• 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

在α-蒎烯的每个可用碳原子上进行位点特异性氘掺入的策略与战术。

Strategies and Tactics for Site Specific Deuterium Incorporation at Each Available Carbon Atom of α-Pinene.

作者信息

Luo Jingyi, Upshur Mary Alice, Vega Marvin, Doering Nicolle A, Varelas Jonathan, Ren Zhouyang, Geiger Franz M, Sarpong Richmond, Thomson Regan J

机构信息

Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, Illinois 60208, United States.

Department of Chemistry, University of California, Berkeley, California 94720, United States.

出版信息

J Org Chem. 2024 Oct 4;89(19):14265-14278. doi: 10.1021/acs.joc.4c01702. Epub 2024 Sep 22.

DOI:10.1021/acs.joc.4c01702
PMID:39306764
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11608105/
Abstract

The development of several unique strategies and tactics for the synthesis of α-pinene isotopologues that has culminated in access to all eight possible isomers with deuterium incorporated selectively at each available carbon atom is described. Access to this library of isotopologues provides new tools to more fully investigate the atmospheric autoxidation of α-pinene, a complex process that plays a major role in the formation of secondary organic aerosol in the Earth's atmosphere.

摘要

本文描述了几种独特的策略和方法用于合成α-蒎烯同位素异构体,最终成功获得了所有八种可能的异构体,其中氘选择性地掺入到每个可利用的碳原子上。获得这个同位素异构体库为更全面地研究α-蒎烯的大气自氧化提供了新工具,α-蒎烯的大气自氧化是一个复杂过程,在地球大气中二次有机气溶胶的形成中起主要作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/c6c451ed4eb6/nihms-2037390-f0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/37184d76051a/nihms-2037390-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/7fb188520070/nihms-2037390-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/09563d7bfab9/nihms-2037390-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/46bbaca2faf0/nihms-2037390-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/202da8f5f9d8/nihms-2037390-f0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/3a01378d165f/nihms-2037390-f0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/0b93e2f5a12c/nihms-2037390-f0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/c6c451ed4eb6/nihms-2037390-f0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/37184d76051a/nihms-2037390-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/7fb188520070/nihms-2037390-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/09563d7bfab9/nihms-2037390-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/46bbaca2faf0/nihms-2037390-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/202da8f5f9d8/nihms-2037390-f0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/3a01378d165f/nihms-2037390-f0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/0b93e2f5a12c/nihms-2037390-f0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09bf/11608105/c6c451ed4eb6/nihms-2037390-f0009.jpg

相似文献

1
Strategies and Tactics for Site Specific Deuterium Incorporation at Each Available Carbon Atom of α-Pinene.在α-蒎烯的每个可用碳原子上进行位点特异性氘掺入的策略与战术。
J Org Chem. 2024 Oct 4;89(19):14265-14278. doi: 10.1021/acs.joc.4c01702. Epub 2024 Sep 22.
2
Synthesis and surface spectroscopy of α-pinene isotopologues and their corresponding secondary organic material.α-蒎烯同位素异构体及其相应二次有机材料的合成与表面光谱分析
Chem Sci. 2019 Jul 31;10(36):8390-8398. doi: 10.1039/c9sc02399b. eCollection 2019 Sep 28.
3
Selective Deuteration Reveals the Importance of Multiple Branching Pathways in α-Pinene Autoxidation.选择性氘代揭示了多分支途径在α-蒎烯自氧化中的重要性。
J Am Chem Soc. 2025 Apr 30;147(17):14131-14138. doi: 10.1021/jacs.4c14462. Epub 2025 Apr 15.
4
Laboratory chamber studies on the formation of organosulfates from reactive uptake of monoterpene oxides.关于由单萜烯氧化物的反应性摄取形成有机硫酸盐的实验室模拟研究。
Phys Chem Chem Phys. 2009 Sep 28;11(36):7985-97. doi: 10.1039/b904025k. Epub 2009 Jul 2.
5
A neglected pathway for the accretion products formation in the atmosphere.大气中吸积产物形成的被忽视途径。
Sci Total Environ. 2022 Nov 20;848:157494. doi: 10.1016/j.scitotenv.2022.157494. Epub 2022 Jul 30.
6
Hydroxyl radical-induced formation of highly oxidized organic compounds.羟基自由基诱导的高氧化有机化合物的形成。
Nat Commun. 2016 Dec 2;7:13677. doi: 10.1038/ncomms13677.
7
Double Bonds Are Key to Fast Unimolecular Reactivity in First-Generation Monoterpene Hydroxy Peroxy Radicals.双键是第一代单萜类氢过氧自由基快速单分子反应的关键。
J Phys Chem A. 2020 Apr 9;124(14):2885-2896. doi: 10.1021/acs.jpca.0c01079. Epub 2020 Apr 1.
8
Molecular mechanism for rapid autoxidation in α-pinene ozonolysis.α-蒎烯臭氧氧化快速自氧化的分子机制。
Nat Commun. 2021 Feb 9;12(1):878. doi: 10.1038/s41467-021-21172-w.
9
Formation and evolution of molecular products in α-pinene secondary organic aerosol.α-蒎烯二次有机气溶胶中分子产物的形成与演化
Proc Natl Acad Sci U S A. 2015 Nov 17;112(46):14168-73. doi: 10.1073/pnas.1517742112. Epub 2015 Nov 2.
10
Chemical characterization of α-pinene secondary organic aerosol constituents using gas chromatography, liquid chromatography, and paper spray-based mass spectrometry techniques.使用气相色谱法、液相色谱法和基于纸喷雾的质谱技术对α-蒎烯二次有机气溶胶成分进行化学表征。
Rapid Commun Mass Spectrom. 2016 Jul 15;30(13):1627-38. doi: 10.1002/rcm.7602.

