Prebiotic Synthesis and Isomerization in Interstellar Analog Ice: Glycinal, Acetamide, and Their Enol Tautomers

Prebiotic Synthesis and Isomerization in Interstellar Analog Ice: Glycinal, Acetamide, and Their Enol Tautomers
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星际模拟冰中的益生元合成和异构化:甘氨酸、乙酰胺及其烯醇互变异构体

DOI:
10.1002/ange.202218645
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发表时间:
2023
期刊:
影响因子:
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通讯作者:
Kaiser, Ralf I.
Kaiser, Ralf I.
中科院分区:
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文献类型:
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作者:
Marks, Joshua H.;Wang, Jia;Kleimeier, N. Fabian;Turner, Andrew M.;Eckhardt, André K.;Kaiser, Ralf I.

文献摘要

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甘氨酸(HCOCH2NH2)和乙酰胺(CH3CONH2)是生命前化学中生物分子的简单分子构件,尽管它们起源于早期地球并在星际介质中形成仍然是一个谜。这些分子是在低温星际模型冰中与模拟的银河宇宙射线相互作用时与它们的互变异构体形成的。甘氨酸和乙酰胺通过乙氧基(⋅CH2CHO)和乙酰基(⋅C(O)CH3)的无障碍自由基反应获得,然后进行酮-烯醇互变反应。利用可调谐光电离反射飞行时间质谱仪和光电离效率(PIE)曲线,这些结果揭示了在冷分子云环境中通过非平衡冰反应形成复杂有机物的基本反应路径。这些分子展示了非生物合成有机物的非传统起点,这些有机物与当代生物分子相关,如深空中的多肽和细胞膜。
Glycinal (HCOCH2NH2) and acetamide (CH3CONH2) are simple molecular building blocks of biomolecules in prebiotic chemistry, though their origin on early Earth and formation in interstellar media remain a mystery. These molecules are formed with their tautomers in low temperature interstellar model ices upon interaction with simulated galactic cosmic rays. Glycinal and acetamide are accessed via barrierless radical‐radical reactions of vinoxy (⋅CH2CHO) and acetyl (⋅C(O)CH3), and then undergo keto‐enol tautomerization. Exploiting tunable photoionization reflectron time‐of‐flight mass spectroscopy and photoionization efficiency (PIE) curves, these results demonstrate fundamental reaction pathways for the formation of complex organics through non‐equilibrium ice reactions in cold molecular cloud environments. These molecules demonstrate an unconventional starting point for abiotic synthesis of organics relevant to contemporary biomolecules like polypeptides and cell membranes in deep space.