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. 2017 Jun 8;7:3104. doi: 10.1038/s41598-017-03253-3

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© The Author(s) 2017

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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MST analysis of the affinity of CLRFT analogues containing the illustrated non-natural phenylalanine derivatives in place of phenylalanine. (A) The D-phenylalanine analogue binds to CMG2_38–218 with a K _d of 31.0 ± 2.9 µM. (B) The homophenylalanine analogue binds to CMG2_38–218 with a K _d of 74.0 ± 10.0 µM. (C) The phenylglycine analogue binds to CMG2_38–218 with a K _d of 59.6 ± 10.2 µM. (D) The 4-benzoyl-phenylalanine analogue does not bind to CMG2_38–218. (E) The tyrosine analogue binds to CMG2_38–218 with a K _d of 91.9 ± 9.5 µM. (F) The 4-nitro-phenylalanine analogue binds to CMG2_38–218 with a K _d of 36.2 ± 5.5 µM. (G) The 4-cyano-phenylalanine analogue binds to CMG2_38–218 with a K _d of 61.4 ± 8.0 µM. (H) The 3,5-dibromo-tyrosine analogue binds to CMG2_38–218 with a K _d of 60.0 ± 11.1 µM. (I) The 4-chlorophenylalanine analogue binds to CMG2_38–218 with a K _d of 14.0 ± 3.2 µM. (J) The 4-fluoro-phenylalanine analogue binds to CMG2_38–218 with a K _d of 49.9 ± 7.1 µM. (K) The 3-nitro-tyrosine analogue binds to CMG2_38–218 with a K _d of 112.0 ± 13.4 µM. (L) The structure of the most potent analogue CLR(4-Cl-F)T. All data represented as mean ± SEM, n = 3.