引用本文的文献

1
Selective Deuteration Reveals the Importance of Multiple Branching Pathways in α-Pinene Autoxidation.选择性氘代揭示了多分支途径在α-蒎烯自氧化中的重要性。
J Am Chem Soc. 2025 Apr 30;147(17):14131-14138. doi: 10.1021/jacs.4c14462. Epub 2025 Apr 15.

本文引用的文献

1
Correction: Ring-opening yields and auto-oxidation rates of the resulting peroxy radicals from OH-oxidation of α-pinene and β-pinene.修正:α-蒎烯和β-蒎烯经OH氧化生成的过氧自由基的开环产率和自氧化速率。
Environ Sci Atmos. 2023 Nov 27;3(12):1847. doi: 10.1039/d3ea90045b. eCollection 2023 Dec 7.
2
Large Gas-Phase Source of Esters and Other Accretion Products in the Atmosphere.大气中酯类和其他吸积产物的大规模气相源。
J Am Chem Soc. 2023 Apr 12;145(14):7780-7790. doi: 10.1021/jacs.2c10398. Epub 2023 Mar 30.
3
Organic synthesis in the study of terpene-derived oxidation products in the atmosphere.在大气中萜烯衍生氧化产物的研究中进行有机合成。
Nat Prod Rep. 2023 Apr 26;40(4):890-921. doi: 10.1039/d2np00064d.
4
The pinene scaffold: its occurrence, chemistry, synthetic utility, and pharmacological importance.蒎烯骨架:其存在、化学性质、合成用途及药理学重要性。
RSC Adv. 2022 Apr 12;12(18):11346-11375. doi: 10.1039/d2ra00423b. eCollection 2022 Apr 7.
5
Rearrangements of the Chrysanthenol Core: Application to a Formal Synthesis of Xishacorene B.菊醇核心的重排:在西沙考烯 B 的形式合成中的应用。
J Am Chem Soc. 2021 Dec 8;143(48):20482-20490. doi: 10.1021/jacs.1c10804. Epub 2021 Nov 23.
6
Molecular Chirality and Cloud Activation Potentials of Dimeric α-Pinene Oxidation Products.二聚α-蒎烯氧化产物的分子手性和云凝结核活性。
J Am Chem Soc. 2021 Oct 13;143(40):16653-16662. doi: 10.1021/jacs.1c07509. Epub 2021 Oct 4.
7
α-Pinene: A never-ending story.α-蒎烯:一个永无止境的故事。
Phytochemistry. 2021 Oct;190:112857. doi: 10.1016/j.phytochem.2021.112857. Epub 2021 Aug 5.
8
Molecular mechanism for rapid autoxidation in α-pinene ozonolysis.α-蒎烯臭氧氧化快速自氧化的分子机制。
Nat Commun. 2021 Feb 9;12(1):878. doi: 10.1038/s41467-021-21172-w.
9
C-C Bond Cleavage Approach to Complex Terpenoids: Development of a Unified Total Synthesis of the Phomactins.C-C 键断裂方法用于复杂萜类化合物:福马菌素统一全合成的发展。
J Am Chem Soc. 2020 Sep 9;142(36):15536-15547. doi: 10.1021/jacs.0c07316. Epub 2020 Aug 31.
10
Synthesis and surface spectroscopy of α-pinene isotopologues and their corresponding secondary organic material.α-蒎烯同位素异构体及其相应二次有机材料的合成与表面光谱分析
Chem Sci. 2019 Jul 31;10(36):8390-8398. doi: 10.1039/c9sc02399b. eCollection 2019 Sep 28.