title: Efficient one-pot synthesis of CXCL14 and its derivative using an N-sulfanylethylanilide peptide as a peptide thioester equivalent and their biological evaluation.
abstract: CXCL14 is a CXC-type chemokine that exhibits chemotactic activity for immature dendritic cells, activated macrophages, and activated natural killer cells. However, its specific receptor and signaling pathway remain obscure. Recently, it was reported that CXCL14 binds to CXCR4 with high affinity and inhibits CXCL12-mediated chemotaxis. Furthermore, the CXCL14 C-terminal α-helical region is important for binding to its receptor. In this context, we chemically synthesized CXCL14 and its derivative with a one-pot method using N-sulfanylethylanilide peptide as a thioester equivalent. The synthetic CXCL14 proteins possessed inhibitory activities to CXCL12-mediated chemotaxis comparable with that of recombinant CXCL14. Moreover, we proved that chemically biotinylated CXCL14 binds to CXCR4 on cells by flow cytometry analysis.
authors.affiliation: Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University, Shomachi, Tokushima 770-8505, Japan.
authors.forename: Kohei
authors.initials: K
authors.lastname: Tsuji
authors.affiliation: Stem Cell Project, Tokyo Metropolitan Institute of Medical Science, Kamikitazawa, Setagaya-ku, Tokyo 156-8506, Japan.
authors.forename: Kosuke
authors.initials: K
authors.lastname: Tanegashima
authors.affiliation: Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University, Shomachi, Tokushima 770-8505, Japan.
authors.forename: Kohei
authors.initials: K
authors.lastname: Sato
authors.affiliation: Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University, Shomachi, Tokushima 770-8505, Japan.
authors.forename: Ken
authors.initials: K
authors.lastname: Sakamoto
authors.affiliation: Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University, Shomachi, Tokushima 770-8505, Japan.
authors.forename: Akira
authors.initials: A
authors.lastname: Shigenaga
authors.affiliation: Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University, Shomachi, Tokushima 770-8505, Japan.
authors.forename: Tsubasa
authors.initials: T
authors.lastname: Inokuma
authors.affiliation: Stem Cell Project, Tokyo Metropolitan Institute of Medical Science, Kamikitazawa, Setagaya-ku, Tokyo 156-8506, Japan. Electronic address: hara-tk@igakuken.or.jp.
authors.forename: Takahiko
authors.initials: T
authors.lastname: Hara
authors.affiliation: Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University, Shomachi, Tokushima 770-8505, Japan. Electronic address: aotaka@tokushima-u.ac.jp.
authors.forename: Akira
authors.initials: A
authors.lastname: Otaka
mesh_terms: D019743:Chemokines, CXC / Q000138:chemical synthesis* / Q000737:chemistry*; D006801:Humans; D010455:Peptides / Q000138:chemical synthesis*; D011487:Protein Conformation; D015202:Protein Engineering; D011506:Proteins / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C118056:CXCL14 protein, human; D019743:Chemokines, CXC; D010455:Peptides; D011506:Proteins
keywords: CXCL12; CXCL14; CXCR4; Chemokine; Native Chemical Ligation (NCL)