Suppr超能文献

二酮哌嗪凝胶:环二肽自组装的新视野。

Diketopiperazine Gels: New Horizons from the Self-Assembly of Cyclic Dipeptides.

机构信息

Chemical and Pharmaceutical Sciences Department, University of Trieste, Via Giorgieri 1, 34127 Trieste, Italy.

National Interuniversity Consortium of Materials Science and Technology (INSTM), University of Trieste, 34127 Trieste, Italy.

出版信息

Molecules. 2021 Jun 3;26(11):3376. doi: 10.3390/molecules26113376.

Abstract

Cyclodipeptides (CDPs) or 2,5-diketopiperazines (DKPs) can exert a variety of biological activities and display pronounced resistance against enzymatic hydrolysis as well as a propensity towards self-assembly into gels, relative to the linear-dipeptide counterparts. They have attracted great interest in a variety of fields spanning from functional materials to drug discovery. This concise review will analyze the latest advancements in their synthesis, self-assembly into gels, and their more innovative applications.

摘要

环二肽(CDPs)或 2,5-二酮哌嗪(DKPs)可发挥多种生物活性,并表现出相对于线性二肽类似物的显著抗酶解水解性和自组装成凝胶的倾向。它们在从功能材料到药物发现等多个领域引起了极大的兴趣。这篇简明的综述将分析它们在凝胶合成、自组装及其更具创新性应用方面的最新进展。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a9c7/8199760/d64ad653afae/molecules-26-03376-g001.jpg

相似文献

1
Diketopiperazine Gels: New Horizons from the Self-Assembly of Cyclic Dipeptides.
Molecules. 2021 Jun 3;26(11):3376. doi: 10.3390/molecules26113376.
2
Investigation of the formation mechanism of proline-containing cyclic dipeptide from the linear peptide.
Biosci Biotechnol Biochem. 2019 Dec;83(12):2355-2363. doi: 10.1080/09168451.2019.1659718. Epub 2019 Aug 29.
3
Efficient microwave assisted syntheses of 2,5-diketopiperazines in aqueous media.
Molecules. 2009 Jul 31;14(8):2836-49. doi: 10.3390/molecules14082836.
5
6
Synthesis of monoalkylidene diketopiperazines and application to the synthesis of barettin.
Org Biomol Chem. 2017 Oct 18;15(40):8634-8640. doi: 10.1039/c7ob02297b.
7
Development of LC-MS/MS analysis of cyclic dipeptides and its application to tea extract.
Biosci Biotechnol Biochem. 2016;80(1):172-7. doi: 10.1080/09168451.2015.1075865. Epub 2015 Aug 24.
8
Prebiotic formation of cyclic dipeptides under potentially early Earth conditions.
Sci Rep. 2018 Jan 17;8(1):936. doi: 10.1038/s41598-018-19335-9.
9
Evidence of diketopiperazine and oxazolone structures for HA b2+ ion.
J Am Chem Soc. 2009 Dec 9;131(48):17528-9. doi: 10.1021/ja9054542.
10
One-pot synthesis of 2,5-diketopiperazine with high titer and versatility using adenylation enzyme.
Appl Microbiol Biotechnol. 2022 Jun;106(12):4469-4479. doi: 10.1007/s00253-022-12004-y. Epub 2022 Jun 10.

引用本文的文献

2
On the Reactivity of (S)-Indoline-2-Carboxylic Acid.
Chirality. 2024 Dec;36(12):e70008. doi: 10.1002/chir.70008.
4
Cysteine Redox Chemistry in Peptide Self-Assembly to Modulate Hydrogelation.
Molecules. 2023 Jun 24;28(13):4970. doi: 10.3390/molecules28134970.
5
Effects of hydroxyl group in cyclo(Pro-Tyr)-like cyclic dipeptides on their anti-QS activity and self-assembly.
iScience. 2023 Jun 7;26(7):107048. doi: 10.1016/j.isci.2023.107048. eCollection 2023 Jul 21.
6
Bioinspired Cyclic Dipeptide Functionalized Nanofibers for Thermal Sensing and Energy Harvesting.
Materials (Basel). 2023 Mar 21;16(6):2477. doi: 10.3390/ma16062477.
8
Cyclodipeptides: From Their Green Synthesis to Anti-Age Activity.
Biomedicines. 2022 Sep 20;10(10):2342. doi: 10.3390/biomedicines10102342.
9
Short Peptide-Based Smart Thixotropic Hydrogels.
Gels. 2022 Sep 7;8(9):569. doi: 10.3390/gels8090569.
10
Epipolythiodioxopiperazine-Based Natural Products: Building Blocks, Biosynthesis and Biological Activities.
Chembiochem. 2022 Dec 5;23(23):e202200341. doi: 10.1002/cbic.202200341. Epub 2022 Sep 15.

本文引用的文献

1
Applications of self-assembling ultrashort peptides in bionanotechnology.
RSC Adv. 2019 Jan 8;9(2):844-852. doi: 10.1039/c8ra07533f. eCollection 2019 Jan 2.
2
Synthesis and solvent-controlled self-assembly of diketopiperazine-based polyamides from aspartame.
RSC Adv. 2021 Feb 3;11(11):5938-5946. doi: 10.1039/d0ra10086b. eCollection 2021 Feb 2.
3
Total synthesis of (-)-penicimutanin a and related congeners.
Chem Sci. 2019 Nov 20;11(3):656-660. doi: 10.1039/c9sc05252f.
4
Bioinspired Brønsted Acid-Promoted Regioselective Tryptophan Isoprenylations.
ACS Omega. 2021 Apr 12;6(16):10840-10858. doi: 10.1021/acsomega.1c00515. eCollection 2021 Apr 27.
5
Production of Heterodimeric Diketopiperazines Employing a -Based Whole-Cell Biocatalysis System.
J Org Chem. 2021 Aug 20;86(16):11189-11197. doi: 10.1021/acs.joc.1c00380. Epub 2021 Apr 22.
6
A Cyclic Dipeptide from Marine Fungus DXY-1 Exhibits Anti-quorum Sensing Activity.
ACS Omega. 2021 Mar 12;6(11):7693-7700. doi: 10.1021/acsomega.1c00020. eCollection 2021 Mar 23.
8
A Small Molecule Coordinates Symbiotic Behaviors in a Host Organ.
mBio. 2021 Mar 9;12(2):e03637-20. doi: 10.1128/mBio.03637-20.
9
Bioinspired Synthesis of the Furopyrazine Alkaloid Hyrtioseragamine A.
J Org Chem. 2021 Mar 19;86(6):4779-4785. doi: 10.1021/acs.joc.1c00174. Epub 2021 Mar 9.
10
Modifications of diketopiperazines assembled by cyclodipeptide synthases with cytochrome P enzymes.
Appl Microbiol Biotechnol. 2021 Mar;105(6):2277-2285. doi: 10.1007/s00253-021-11178-1. Epub 2021 Feb 24.

文献AI研究员

20分钟写一篇综述,助力文献阅读效率提升50倍。

立即体验

用中文搜PubMed

大模型驱动的PubMed中文搜索引擎

马上搜索

文档翻译

学术文献翻译模型,支持多种主流文档格式。

立即体验