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. 2018 Jan 19;8:1214. doi: 10.1038/s41598-018-19439-2

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© The Author(s) 2018

Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.

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Diversity of libraries before and after chemical modification. (a–c) Workflow of chemical modification of the NT-TriNuc library. (d–f) Comparison of the peptide sequence composition of libraries before (e) and after chemical modification by AOB (d) or bDCO (e) and capture of the reacted populations. Compared to the library before modification, an interesting lack of Phe/Ser-containing peptides was observed in chemically modified libraries. This bias was more pronounced in N-terminal modification with AOB, compared to Cys-mediated cyclization with bDCO. (g–i) Visualization of the normalized ratio of “captured” populations compared to the population before modification. (h) The shape of distribution produced by comparing unmodified and bDCO-modified populations was similar to the ratio of sequences randomly sampled ten times from a sum of populations described in (d), (e) and (f) (red diamonds).