{"reference": "J Am Chem Soc. 2011 May 4;133(17):6736-44.", "alternative_name": "", "entry": "S-0293", "gene_names": "", "remarks": "VQIVY segment from Alzheimer's tau displayed on 42-membered macrocycle scaffold", "secondary_structure": "VQIVYAXKLA#CCCCCCCCCC", "chain_id": "A%%A%%A%%A%%A", "inchi": "InChI=1S/C9H10BrNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1%%InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)%%InChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2%%InChI=1S/C10H11N3O5/c1-18-7-3-2-5(12-9(15)10(16)17)4-6(7)8(14)13-11/h2-4H,11H2,1H3,(H,12,15)(H,13,14)(H,16,17)%%InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1", "amyloid_non_amyloid": "Amyloid", "pmid": "21473620", "ligand_smiles": "c1cc(ccc1C[C@@H](C(=O)O)N)Br%%CC(=O)O%%C(C(CO)O)O%%COc1ccc(cc1C(=O)NN)NC(=O)C(=O)O%%C(C[C@@H](C(=O)O)N)CN", "keyword": "Cyclic pseudo-peptide VQIV(4BF)(ORN)(HAO)KL(ORN)", "peptide_protein_sequence": "chain-ID A: VQIVYAXKLA", "uniprot_ac": "", "protein_name": "Tau protein", "r_value_free": "0.203", "mutation_s_field": "No", "ligand_mw": "244.09%%60.05%%92.09%%253.21%%132.16", "pdb_id": "3Q9G", "inchi_key": "PEMUHKUIQHFMTH-QMMMGPOBSA-N%%QTBSBXVTEAMEQO-UHFFFAOYSA-N%%PEDCQBHIVMGVHV-UHFFFAOYSA-N%%GRLLMVZTTMERGI-UHFFFAOYSA-N%%AHLPHDHHMVZTML-BYPYZUCNSA-N", "ec_number": "", "pdb_classification": "PROTEIN FIBRIL", "type": "Fibril", "author": "Liu, C., Sawaya, M.R., Cheng, P.N., Zheng, J., Nowick, J.S., Eisenberg, D.", "species": "", "ligand_id": "4BF%%ACY%%GOL%%HAO%%ORN", "method": "X-RAY DIFFRACTION", "ligand_name": "4-BROMO-L-PHENYLALANINE%%ACETIC ACID%%GLYCEROL%%{[3-(hydrazinocarbonyl)-4-methoxyphenyl]amino}(oxo)acetic acid%%L-ornithine", "global_stoichiometry": "Homo 4-mer - A4 ", "resolution": "2.05", "ligand_formula": "C9 H10 Br N O2%%C2 H4 O2%%C3 H8 O3%%C10 H11 N3 O5%%C5 H12 N2 O2", "length": "10", "ligstr": "4BF:A:C9 H10 Br N O2:244.09:4-BROMO-L-PHENYLALANINE:c1cc(ccc1C[C@@H](C(=O)O)N)Br:InChI=1S/C9H10BrNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1:PEMUHKUIQHFMTH-QMMMGPOBSA-N;ACY:A:C2 H4 O2:60.05:ACETIC ACID:CC(=O)O:InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4):QTBSBXVTEAMEQO-UHFFFAOYSA-N;GOL:A:C3 H8 O3:92.09:GLYCEROL:C(C(CO)O)O:InChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2:PEDCQBHIVMGVHV-UHFFFAOYSA-N;HAO:A:C10 H11 N3 O5:253.21:{[3-(hydrazinocarbonyl)-4-methoxyphenyl]amino}(oxo)acetic acid:COc1ccc(cc1C(=O)NN)NC(=O)C(=O)O:InChI=1S/C10H11N3O5/c1-18-7-3-2-5(12-9(15)10(16)17)4-6(7)8(14)13-11/h2-4H,11H2,1H3,(H,12,15)(H,13,14)(H,16,17):GRLLMVZTTMERGI-UHFFFAOYSA-N;ORN:A:C5 H12 N2 O2:132.16:L-ornithine:C(C[C@@H](C(=O)O)N)CN:InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1:AHLPHDHHMVZTML-BYPYZUCNSA-N", "description": "They explore oligomer structure using a model system: macrocyclic peptides. Key amyloidogenic sequences from ABeta and tau were incorporated into macrocycles, thereby restraining them to Beta-strands, but limiting the growth of the oligomers so they may crystallize and cannot fibrillate. Oligomers reveal tetrameric interfaces in which Beta-sheet dimers pair together by highly complementary, dry interfaces, analogous to steric zippers found in fibers, suggesting a common structure for amyloid oligomers and fibers. In amyloid fibers, the axes of the paired sheets are either parallel or antiparallel, whereas the oligomeric interfaces display a variety of sheet-to-sheet pairing angles, offering a structural explanation for the heterogeneity of amyloid oligomers."}