• 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

手性连接体系作为理解 D-氨基酸对淀粉样肽结构和性质影响的模型。

Chiral Linked Systems as a Model for Understanding D-Amino Acids Influence on the Structure and Properties of Amyloid Peptides.

机构信息

Voevodsky Institute of Chemical Kinetics and Combustion, 630090 Novosibirsk, Russia.

Department of Natural Sciences, Novosibirsk State University, 630090 Novosibirsk, Russia.

出版信息

Int J Mol Sci. 2022 Mar 11;23(6):3060. doi: 10.3390/ijms23063060.

DOI:10.3390/ijms23063060
PMID:35328481
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8955658/
Abstract

In this review, we provide an illustration of the idea discussed in the literature of using model compounds to study the effect of substitution of L- for D-amino acid residues in amyloid peptides. The need for modeling is due to the inability to study highly disordered peptides by traditional methods (high-field NMR, X-ray). At the same time, the appearance of such peptides, where L-amino acids are partially replaced by D-analogs is one of the main causes of Alzheimer's disease. The review presents examples of the use diastereomers with L-/D-tryptophan in model process-photoinduced electron transfer (ET) for studying differences in reactivity and structure of systems with L- and D-optical isomers. The combined application of spin effects, including those calculated using the original theory, fluorescence techniques and molecular modeling has demonstrated a real difference in the structure and efficiency of ET in diastereomers with L-/D-tryptophan residues. In addition, the review compared the factors governing chiral inversion in model metallopeptides and Aβ42 amyloid.

摘要

在这篇综述中,我们提供了一个使用模型化合物来研究在淀粉样肽中 L-对 D-氨基酸残基取代的影响的文献中讨论的想法的说明。需要建模是由于无法通过传统方法(高场 NMR、X 射线)研究高度无序的肽。同时,出现这种部分由 D-类似物取代 L-氨基酸的肽是阿尔茨海默病的主要原因之一。该综述介绍了使用 L-/D-色氨酸的非对映异构体在模型过程中光诱导电子转移 (ET) 的实例,用于研究具有 L-和 D-光学异构体的系统的反应性和结构差异。自旋效应的综合应用,包括使用原始理论计算的那些、荧光技术和分子建模已经证明了 L-/D-色氨酸残基的非对映异构体中 ET 的结构和效率的真正差异。此外,该综述比较了模型金属肽和 Aβ42 淀粉样蛋白中手性反转的控制因素。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/0120781090ef/ijms-23-03060-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/2287b444b59c/ijms-23-03060-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/6402d4c5e3a1/ijms-23-03060-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/771c270669d6/ijms-23-03060-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/4facdce407e7/ijms-23-03060-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/cabf3bab3bcd/ijms-23-03060-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/8424ca68a915/ijms-23-03060-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/0c22a20c0f32/ijms-23-03060-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/073ed285285d/ijms-23-03060-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/d5e8150ac7af/ijms-23-03060-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/3dc5b988e267/ijms-23-03060-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/35a893ef83b2/ijms-23-03060-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/0120781090ef/ijms-23-03060-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/2287b444b59c/ijms-23-03060-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/6402d4c5e3a1/ijms-23-03060-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/771c270669d6/ijms-23-03060-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/4facdce407e7/ijms-23-03060-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/cabf3bab3bcd/ijms-23-03060-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/8424ca68a915/ijms-23-03060-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/0c22a20c0f32/ijms-23-03060-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/073ed285285d/ijms-23-03060-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/d5e8150ac7af/ijms-23-03060-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/3dc5b988e267/ijms-23-03060-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/35a893ef83b2/ijms-23-03060-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7104/8955658/0120781090ef/ijms-23-03060-g010.jpg

