Dipropylamine for 9-Fluorenylmethyloxycarbonyl (Fmoc) Deprotection with Reduced Aspartimide Formation in Solid-Phase Peptide Synthesis.

Personne, Hippolyte; Siriwardena, Thissa N; Javor, Sacha; Reymond, Jean-Louis (2023). Dipropylamine for 9-Fluorenylmethyloxycarbonyl (Fmoc) Deprotection with Reduced Aspartimide Formation in Solid-Phase Peptide Synthesis. ACS Omega, 8(5), pp. 5050-5056. American Chemical Society 10.1021/acsomega.2c07861

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Herein, we report dipropylamine (DPA) as a fluorenylmethyloxycarbonyl (Fmoc) deprotection reagent to strongly reduce aspartimide formation compared to piperidine (PPR) in high-temperature (60 °C) solid-phase peptide synthesis (SPPS). In contrast to PPR, DPA is readily available, inexpensive, low toxicity, and nonstench. DPA also provides good yields in SPPS of non-aspartimide-prone peptides and peptide dendrimers.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP)

UniBE Contributor:

Personne, Hippolyte Jean-Claude René, Siriwardena, Thissa Appuhamilage, Javor, Sacha, Reymond, Jean-Louis

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry
600 Technology > 610 Medicine & health

ISSN:

2470-1343

Publisher:

American Chemical Society

Language:

English

Submitter:

Pubmed Import

Date Deposited:

14 Feb 2023 14:22

Last Modified:

14 Feb 2023 23:28

Publisher DOI:

10.1021/acsomega.2c07861

PubMed ID:

36777595

BORIS DOI:

10.48350/178746

URI:

https://boris.unibe.ch/id/eprint/178746

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