng Zou、Runhui Liu
DOI:10.1016/j.cclet.2021.02.039
日期:2021.5
been explored as mimics of polypeptides, owing to polypeptoids’ superior stability upon proteolysis. Polypeptoids can be synthesized from one-pot ring-opening polymerization of amino acid N-substituted N-carboxyanhydrides (NNCAs). However, the speed of polymerization of NNCAs can be very slow, especially for NNCAs bearing a bulky N-substitution group. This hindered the exploration on polypeptoids with
由于多肽类在蛋白水解时具有优越的稳定性,因此多肽类被作为多肽的模拟物进行了研究。可以从氨基酸N-取代的N-羧基酐(NNCAs)的一锅开环聚合反应合成类肽。但是,NNCA的聚合速度可能会非常慢,尤其是对于携带大量N的NNCA-替代组。这阻碍了对具有更多种结构和功能的多肽的探索。因此,迫切需要开发先进的策略,以加速在非活性NNCA上的聚合。据此,我们报道六甲基二硅叠氮化锂/钠/钾(Li / Na / KHMDS)比常用的胺引发剂在NNCA上引发明显更快的聚合反应,尤其是对于具有大的N-取代基的NNCA 。这种快速的NNCA聚合反应将增加多肽的结构多样性,并将其用作多肽的合成模拟物。
Secondary-Structure-Driven Self-Assembly of Reactive Polypept(o)ides: Controlling Size, Shape, and Function of Core Cross-Linked Nanostructures
function of polymeric nanostructures during self‐assembly remains a challenge in materials as well as biomedical science, especially when independent control over particle properties is desired. Herein, we report on nanostructures derived from amphiphilic block copolypept(o)ides by secondary‐structure‐directed self‐assembly, presenting a strategy to adjust core polarity and function separately from particle
acid N‐carboxyanhydrides. These amphiphilic blockcopolypept(o)ides self‐assemble into multivalent PeptoMicelles and bind to mannose‐binding receptors as expressed by dendritic cells. Mannosylated micelles showed enhanced cell uptake in DC 2.4 cells and in bone marrow‐derived dendritic cells (BMDCs) and therefore appear to be a suitable platform for immune modulation.
Multidentate Polysarcosine-Based Ligands for Water-Soluble Quantum Dots
作者:Ana Fokina、Kristina Klinker、Lydia Braun、Byeong Guk Jeong、Wan Ki Bae、Matthias Barz、Rudolf Zentel
DOI:10.1021/acs.macromol.6b00582
日期:2016.5.24
We describe the synthesis of heterotelechelic polysarcosine polymers and their use as multidentate ligands in the preparation of stable water-solublequantumdots (QDs). Orthogonally functionalized polysarcosine with amine and dibenzocyclooctyl (DBCO) end groups is obtained by ring-opening polymerization of N-methylglycine N-carboxyanhydride with DBCO amine as initiator. In a first postpolymerization