相似文献

1
Chiral Linked Systems as a Model for Understanding D-Amino Acids Influence on the Structure and Properties of Amyloid Peptides.手性连接体系作为理解 D-氨基酸对淀粉样肽结构和性质影响的模型。
Int J Mol Sci. 2022 Mar 11;23(6):3060. doi: 10.3390/ijms23063060.
2
Photoinduced Processes in Lysine-Tryptophan-Lysine Tripeptide with L and D Tryptophan.L 和 D 色氨酸的赖氨酸-色氨酸-赖氨酸三肽的光诱导过程。
Int J Mol Sci. 2023 Feb 7;24(4):3331. doi: 10.3390/ijms24043331.
3
Role of Chiral Configuration in the Photoinduced Interaction of D- and L-Tryptophan with Optical Isomers of Ketoprofen in Linked Systems.手性构型在 D-和 L-色氨酸与连接体系中酮洛芬对映异构体的光诱导相互作用中的作用。
Int J Mol Sci. 2021 Jun 8;22(12):6198. doi: 10.3390/ijms22126198.
4
Optical Configuration Effect on the Structure and Reactivity of Diastereomers Revealed by Spin Effects and Molecular Dynamics Calculations.光学构型对旋光效应和分子动力学计算揭示的非对映异构体的结构和反应性的影响。
Int J Mol Sci. 2021 Dec 21;23(1):38. doi: 10.3390/ijms23010038.
5
The effect of retro-inverse D-amino acid Aβ-peptides on Aβ-fibril formation.反式 D-氨基酸 Aβ 肽对 Aβ 纤维形成的影响。
J Chem Phys. 2019 Mar 7;150(9):095101. doi: 10.1063/1.5082194.
6
R(-)-4-(3-Isothiocyanatopyrrolidin-1-yl)-7-(N,N-dimethylaminosulfonyl)-2,1,3-benzoxadiazole, a fluorescent chiral tagging reagent: sensitive resolution of chiral amines and amino acids by reversed-phase liquid chromatography.R(-)-4-(3-异硫氰酸根合吡咯烷-1-基)-7-(N,N-二甲基氨基磺酰基)-2,1,3-苯并恶二唑,一种荧光手性标记试剂:通过反相液相色谱对手性胺和氨基酸进行灵敏拆分
Biomed Chromatogr. 2001 Feb;15(1):56-67. doi: 10.1002/bmc.53.
7
Stereoselectivity of Interaction of Nonsteroidal Anti-Inflammatory Drug S-Ketoprofen with L/D-Tryptophan in Phospholipid Membranes.非甾体抗炎药S-酮洛芬与L/D-色氨酸在磷脂膜中的相互作用的立体选择性
Membranes (Basel). 2022 Apr 24;12(5):460. doi: 10.3390/membranes12050460.
8
Separation and identification of the DL-forms of short-chain peptides using a new chiral resolution labeling reagent.使用一种新的手性拆分试剂分离和鉴定短链肽的 DL 形式。
Anal Bioanal Chem. 2022 Jun;414(14):4039-4046. doi: 10.1007/s00216-022-04048-w. Epub 2022 Apr 6.
9
Peptides Composed of Alternating L- and D-Amino Acids Inhibit Amyloidogenesis in Three Distinct Amyloid Systems Independent of Sequence.由L-氨基酸和D-氨基酸交替组成的肽在三个不同的淀粉样蛋白系统中抑制淀粉样蛋白生成,且与序列无关。
J Mol Biol. 2016 Jun 5;428(11):2317-2328. doi: 10.1016/j.jmb.2016.03.013. Epub 2016 Mar 21.
10
Nanopore investigation of the stereoselective interactions between Cu(2+) and D,L-histidine amino acids engineered into an amyloidic fragment analogue.对工程化至淀粉样片段类似物中的铜离子(Cu(2+))与D,L-组氨酸氨基酸之间立体选择性相互作用的纳米孔研究
Langmuir. 2015;31(1):387-96. doi: 10.1021/la504243r. Epub 2014 Dec 19.

