PMID- 27211891 OWN - NLM STAT- MEDLINE DCOM- 20180207 LR - 20190111 IS - 1477-0539 (Electronic) IS - 1477-0520 (Print) IS - 1477-0520 (Linking) VI - 14 IP - 23 DP - 2016 Jun 21 TI - Synthesis of tumor necrosis factor alpha for use as a mirror-image phage display target. PG - 5298-303 LID - 10.1039/c6ob00824k [doi] AB - Tumor Necrosis Factor alpha (TNFalpha) is an inflammatory cytokine that plays a central role in the pathogenesis of chronic inflammatory disease. Here we describe the chemical synthesis of l-TNFalpha along with the mirror-image d-protein for use as a phage display target. The synthetic strategy utilized native chemical ligation and desulfurization to unite three peptide segments, followed by oxidative folding to assemble the 52 kDa homotrimeric protein. This synthesis represents the foundational step for discovering an inhibitory d-peptide with the potential to improve current anti-TNFalpha therapeutic strategies. FAU - Petersen, Mark E AU - Petersen ME AD - Department of Biochemistry, University of Utah, 15 N Medical Drive East, Rm 4100, Salt Lake City, Utah 84112-5650, USA. Kay@biochem.utah.edu. FAU - Jacobsen, Michael T AU - Jacobsen MT FAU - Kay, Michael S AU - Kay MS LA - eng GR - F31 CA171677/CA/NCI NIH HHS/United States GR - R01 AI076168/AI/NIAID NIH HHS/United States GR - T32 HL007576/HL/NHLBI NIH HHS/United States PT - Journal Article DEP - 20160523 PL - England TA - Org Biomol Chem JT - Organic & biomolecular chemistry JID - 101154995 RN - 0 (Peptide Library) RN - 0 (Tumor Necrosis Factor-alpha) SB - IM MH - Models, Molecular MH - *Peptide Library MH - Protein Structure, Secondary MH - Stereoisomerism MH - Tumor Necrosis Factor-alpha/*chemical synthesis/*chemistry PMC - PMC4900166 MID - NIHMS789374 EDAT- 2016/05/24 06:00 MHDA- 2018/02/08 06:00 PMCR- 2017/06/21 CRDT- 2016/05/24 06:00 PHST- 2016/05/24 06:00 [entrez] PHST- 2016/05/24 06:00 [pubmed] PHST- 2018/02/08 06:00 [medline] PHST- 2017/06/21 00:00 [pmc-release] AID - 10.1039/c6ob00824k [doi] PST - ppublish SO - Org Biomol Chem. 2016 Jun 21;14(23):5298-303. doi: 10.1039/c6ob00824k. Epub 2016 May 23.