data_30383 ####################### # Entry information # ####################### save_entry_information _Saveframe_category entry_information _Entry_title ; SFTI-HFRW-4 ; _BMRB_accession_number 30383 _BMRB_flat_file_name bmr30383.str _Entry_type original _Submission_date 2017-12-14 _Accession_date 2017-12-14 _Entry_origination author _NMR_STAR_version 2.1.1 _Experimental_method NMR _Details . loop_ _Author_ordinal _Author_family_name _Author_given_name _Author_middle_initials _Author_family_title 1 Schroeder C. I. . 2 White A. . . stop_ loop_ _Saveframe_category_type _Saveframe_category_type_count assigned_chemical_shifts 1 stop_ loop_ _Data_type _Data_type_count "1H chemical shifts" 85 "13C chemical shifts" 43 "15N chemical shifts" 13 stop_ loop_ _Revision_date _Revision_keyword _Revision_author _Revision_detail 2018-12-13 update BMRB 'update entry citation' 2018-04-11 original author 'original release' stop_ _Original_release_date 2018-01-18 save_ ############################# # Citation for this entry # ############################# save_citation_1 _Saveframe_category entry_citation _Citation_full . _Citation_title ; Development of Novel Melanocortin Receptor Agonists Based on the Cyclic Peptide Framework of Sunflower Trypsin Inhibitor-1 ; _Citation_status published _Citation_type journal _CAS_abstract_code . _MEDLINE_UI_code . _PubMed_ID 29605997 loop_ _Author_ordinal _Author_family_name _Author_given_name _Author_middle_initials _Author_family_title 1 Durek Thomas . . 2 Cromm Philipp M. . 3 White Andrew M. . 4 Schroeder Christina I. . 5 Kaas Quentin . . 6 Weidmann Joachim . . 7 'Ahmad Fuaad' Abdullah . . 8 Cheneval Olivier . . 9 Harvey Peta J. . 10 Daly Norelle L. . 11 Zhou Yang . . 12 Dellsen Anita . . 13 Osterlund Torben . . 14 Larsson Niklas . . 15 Knerr Laurent . . 16 Bauer Udo . . 17 Kessler Horst . . 18 Cai Minying . . 19 Hruby Victor J. . 20 Plowright Alleyn T. . 21 Craik David J. . stop_ _Journal_abbreviation 'J. Med. Chem.' _Journal_name_full 'Journal of medicinal chemistry' _Journal_volume 61 _Journal_issue 8 _Journal_ISSN 1520-4804 _Journal_CSD 0353 _Book_chapter_title . _Book_volume . _Book_series . _Book_ISBN . _Conference_state_province . _Conference_abstract_number . _Page_first 3674 _Page_last 3684 _Year 2018 _Details . save_ ################################## # Molecular system description # ################################## save_assembly _Saveframe_category molecular_system _Mol_system_name SFTI-HFRW-4 _Enzyme_commission_number . loop_ _Mol_system_component_name _Mol_label entity_1 $entity_1 stop_ _System_molecular_weight . _System_oligomer_state ? _System_paramagnetic no _System_thiol_state . _Database_query_date . _Details . save_ ######################## # Monomeric polymers # ######################## save_entity_1 _Saveframe_category monomeric_polymer _Mol_type polymer _Mol_polymer_class protein _Name_common entity_1 _Molecular_mass 1716.061 _Mol_thiol_state . _Details . ############################## # Polymer residue sequence # ############################## _Residue_count 14 _Mol_residue_sequence ; CTASIPPICXXXWR ; loop_ _Residue_seq_code _Residue_label 1 CYS 2 THR 3 ALA 4 SER 5 ILE 6 PRO 7 PRO 8 ILE 9 CYS 10 E9V 11 DPN 12 MMO 13 TRP 14 ARG stop_ _Sequence_homology_query_date . _Sequence_homology_query_revised_last_date . save_ ###################### # Polymer residues # ###################### save_chem_comp_E9V _Saveframe_category polymer_residue _Mol_type 'L-PEPTIDE LINKING' _Name_common N-methyl-L-histidine _BMRB_code E9V _PDB_code E9V _Standard_residue_derivative . _Molecular_mass 169.181 _Mol_paramagnetic . _Details . loop_ _Atom_name _PDB_atom_name _Atom_type _Atom_chirality _Atom_charge _Atom_oxidation_number _Atom_unpaired_electrons N N N . 0 . ? CA CA C . 0 . ? CB CB C . 0 . ? CG CG C . 0 . ? ND1 ND1 N . 0 . ? CD2 CD2 C . 0 . ? CE1 CE1 C . 0 . ? NE2 NE2 N . 0 . ? C C C . 0 . ? O O O . 0 . ? CN2 CN2 C . 0 . ? H H H . 0 . ? HA HA H . 0 . ? HB2 HB2 H . 0 . ? HB3 HB3 H . 0 . ? HD1 HD1 H . 0 . ? HD2 HD2 H . 0 . ? HE1 HE1 H . 0 . ? 3HN 3HN H . 0 . ? H1 H1 H . 0 . ? 2HN 2HN H . 0 . ? OXT OXT O . 0 . ? HXT HXT H . 0 . ? stop_ loop_ _Bond_order _Bond_atom_one_atom_name _Bond_atom_two_atom_name _PDB_bond_atom_one_atom_name _PDB_bond_atom_two_atom_name SING CE1 ND1 ? ? DOUB CE1 NE2 ? ? SING ND1 CG ? ? SING NE2 CD2 ? ? SING CN2 N ? ? DOUB CG CD2 ? ? SING CG CB ? ? SING N CA ? ? SING CB CA ? ? SING CA C ? ? DOUB C O ? ? SING N H ? ? SING CA HA ? ? SING CB HB2 ? ? SING CB HB3 ? ? SING ND1 HD1 ? ? SING CD2 HD2 ? ? SING CE1 HE1 ? ? SING CN2 3HN ? ? SING CN2 H1 ? ? SING CN2 2HN ? ? SING C OXT ? ? SING OXT HXT ? ? stop_ save_ save_chem_comp_MMO _Saveframe_category polymer_residue _Mol_type 'L-PEPTIDE LINKING' _Name_common N~2~-methyl-L-arginine _BMRB_code MMO _PDB_code MMO _Standard_residue_derivative . _Molecular_mass 188.228 _Mol_paramagnetic . _Details . loop_ _Atom_name _PDB_atom_name _Atom_type _Atom_chirality _Atom_charge _Atom_oxidation_number _Atom_unpaired_electrons N N N . 0 . ? CA CA C . 0 . ? C C C . 0 . ? O O O . 0 . ? CB CB C . 0 . ? CG CG C . 0 . ? CD CD C . 0 . ? NE NE N . 0 . ? CZ CZ C . 0 . ? NH2 NH2 N . 0 . ? NH1 NH1 N . 0 . ? CN CN C . 0 . ? H2 H2 H . 0 . ? HA HA H . 0 . ? HCB1 HCB1 H . 0 . ? HCB2 HCB2 H . 0 . ? HCG1 HCG1 H . 0 . ? HCG2 HCG2 H . 0 . ? HCD1 HCD1 H . 0 . ? HCD2 HCD2 H . 0 . ? HH21 HH21 H . 0 . ? HH22 HH22 H . 0 . ? HH11 HH11 H . 0 . ? HC1 HC1 H . 0 . ? HC2 HC2 H . 0 . ? HC3 HC3 H . 0 . ? OXT OXT O . 0 . ? HXT HXT H . 0 . ? HE HE H . 