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高能质子束诱导陨石中羟基萘的聚合/氧化和尿素中的氮转移:模拟不溶性有机质?

High-Energy Proton-Beam-Induced Polymerization/Oxygenation of Hydroxynaphthalenes on Meteorites and Nitrogen Transfer from Urea: Modeling Insoluble Organic Matter?

机构信息

Ecological and Biological Sciences Department (DEB), University of Tuscia, Via S. Camillo de Lellis snc, 01100, Viterbo, Italy.

Department of Chemical Sciences, University of Naples Federico II, Campus Monte S. Angelo, Via Cinthia 21, 80126, Naples, Italy.

出版信息

Chemistry. 2020 Nov 20;26(65):14919-14928. doi: 10.1002/chem.202002318. Epub 2020 Oct 16.

Abstract

Formation and structural modification of oxygenated polycyclic aromatic hydrocarbons (oxyPAHs) by UV irradiation on minerals have recently been proposed as a possible channel of PAH transformation in astrochemical and prebiotic scenarios of possible relevance for the origin of life. Herein, it is demonstrated that high-energy proton-beam irradiation in the presence of various meteorites, including stony iron, achondrite, and chondrite types, promotes the conversion of two representative oxyPAH compounds, 1-naphthol and 1,8-dihydroxynaphthalene, to complex mixtures of oxygenated and oligomeric derivatives. The main identified products include polyhydroxy derivatives, isomeric dimers encompassing benzofuran and benzopyran scaffolds, and, notably, a range of quinones and perylene derivatives. Addition of urea, a prebiotically relevant chemical precursor, expanded the range of identified species to include, among others, quinone diimines. Proton-beam irradiation of oxyPAH modulated by nitrogen-containing compounds such as urea is proposed as a possible contributory mechanism for the formation and processing of insoluble organic matter in meteorites and in prebiotic processes.

摘要

矿物表面受紫外线照射后形成含氧多环芳烃(oxyPAHs),结构随之发生改变,这一过程最近被认为是多环芳烃在天体化学和前生物化学环境中发生转化的一种可能途径,而这些环境可能与生命起源有关。本文证明,高能质子束辐照在各种陨石(包括石铁陨石、无球粒陨石和球粒陨石)存在的条件下,可以促进两种代表性的含氧多环芳烃化合物(1-萘酚和 1,8-二羟基萘)转化为含氧和寡聚衍生物的复杂混合物。主要鉴定出的产物包括多羟基衍生物、苯并呋喃和苯并吡喃骨架的异构体二聚体,以及一系列醌和苝衍生物。添加与生物前体相关的化学前体尿素,扩大了鉴定物种的范围,其中包括醌二亚胺。本文提出,含氮化合物(如尿素)调节的含氧多环芳烃的质子束辐照,可能是陨石中和前生物化学过程中不溶性有机质形成和加工的一种可能贡献机制。

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