引用本文的文献

1
Impact of Non-Covalent Interactions of Chiral Linked Systems in Solution on Photoinduced Electron Transfer Efficiency.手性连接体系在溶液中非共价相互作用对光诱导电子转移效率的影响。
Int J Mol Sci. 2023 May 26;24(11):9296. doi: 10.3390/ijms24119296.
2
Photoinduced Processes in Lysine-Tryptophan-Lysine Tripeptide with L and D Tryptophan.L 和 D 色氨酸的赖氨酸-色氨酸-赖氨酸三肽的光诱导过程。
Int J Mol Sci. 2023 Feb 7;24(4):3331. doi: 10.3390/ijms24043331.
3
Peptide Inhibitors of Insulin Fibrillation: Current and Future Challenges.胰岛素纤维形成的肽抑制剂:当前和未来的挑战。

本文引用的文献

1
Optical Configuration Effect on the Structure and Reactivity of Diastereomers Revealed by Spin Effects and Molecular Dynamics Calculations.光学构型对旋光效应和分子动力学计算揭示的非对映异构体的结构和反应性的影响。
Int J Mol Sci. 2021 Dec 21;23(1):38. doi: 10.3390/ijms23010038.
2
Understanding Amyloid Structures and Disease: A Continuing Challenge in Health Research.了解淀粉样结构和疾病:健康研究中的持续挑战。
Int J Mol Sci. 2021 Jun 21;22(12):6620. doi: 10.3390/ijms22126620.
3
Role of Chiral Configuration in the Photoinduced Interaction of D- and L-Tryptophan with Optical Isomers of Ketoprofen in Linked Systems.
Int J Mol Sci. 2023 Jan 9;24(2):1306. doi: 10.3390/ijms24021306.
4
Stereoselectivity of Interaction of Nonsteroidal Anti-Inflammatory Drug S-Ketoprofen with L/D-Tryptophan in Phospholipid Membranes.非甾体抗炎药S-酮洛芬与L/D-色氨酸在磷脂膜中的相互作用的立体选择性
Membranes (Basel). 2022 Apr 24;12(5):460. doi: 10.3390/membranes12050460.
手性构型在 D-和 L-色氨酸与连接体系中酮洛芬对映异构体的光诱导相互作用中的作用。
Int J Mol Sci. 2021 Jun 8;22(12):6198. doi: 10.3390/ijms22126198.
4
Diphenyl-Methane Based Thyromimetic Inhibitors for Transthyretin Amyloidosis.基于二苯甲烷的甲状腺素拟态抑制剂用于甲状腺素运载蛋白淀粉样变性。
Int J Mol Sci. 2021 Mar 28;22(7):3488. doi: 10.3390/ijms22073488.
5
Pseudopeptide Amyloid Aggregation Inhibitors: In Silico, Single Molecule and Cell Viability Studies.拟肽淀粉样蛋白聚集抑制剂:计算模拟、单分子和细胞活力研究。
Int J Mol Sci. 2021 Jan 21;22(3):1051. doi: 10.3390/ijms22031051.
6
Recent developments of small molecule γ-secretase modulators for Alzheimer's disease.用于阿尔茨海默病的小分子γ-分泌酶调节剂的最新进展
RSC Med Chem. 2020 Aug 27;11(9):1003-1022. doi: 10.1039/d0md00196a. eCollection 2020 Sep 1.
7
Development of Conformational Antibodies to Detect Bcl-xL's Amyloid Aggregates in Metal-Induced Apoptotic Neuroblastoma Cells.检测金属诱导凋亡神经母细胞瘤细胞中 Bcl-xL 淀粉样聚集物的构象抗体的研制。
Int J Mol Sci. 2020 Oct 15;21(20):7625. doi: 10.3390/ijms21207625.
8
Molecular basis for chirality-regulated Aβ self-assembly and receptor recognition revealed by ion mobility-mass spectrometry.离子淌度-质谱揭示手性调控 Aβ 自组装和受体识别的分子基础。
Nat Commun. 2019 Nov 6;10(1):5038. doi: 10.1038/s41467-019-12346-8.
9
Role of Association in Chiral Catalysis: From Asymmetric Synthesis to Spin Selectivity.手性催化中的配合作用:从不对称合成到自旋选择性。
Chemistry. 2018 Dec 12;24(70):18587-18600. doi: 10.1002/chem.201801625. Epub 2018 Oct 30.
10
Spin Selectivity in Chiral Linked Systems.手性连接体系中的自旋选择性
Chemistry. 2018 Mar 12;24(15):3882-3892. doi: 10.1002/chem.201705863. Epub 2018 Feb 19.