0 . ? stop_ loop_ _Bond_order _Bond_atom_one_atom_name _Bond_atom_two_atom_name _PDB_bond_atom_one_atom_name _PDB_bond_atom_two_atom_name SING N CA ? ? SING N CN ? ? SING N H2 ? ? SING CA C ? ? SING CA CB ? ? SING CA HA ? ? DOUB C O ? ? SING CB CG ? ? SING CB HCB1 ? ? SING CB HCB2 ? ? SING CG CD ? ? SING CG HCG1 ? ? SING CG HCG2 ? ? SING CD NE ? ? SING CD HCD1 ? ? SING CD HCD2 ? ? SING NE CZ ? ? SING CZ NH2 ? ? DOUB CZ NH1 ? ? SING NH2 HH21 ? ? SING NH2 HH22 ? ? SING NH1 HH11 ? ? SING CN HC1 ? ? SING CN HC2 ? ? SING CN HC3 ? ? SING C OXT ? ? SING OXT HXT ? ? SING NE HE ? ? stop_ save_ save_chem_comp_DPN _Saveframe_category polymer_residue _Mol_type 'D-PEPTIDE LINKING' _Name_common D-PHENYLALANINE _BMRB_code DPN _PDB_code DPN _Standard_residue_derivative . _Molecular_mass 165.189 _Mol_paramagnetic . _Details . loop_ _Atom_name _PDB_atom_name _Atom_type _Atom_chirality _Atom_charge _Atom_oxidation_number _Atom_unpaired_electrons N N N . 0 . ? CA CA C . 0 . ? C C C . 0 . ? O O O . 0 . ? OXT OXT O . 0 . ? CB CB C . 0 . ? CG CG C . 0 . ? CD1 CD1 C . 0 . ? CD2 CD2 C . 0 . ? CE1 CE1 C . 0 . ? CE2 CE2 C . 0 . ? CZ CZ C . 0 . ? H H H . 0 . ? H2 H2 H . 0 . ? HA HA H . 0 . ? HXT HXT H . 0 . ? HB2 HB2 H . 0 . ? HB3 HB3 H . 0 . ? HD1 HD1 H . 0 . ? HD2 HD2 H . 0 . ? HE1 HE1 H . 0 . ? HE2 HE2 H . 0 . ? HZ HZ H . 0 . ? stop_ loop_ _Bond_order _Bond_atom_one_atom_name _Bond_atom_two_atom_name _PDB_bond_atom_one_atom_name _PDB_bond_atom_two_atom_name SING N CA ? ? SING N H ? ? SING N H2 ? ? SING CA C ? ? SING CA CB ? ? SING CA HA ? ? DOUB C O ? ? SING C OXT ? ? SING OXT HXT ? ? SING CB CG ? ? SING CB HB2 ? ? SING CB HB3 ? ? DOUB CG CD1 ? ? SING CG CD2 ? ? SING CD1 CE1 ? ? SING CD1 HD1 ? ? DOUB CD2 CE2 ? ? SING CD2 HD2 ? ? DOUB CE1 CZ ? ? SING CE1 HE1 ? ? SING CE2 CZ ? ? SING CE2 HE2 ? ? SING CZ HZ ? ? stop_ save_ #################### # Natural source # #################### save_natural_source _Saveframe_category natural_source loop_ _Mol_label _Organism_name_common _NCBI_taxonomy_ID _Superkingdom _Kingdom _Genus _Species $entity_1 'common sunflower' 4232 Eukaryota Viridiplantae Helianthus annuus stop_ save_ ######################### # Experimental source # ######################### save_experimental_source _Saveframe_category experimental_source loop_ _Mol_label _Production_method _Host_organism_name_common _Genus _Species _Strain _Vector_name $entity_1 'chemical synthesis' . . . . . stop_ save_ ##################################### # Sample contents and methodology # ##################################### ######################## # Sample description # ######################## save_sample_1 _Saveframe_category sample _Sample_type solution _Details '1 mM SFTI-HFRW-4, 90% H2O/10% D2O' loop_ _Mol_label _Concentration_value _Concentration_value_units _Isotopic_labeling $entity_1 1 mM 'natural abundance' stop_ save_ ############################ # Computer software used # ############################ save_software_1 _Saveframe_category software _Name CcpNMR _Version . loop_ _Vendor _Address _Electronic_address CCPN . . stop_ loop_ _Task 'chemical shift assignment' 'peak picking' stop_ _Details . save_ save_software_2 _Saveframe_category software _Name CYANA _Version . loop_ _Vendor _Address _Electronic_address 'Guntert, Mumenthaler and Wuthrich' . . stop_ loop_ _Task refinement 'structure calculation' stop_ _Details . save_ save_software_3 _Saveframe_category software _Name TOPSPIN _Version . loop_ _Vendor _Address _Electronic_address 'Bruker Biospin' . . stop_ loop_ _Task collection processing stop_ _Details . save_ ######################### # Experimental detail # ######################### ################################## # NMR Spectrometer definitions # ################################## save_NMR_spectrometer_1 _Saveframe_category NMR_spectrometer _Manufacturer Bruker _Model AvanceIII _Field_strength 600 _Details . save_ ############################# # NMR applied experiments # ############################# save_2D_1H-1H_TOCSY_1 _Saveframe_category NMR_applied_experiment _Experiment_name '2D 1H-1H TOCSY' _Sample_label $sample_1 save_ save_2D_1H-1H_NOESY_2 _Saveframe_category NMR_applied_experiment _Experiment_name '2D 1H-1H NOESY' _Sample_label $sample_1 save_ save_2D_1H-13C_HSQC_3 _Saveframe_category NMR_applied_experiment _Experiment_name '2D 1H-13C HSQC' _Sample_label $sample_1 save_ save_2D_1H-15N_HSQC_4 _Saveframe_category NMR_applied_experiment _Experiment_name '2D 1H-15N HSQC' _Sample_label $sample_1 save_ ####################### # Sample conditions # ####################### save_sample_conditions_1 _Saveframe_category sample_conditions _Details . loop_ _Variable_type _Variable_value _Variable_value_error _Variable_value_units pH 3.5 . pH pressure 1 . Pa temperature 298 . K stop_ save_ #################### # NMR parameters # #################### ############################## # Assigned chemical shifts # ############################## ################################ # Chemical shift referencing # ################################ save_chem_shift_reference_1 _Saveframe_category chemical_shift_reference _Details . loop_ _Mol_common_name _Atom_type _Atom_isotope_number _Atom_group _Chem_shift_units _Chem_shift_value _Reference_method _Reference_type _External_reference_sample_geometry _External_reference_location _External_reference_axis _Indirect_shift_ratio DSS H 1 'methyl protons' ppm 0 external direct . . . 1.0 stop_ save_ ################################### # Assigned chemical shift lists # ################################### ################################################################### # Chemical Shift Ambiguity Index Value Definitions # # # # The values other than 1 are used for those atoms with different # # chemical shifts that cannot be assigned to stereospecific atoms # # or to specific residues or chains. # # # # Index Value Definition # # # # 1 Unique (including isolated methyl protons, # # geminal atoms, and geminal methyl # # groups with identical chemical shifts) # # (e.g. ILE HD11, HD12, HD13 protons) # # 2 Ambiguity of geminal atoms or geminal methyl # # proton groups (e.g. ASP HB2 and HB3 # # protons, LEU CD1 and CD2 carbons, or # # LEU HD11, HD12, HD13 and HD21, HD22, # # HD23 methyl protons) # # 3 Aromatic atoms on opposite sides of # # symmetrical rings (e.g. TYR HE1 and HE2 # # protons) # # 4 Intraresidue ambiguities (e.g. LYS HG and # # HD protons or TRP HZ2 and HZ3 protons) # # 5 Interresidue ambiguities (LYS 12 vs. LYS 27) # # 6 Intermolecular ambiguities (e.g. ASP 31 CA # # in monomer 1 and ASP 31 CA in monomer 2 # # of an asymmetrical homodimer, duplex # # DNA assignments, or other assignments # # that may apply to atoms in one or more # # molecule in the molecular assembly) # # 9 Ambiguous, specific ambiguity not defined # # # ################################################################### save_assigned_chemical_shifts_1 _Saveframe_category assigned_chemical_shifts _Details . loop_ _Experiment_label '2D 1H-1H TOCSY' '2D 1H-1H NOESY' '2D 1H-13C HSQC' '2D 1H-15N HSQC' stop_ loop_ _Sample_label $sample_1 stop_ _Sample_conditions_label $sample_conditions_1 _Chem_shift_reference_set_label $chem_shift_reference_1 _Mol_system_component_name entity_1 _Text_data_format . _Text_data . loop_ _Atom_shift_assign_ID _Residue_author_seq_code _Residue_seq_code _Residue_label _Atom_name _Atom_type _Chem_shift_value _Chem_shift_value_error _Chem_shift_ambiguity_code 1 1 1 CYS H H 8.802 0.001 . 2 1 1 CYS HA H 5.132 0.006 . 3 1 1 CYS HB2 H 3.420 0.011 . 4 1 1 CYS HB3 H 2.778 0.003 . 5 1 1 CYS CA C 57.599 0.000 . 6 1 1 CYS CB C 47.525 0.010 . 7 1 1 CYS N N 121.888 0.000 . 8 2 2 THR H H 8.978 0.001 . 9 2 2 THR HA H 4.307 0.008 . 10 2 2 THR HB H 4.502 0.003 . 11 2 2 THR HG2 H 1.413 0.005 . 12 2 2 THR CA C 62.078 0.000 . 13 2 2 THR CB C 70.329 0.000 . 14 2 2 THR CG2 C 22.134 0.000 . 15 2 2 THR N N 114.240 0.000 . 16 3 3 ALA H H 8.509 0.000 . 17 3 3 ALA HA H 4.552 0.006 . 18 3 3 ALA HB H 1.378 0.006 . 19 3 3 ALA CA C 51.255 0.000 . 20 3 3 ALA CB C 17.537 0.000 . 21 3 3 ALA N N 124.341 0.000 . 22 4 4 SER H H 7.415 0.001 . 23 4 4 SER HA H 4.382 0.004 . 24 4 4 SER HB2 H 3.896 0.004 . 25 4 4 SER HB3 H 3.747 0.003 . 26 4 4 SER CA C 57.267 0.000 . 27 4 4 SER CB C 65.323 0.001 . 28 4 4 SER N N 113.679 0.000 . 29 5 5 ILE H H 8.243 0.002 . 30 5 5 ILE HA H 4.306 0.005 . 31 5 5 ILE HB H 1.795 0.007 . 32 5 5 ILE HG12 H 1.434 0.013 . 33 5 5 ILE HG13 H 1.040 0.006 . 34 5 5 ILE HG2 H 0.828 0.006 . 35 5 5 ILE HD1 H 0.829 0.008 . 36 5 5 ILE CA C 57.705 0.000 . 37 5 5 ILE CB C 39.397 0.000 . 38 5 5 ILE CG1 C 26.866 0.025 . 39 5 5 ILE CG2 C 16.955 0.000 . 40 5 5 ILE CD1 C 12.680 0.000 . 41 5 5 ILE N N 119.338 0.000 . 42 6 6 PRO HA H 5.109 0.006 . 43 6 6 PRO HB2 H 2.446 0.006 . 44 6 6 PRO HB3 H 2.027 0.005 . 45 6 6 PRO HG2 H 1.952 0.006 . 46 6 6 PRO HG3 H 1.830 0.007 . 47 6 6 PRO HD2 H 3.613 0.004 . 48 6 6 PRO HD3 H 3.512 0.004 . 49 6 6 PRO CA C 62.298 0.000 . 50 6 6 PRO CB C 33.049 0.009 . 51 6 6 PRO CG C 24.710 0.005 . 52 6 6 PRO CD C 49.912 0.002 . 