• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

由L-苯丙氨酸衍生物和非手性联吡啶共同组装而成的意外右手螺旋纳米结构。

Unexpected right-handed helical nanostructures co-assembled from l-phenylalanine derivatives and achiral bipyridines.

作者信息

Liu Guofeng, Liu Jinying, Feng Chuanliang, Zhao Yanli

机构信息

State Key Lab of Metal Matrix Composites , School of Materials Science and Engineering , Shanghai Jiao Tong University , 800 Dongchuan Road , Shanghai , 200240 , China . Email:

Division of Chemistry and Biological Chemistry , School of Physical and Mathematical Sciences , Nanyang Technological University , 21 Nanyang Link , 637371 , Singapore . Email:

出版信息

Chem Sci. 2017 Mar 1;8(3):1769-1775. doi: 10.1039/c6sc04808k. Epub 2017 Jan 4.

DOI:10.1039/c6sc04808k
PMID:29780452
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5933425/
Abstract

The construction of chiral supramolecular systems with desirable handedness is of great importance in materials science, chemistry, and biology since chiral nanostructures exhibit fascinating photophysical properties and unique biological effects. Herein, we report that achiral bipyridines can co-assemble with l-phenylalanine derivatives into unexpected right-handed helical nanostructures rather than a left-handed helix intermolecular hydrogen bonding interactions formed between the pyridyl and carboxylic groups. This study opens up a route to develop chiral nanostructures with desirable handedness the co-assembly of simple molecular building blocks and provides a straightforward insight into the chirality control of nanostructures in supramolecular systems.

摘要

构建具有理想手性的手性超分子体系在材料科学、化学和生物学中具有重要意义,因为手性纳米结构展现出迷人的光物理性质和独特的生物学效应。在此,我们报道非手性联吡啶可以与L-苯丙氨酸衍生物通过吡啶基和羧基之间形成的分子间氢键相互作用,共同组装成意想不到的右手螺旋纳米结构,而非左手螺旋结构。这项研究开辟了一条通过简单分子构建块的共同组装来开发具有理想手性的手性纳米结构的途径,并为超分子体系中纳米结构的手性控制提供了直接的见解。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1d8f/5933425/10c0b3bf9bc2/c6sc04808k-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1d8f/5933425/b3cd8d5f34ad/c6sc04808k-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1d8f/5933425/e1aa69aa281a/c6sc04808k-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1d8f/5933425/bf6506cee9e0/c6sc04808k-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1d8f/5933425/19f17f646995/c6sc04808k-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1d8f/5933425/10c0b3bf9bc2/c6sc04808k-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1d8f/5933425/b3cd8d5f34ad/c6sc04808k-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1d8f/5933425/e1aa69aa281a/c6sc04808k-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1d8f/5933425/bf6506cee9e0/c6sc04808k-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1d8f/5933425/19f17f646995/c6sc04808k-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1d8f/5933425/10c0b3bf9bc2/c6sc04808k-f5.jpg

相似文献

1
Unexpected right-handed helical nanostructures co-assembled from l-phenylalanine derivatives and achiral bipyridines.由L-苯丙氨酸衍生物和非手性联吡啶共同组装而成的意外右手螺旋纳米结构。
Chem Sci. 2017 Mar 1;8(3):1769-1775. doi: 10.1039/c6sc04808k. Epub 2017 Jan 4.
2
Stoichiometry-Controlled Inversion of Supramolecular Chirality in Nanostructures Co-assembled with Bipyridines.与联吡啶共组装的纳米结构中超分子手性的化学计量控制反转
Chemistry. 2018 Feb 1;24(7):1509-1513. doi: 10.1002/chem.201704431. Epub 2018 Jan 11.
3
Helicity Inversion of Supramolecular Hydrogels Induced by Achiral Substituents.非手性取代基诱导超分子水凝胶的螺旋反转。
ACS Nano. 2017 Dec 26;11(12):11880-11889. doi: 10.1021/acsnano.7b06097. Epub 2017 Nov 20.
4
Inversion of the Supramolecular Chirality of Nanofibrous Structures through Co-Assembly with Achiral Molecules.通过与非手性分子共组装实现纳米纤维结构的超分子手性反转。
Angew Chem Int Ed Engl. 2016 Feb 12;55(7):2411-5. doi: 10.1002/anie.201510140. Epub 2015 Dec 9.
5
Controlling Supramolecular Chirality of Two-Component Hydrogels by J- and H-Aggregation of Building Blocks.通过构筑块的 J- 聚集体和 H-聚集体来控制两亲水凝胶的超分子手性。
J Am Chem Soc. 2018 May 23;140(20):6467-6473. doi: 10.1021/jacs.8b03309. Epub 2018 May 15.
6
Chirality-influenced antibacterial activity of methylthiazole- and thiadiazole-based supramolecular biocompatible hydrogels.基于甲基噻唑和噻二唑的超分子生物相容性水凝胶的手性影响抗菌活性。
Acta Biomater. 2022 Mar 15;141:59-69. doi: 10.1016/j.actbio.2022.01.033. Epub 2022 Jan 19.
7
Aromatic Motifs Dictate Nanohelix Handedness of Tripeptides.芳香基序决定三肽纳米螺旋的手性。
ACS Nano. 2018 Dec 26;12(12):12305-12314. doi: 10.1021/acsnano.8b06173. Epub 2018 Nov 26.
8
Sensitive and photo-triggered transformation of hierarchical helices assembled from achiral bolaamphiphiles.由非手性双子两亲分子组装的分级螺旋的灵敏和光触发转变。
J Colloid Interface Sci. 2014 Dec 1;435:1-7. doi: 10.1016/j.jcis.2014.08.014. Epub 2014 Aug 23.
9
Controlling Supramolecular Chirality in Multicomponent Self-Assembled Systems.控制多组分自组装体系中的超分子手性
Acc Chem Res. 2018 Sep 18;51(9):2324-2334. doi: 10.1021/acs.accounts.8b00312. Epub 2018 Sep 4.
10
Induction and control of supramolecular chirality by light in self-assembled helical nanostructures.在自组装螺旋纳米结构中通过光诱导和控制超分子手性。
Nat Commun. 2015 Apr 23;6:6959. doi: 10.1038/ncomms7959.

