4.3 Article

Prebiotic Phosphate Ester Syntheses in a Deep Eutectic Solvent

期刊

JOURNAL OF MOLECULAR EVOLUTION
卷 78, 期 2, 页码 109-117

出版社

SPRINGER
DOI: 10.1007/s00239-013-9605-9

关键词

Prebiotic synthesis; Phosphorylation; Origin of life; Deep eutectic solvents; Phosphate esters

资金

  1. NSF under the NSF Center for Chemical Evolution [CHE-1004570]
  2. NASA Astrobiology Program under the NSF Center for Chemical Evolution [CHE-1004570]
  3. NASA Exobiology and Evolutionary Biology Program [NNX10AT30G]
  4. NASA [123719, NNX10AT30G] Funding Source: Federal RePORTER

向作者/读者索取更多资源

We report a route to synthesize a wide range of organophosphates of biological significance in a deep eutectic solvent (2: 1 urea and choline chloride), utilizing various orthophosphate sources. Heating an organic alcohol in the solvent along with a soluble phosphorus source yields phosphorus esters of choline as well as that of the added organic in yields between 15 to 99 %. In addition, phosphite analogs of biological phosphates and peptides were also formed by the simple mixing of reagents and heating at 60-70 degrees C in the deep eutectic solvent. The presented dehydration reactions are relevant to prebiotic and green chemistry in alternative solvents.

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