Piperazine and DBU: a safer alternative for rapid and efficient fmoc deprotection in solid phase peptide synthesis

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dc.contributor.author Ralhan, Krittika
dc.contributor.author Guru, Krishnakumar Viswanathan
dc.contributor.author Gupta, Sharad
dc.date.accessioned 2015-12-02T10:24:33Z
dc.date.available 2015-12-02T10:24:33Z
dc.date.issued 2015-11
dc.identifier.citation Ralhan, Krittika; Guru Krishna Kumar, Viswanathan and Gupta, Sharad, “Piperazine and DBU: a safer alternative for rapid and efficient fmoc deprotection in solid phase peptide synthesis”, RSC Advances, DOI: 10.1039/C5RA23441G, vol. 15, no. 126, pp. 104417-104425, Nov. 2015.
dc.identifier.issn 2046-2069
dc.identifier.uri http://dx.doi.org/10.1039/C5RA23441G
dc.identifier.uri https://repository.iitgn.ac.in/handle/123456789/1992
dc.description.abstract In Solid Phase Peptide Synthesis (SPPS), contamination with deletion sequences which often co-elute with the target peptide continues to be a major challenge as these impurities can significantly affect the target peptide’s properties. Here, we report an efficient Fmoc-deprotection solution containing piperazine and DBU which can cause complete removal of Fmoc group in less than a minute. This combination rivals piperidine in speediness as revealed by kinetic studies. We demonstrate the efficiency of piperazine/DBU solution by synthesizing polyAla stretch with a significant reduction of deletion products occurring due to partial Fmoc-deprotection. We verify the utility of deprotection solution by successfully synthesizing four aggregation prone difficult peptide sequences. We further demonstrate that this combination can also be used to synthesize aspartimide and epimerization prone sequences when supplemented with 1% formic acid and is compatible with 2-chlorotrityl chloride resin. We conclude that piperazine/DBU can be used as a safer and effective alternative to piperidine in Fmoc-SPPS. en_US
dc.description.statementofresponsibility by Krittika Ralhan, Viswanathan Guru Krishna Kumar and Sharad Gupta
dc.format.extent vol. 15, no. 126, pp. 104417-104425
dc.language.iso en_US en_US
dc.publisher Royal Society of Chemistry en_US
dc.subject Solid Phase Peptide Synthesis (SPPS) en_US
dc.subject Piperazine and DBU en_US
dc.subject Safer alternative for rapid en_US
dc.subject Fmoc deprotection en_US
dc.title Piperazine and DBU: a safer alternative for rapid and efficient fmoc deprotection in solid phase peptide synthesis en_US
dc.type Article en_US
dc.relation.journal RSC Advances


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