引用本文的文献

1
Supramolecular chiral inversion and regulation of phenylalanine-based organogels in low-polarity achiral solvents.低极性非手性溶剂中基于苯丙氨酸的有机凝胶的超分子手性反转与调控
Commun Chem. 2025 Aug 12;8(1):243. doi: 10.1038/s42004-025-01650-8.
2
Hierarchically oriented organization in supramolecular peptide crystals.超分子肽晶体中的分层取向组织。
Protein Pept Lett. 2019 Sep 10;3(10):567-588. doi: 10.1038/s41570-019-0129-8.
3
Unravelling denaturation, temperature and cosolvent-driven chiroptical switching in peptide self-assembly with switchable piezoelectric responses.

本文引用的文献

1
Counteranion Driven Homochiral Assembly of a Cationic C3-Symmetric Gelator through Ion-Pair Assisted Hydrogen Bond.抗衡阴离子诱导的阳离子型 C3 对称凝胶因子通过离子对辅助氢键的手性组装。
J Am Chem Soc. 2016 Sep 7;138(35):11113-6. doi: 10.1021/jacs.6b06312. Epub 2016 Aug 18.
2
Pathway Complexity in the Enantioselective Self-Assembly of Functional Carbonyl-Bridged Triarylamine Trisamides.手性羰基桥联三芳基胺三酰胺的对映选择性自组装中的途径复杂性。
J Am Chem Soc. 2016 Aug 24;138(33):10539-45. doi: 10.1021/jacs.6b05184. Epub 2016 Aug 10.
3
Enabling Light Work in Helical Self-Assembly for Dynamic Amplification of Chirality with Photoreversibility.
揭示肽自组装中变性、温度和共溶剂驱动的手性光开关及其可切换的压电响应。
Chem Sci. 2024 Sep 9;15(39):16355-66. doi: 10.1039/d4sc05016a.
4
Supramolecular organogels fabricated with dicarboxylic acids and primary alkyl amines: controllable self-assembled structures.由二元羧酸和伯烷基胺制备的超分子有机凝胶:可控的自组装结构
RSC Adv. 2020 Aug 6;10(49):29129-29138. doi: 10.1039/d0ra05072e. eCollection 2020 Aug 5.
5
Switching between Phosphorescence and Fluorescence Controlled by Chiral Self-Assembly.通过手性自组装实现磷光与荧光之间的切换
Adv Sci (Weinh). 2017 May 15;4(9):1700021. doi: 10.1002/advs.201700021. eCollection 2017 Sep.
在螺旋自组装中实现光驱动工作以实现具有光可逆性的手性动态放大
J Am Chem Soc. 2016 Feb 24;138(7):2219-24. doi: 10.1021/jacs.5b11580. Epub 2016 Jan 12.
4
A supramolecular helix that disregards chirality.一种无视手性的超分子螺旋。
Nat Chem. 2016 Jan;8(1):80-9. doi: 10.1038/nchem.2397. Epub 2015 Nov 16.
5
Inversion of the Supramolecular Chirality of Nanofibrous Structures through Co-Assembly with Achiral Molecules.通过与非手性分子共组装实现纳米纤维结构的超分子手性反转。
Angew Chem Int Ed Engl. 2016 Feb 12;55(7):2411-5. doi: 10.1002/anie.201510140. Epub 2015 Dec 9.
6
Symmetry Breaking in the Supramolecular Gels of an Achiral Gelator Exclusively Driven by π-π Stacking.手性凝胶因子通过π-π堆积作用诱导的超分子凝胶的对称破缺。
J Am Chem Soc. 2015 Dec 30;137(51):16109-15. doi: 10.1021/jacs.5b10496. Epub 2015 Dec 21.
7
Chiral Nanoarchitectonics: Towards the Design, Self-Assembly, and Function of Nanoscale Chiral Twists and Helices.手性纳米结构:朝向纳米尺度手性扭曲和螺旋的设计、自组装和功能化。
Adv Mater. 2016 Feb 10;28(6):1044-59. doi: 10.1002/adma.201502590. Epub 2015 Sep 19.
8
Supramolecular Chirality in Self-Assembled Systems.自组装体系中的超分子手性
Chem Rev. 2015 Aug 12;115(15):7304-97. doi: 10.1021/cr500671p. Epub 2015 Jul 20.
9
Installing Logic Gates to Multiresponsive Supramolecular Hydrogel Co-assembled from Phenylalanine Amphiphile and Bis(pyridinyl) Derivative.将逻辑门安装到由苯丙氨酸两亲物和双(吡啶基)衍生物共组装而成的多响应超分子水凝胶中。
Langmuir. 2015 Jun 30;31(25):7122-8. doi: 10.1021/acs.langmuir.5b01585. Epub 2015 Jun 18.
10
Rational Design of Chiral Nanostructures from Self-Assembly of a Ferrocene-Modified Dipeptide.手性纳米结构的自组装:基于二肽的手性修饰。
J Am Chem Soc. 2015 Jun 24;137(24):7869-80. doi: 10.1021/jacs.5b03925. Epub 2015 Jun 10.