{"title":"避免多肽合成的隐性成本:DMI中的THIQ作为一种替代的fmoc脱保护试剂","authors":"Ming Chen, Fangxiang Sun, Gangqiang Yang","doi":"10.1021/acssuschemeng.5c02739","DOIUrl":null,"url":null,"abstract":"For over half a century, piperidine in <i>N</i>,<i>N</i>-dimethylformamide (PPR/DMF) has served as the gold standard for fluorenylmethyloxycarbonyl (Fmoc) deprotection in solid-phase peptide synthesis (SPPS), praised for its cost-effectiveness and robust performance. However, shifting priorities now place greater emphasis on occupational health, environmental impact, and production safety rather than simply minimizing raw material costs. As peptide synthesis scales up, it faces increasing global regulatory pressures. Traditional PPR/DMF reagents, known for their strong odor, instability, and poor material compatibility, are increasingly unsuited to modern peptide synthesis requirements. This study identifies tetrahydroisoquinoline in <i>N</i>,<i>N</i>′-dimethylimidazolidinone (THIQ/DMI) as a viable alternative, providing comparable deprotection efficiency while mitigating these drawbacks. Our findings suggest that, despite the apparent affordability and efficiency of PPR/DMF, the hidden costs associated with its use render THIQ/DMI a more sustainable and economically favorable choice.","PeriodicalId":25,"journal":{"name":"ACS Sustainable Chemistry & Engineering","volume":"145 1","pages":""},"PeriodicalIF":7.1000,"publicationDate":"2025-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Avoiding the Hidden Costs of Peptide Synthesis: THIQ in DMI as an Alternative Fmoc-Deprotection Reagent\",\"authors\":\"Ming Chen, Fangxiang Sun, Gangqiang Yang\",\"doi\":\"10.1021/acssuschemeng.5c02739\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"For over half a century, piperidine in <i>N</i>,<i>N</i>-dimethylformamide (PPR/DMF) has served as the gold standard for fluorenylmethyloxycarbonyl (Fmoc) deprotection in solid-phase peptide synthesis (SPPS), praised for its cost-effectiveness and robust performance. However, shifting priorities now place greater emphasis on occupational health, environmental impact, and production safety rather than simply minimizing raw material costs. As peptide synthesis scales up, it faces increasing global regulatory pressures. Traditional PPR/DMF reagents, known for their strong odor, instability, and poor material compatibility, are increasingly unsuited to modern peptide synthesis requirements. This study identifies tetrahydroisoquinoline in <i>N</i>,<i>N</i>′-dimethylimidazolidinone (THIQ/DMI) as a viable alternative, providing comparable deprotection efficiency while mitigating these drawbacks. Our findings suggest that, despite the apparent affordability and efficiency of PPR/DMF, the hidden costs associated with its use render THIQ/DMI a more sustainable and economically favorable choice.\",\"PeriodicalId\":25,\"journal\":{\"name\":\"ACS Sustainable Chemistry & Engineering\",\"volume\":\"145 1\",\"pages\":\"\"},\"PeriodicalIF\":7.1000,\"publicationDate\":\"2025-06-18\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"ACS Sustainable Chemistry & Engineering\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1021/acssuschemeng.5c02739\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"ACS Sustainable Chemistry & Engineering","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acssuschemeng.5c02739","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Avoiding the Hidden Costs of Peptide Synthesis: THIQ in DMI as an Alternative Fmoc-Deprotection Reagent
For over half a century, piperidine in N,N-dimethylformamide (PPR/DMF) has served as the gold standard for fluorenylmethyloxycarbonyl (Fmoc) deprotection in solid-phase peptide synthesis (SPPS), praised for its cost-effectiveness and robust performance. However, shifting priorities now place greater emphasis on occupational health, environmental impact, and production safety rather than simply minimizing raw material costs. As peptide synthesis scales up, it faces increasing global regulatory pressures. Traditional PPR/DMF reagents, known for their strong odor, instability, and poor material compatibility, are increasingly unsuited to modern peptide synthesis requirements. This study identifies tetrahydroisoquinoline in N,N′-dimethylimidazolidinone (THIQ/DMI) as a viable alternative, providing comparable deprotection efficiency while mitigating these drawbacks. Our findings suggest that, despite the apparent affordability and efficiency of PPR/DMF, the hidden costs associated with its use render THIQ/DMI a more sustainable and economically favorable choice.
期刊介绍:
ACS Sustainable Chemistry & Engineering is a prestigious weekly peer-reviewed scientific journal published by the American Chemical Society. Dedicated to advancing the principles of green chemistry and green engineering, it covers a wide array of research topics including green chemistry, green engineering, biomass, alternative energy, and life cycle assessment.
The journal welcomes submissions in various formats, including Letters, Articles, Features, and Perspectives (Reviews), that address the challenges of sustainability in the chemical enterprise and contribute to the advancement of sustainable practices. Join us in shaping the future of sustainable chemistry and engineering.