53 7 7 PRO HA H 4.213 0.006 . 54 7 7 PRO HB2 H 2.461 0.004 . 55 7 7 PRO HB3 H 1.830 0.005 . 56 7 7 PRO HG2 H 2.115 0.005 . 57 7 7 PRO HG3 H 2.115 0.005 . 58 7 7 PRO HD2 H 3.826 0.005 . 59 7 7 PRO HD3 H 3.675 0.004 . 60 7 7 PRO CA C 63.400 0.000 . 61 7 7 PRO CB C 32.765 0.050 . 62 7 7 PRO CG C 27.238 0.000 . 63 7 7 PRO CD C 50.725 0.002 . 64 8 8 ILE H H 7.899 0.001 . 65 8 8 ILE HA H 4.259 0.008 . 66 8 8 ILE HB H 1.911 0.009 . 67 8 8 ILE HG12 H 1.445 0.006 . 68 8 8 ILE HG13 H 1.114 0.008 . 69 8 8 ILE HG2 H 0.691 0.008 . 70 8 8 ILE HD1 H 0.800 0.005 . 71 8 8 ILE CA C 60.119 0.000 . 72 8 8 ILE CB C 37.639 0.000 . 73 8 8 ILE CG1 C 26.812 0.032 . 74 8 8 ILE CG2 C 17.261 0.000 . 75 8 8 ILE CD1 C 11.793 0.000 . 76 8 8 ILE N N 122.724 0.000 . 77 9 9 CYS H H 8.927 0.000 . 78 9 9 CYS HA H 5.255 0.005 . 79 9 9 CYS HB2 H 3.288 0.009 . 80 9 9 CYS HB3 H 2.828 0.002 . 81 9 9 CYS CA C 51.749 0.000 . 82 9 9 CYS CB C 44.087 0.013 . 83 9 9 CYS N N 127.656 0.000 . 84 10 10 E9V N N 3.098 0.000 . 85 10 10 E9V CA C 56.719 0.000 . 86 10 10 E9V CB C 26.724 0.003 . 87 10 10 E9V HA H 5.438 0.009 . 88 10 10 E9V HB2 H 3.283 0.001 . 89 10 10 E9V HB3 H 3.201 0.003 . 90 10 10 E9V HD2 H 7.131 0.002 . 91 10 10 E9V HE1 H 8.196 0.002 . 92 11 11 DPN H H 8.847 0.001 . 93 11 11 DPN N N 130.670 0.000 . 94 11 11 DPN CA C 54.476 0.000 . 95 11 11 DPN CB C 38.819 0.006 . 96 11 11 DPN HA H 4.798 0.022 . 97 11 11 DPN HB2 H 3.168 0.006 . 98 11 11 DPN HB3 H 2.828 0.008 . 99 11 11 DPN HD1 H 7.206 0.001 . 100 11 11 DPN HE1 H 7.288 0.001 . 101 12 12 MMO N N 2.056 0.000 . 102 12 12 MMO CA C 59.769 0.000 . 103 12 12 MMO CB C 26.001 0.010 . 104 12 12 MMO CD C 42.906 0.002 . 105 12 12 MMO CG C 26.619 0.003 . 106 12 12 MMO HA H 4.901 0.008 . 107 12 12 MMO HCB1 H 1.719 0.007 . 108 12 12 MMO HCB2 H 1.019 0.008 . 109 12 12 MMO HCD1 H 2.873 0.017 . 110 12 12 MMO HCD2 H 2.860 0.003 . 111 12 12 MMO HCG1 H 0.728 0.006 . 112 12 12 MMO HCG2 H 0.253 0.004 . 113 12 12 MMO HE H 6.977 0.001 . 114 13 13 TRP H H 7.585 0.001 . 115 13 13 TRP HA H 4.969 0.006 . 116 13 13 TRP HB2 H 3.575 0.005 . 117 13 13 TRP HB3 H 3.401 0.003 . 118 13 13 TRP HD1 H 7.317 0.002 . 119 13 13 TRP HE1 H 10.102 0.001 . 120 13 13 TRP HE3 H 7.746 0.002 . 121 13 13 TRP HZ2 H 7.481 0.001 . 122 13 13 TRP HZ3 H 7.099 0.000 . 123 13 13 TRP HH2 H 7.223 0.002 . 124 13 13 TRP CA C 55.244 0.000 . 125 13 13 TRP CB C 30.202 0.001 . 126 13 13 TRP N N 121.046 0.000 . 127 13 13 TRP NE1 N 128.273 0.000 . 128 14 14 ARG H H 8.249 0.001 . 129 14 14 ARG HA H 4.129 0.005 . 130 14 14 ARG HB2 H 1.810 0.006 . 131 14 14 ARG HB3 H 1.810 0.006 . 132 14 14 ARG HG2 H 1.787 0.013 . 133 14 14 ARG HG3 H 1.725 0.007 . 134 14 14 ARG HD2 H 3.216 0.004 . 135 14 14 ARG HD3 H 3.216 0.004 . 136 14 14 ARG HE H 7.167 0.001 . 137 14 14 ARG CA C 57.065 0.000 . 138 14 14 ARG CB C 30.302 0.000 . 139 14 14 ARG CG C 26.934 0.024 . 140 14 14 ARG CD C 43.311 0.000 . 141 14 14 ARG N N 119.338 0.000 . stop_ save_