data_26538 ####################### # Entry information # ####################### save_entry_information _Saveframe_category entry_information _Entry_title ; Short hydrophobic peptides with cyclic constraints are po-tent GLP-1R agonists. ; _BMRB_accession_number 26538 _BMRB_flat_file_name bmr26538.str _Entry_type original _Submission_date 2015-03-10 _Accession_date 2015-03-10 _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 Hoang Huy N. . stop_ loop_ _Saveframe_category_type _Saveframe_category_type_count assigned_chemical_shifts 1 stop_ loop_ _Data_type _Data_type_count "1H chemical shifts" 21 stop_ loop_ _Revision_date _Revision_keyword _Revision_author _Revision_detail 2016-07-13 update BMRB 'update entry citation' 2015-04-13 original author 'original release' stop_ loop_ _Related_BMRB_accession_number _Relationship 25517 'Short hydrophobic peptide, 11mer, HAEGTFTSDFF' 26536 'Short hydrophobic peptide, 11mer, H(AIB)EGTFTSDFF' 26537 'Short hydrophobic peptide, 11mer, H(AIB)EGKFTSEF(PH8)' stop_ _Original_release_date 2015-04-13 save_ ############################# # Citation for this entry # ############################# save_entry_citation _Saveframe_category entry_citation _Citation_full . _Citation_title ; Short hydrophobic peptides with cyclic constraints are potent glucagon-like peptide-1 receptor (GLP-1R) agonists ; _Citation_status published _Citation_type journal _CAS_abstract_code . _MEDLINE_UI_code . _PubMed_ID 25839426 loop_ _Author_ordinal _Author_family_name _Author_given_name _Author_middle_initials _Author_family_title 1 Hoang Huy N. . 2 Song Kun . . 3 Hill Timothy A. . 4 Derksen David R. . 5 Edmonds David J. . 6 Kok 'W. Mei' . . 7 Limberakis Chris . . 8 Liras Spiros . . 9 Loria Paula M. . 10 Mascitti Vincent . . 11 Mathiowetz Alan M. . 12 Mitchell Justin M. . 13 Piotrowski David W. . 14 Price David A. . 15 Stanton Robert V. . 16 Suen Jacky Y. . 17 Withka Jane M. . 18 Griffith David A. . 19 Fairlie David P. . stop_ _Journal_abbreviation 'J. Med. Chem.' _Journal_volume 58 _Journal_issue 9 _Journal_CSD . _Book_chapter_title . _Book_volume . _Book_series . _Book_ISBN . _Conference_state_province . _Conference_abstract_number . _Page_first 4080 _Page_last 4085 _Year 2015 _Details . save_ ################################## # Molecular system description # ################################## save_assembly _Saveframe_category molecular_system _Mol_system_name 'Short hydrophobic peptide, 11mer, SS' _Enzyme_commission_number . loop_ _Mol_system_component_name _Mol_label entity $entity stop_ _System_molecular_weight . _System_physical_state native _System_oligomer_state ? _System_paramagnetic no _System_thiol_state . _Database_query_date . _Details . save_ ######################## # Monomeric polymers # ######################## save_entity _Saveframe_category monomeric_polymer _Mol_type polymer _Mol_polymer_class protein _Name_common entity _Molecular_mass . _Mol_thiol_state 'all disulfide bound' _Details . ############################## # Polymer residue sequence # ############################## _Residue_count 12 _Mol_residue_sequence ; HXEGXFTSDFXX ; loop_ _Residue_seq_code _Residue_label 1 HIS 2 KCY 3 GLU 4 GLY 5 HCS 6 PHE 7 THR 8 SER 9 ASP 10 PHE 11 PH8 12 NH2 stop_ _Sequence_homology_query_date . _Sequence_homology_query_revised_last_date . save_ ###################### # Polymer residues # ###################### save_chem_comp_KCY _Saveframe_category polymer_residue _Mol_type 'D-PEPTIDE LINKING' _Name_common D-homocysteine _BMRB_code KCY _PDB_code KCY _Standard_residue_derivative . _Molecular_mass 135.185 _Mol_paramagnetic . _Details . loop_ _Atom_name _PDB_atom_name _Atom_type _Atom_chirality _Atom_charge _Atom_oxidation_number _Atom_unpaired_electrons C C C . 0 . ? N N N . 0 . ? O O O . 0 . ? CA CA C . 0 . ? CB CB C . 0 . ? SD SD S . 0 . ? CG CG C . 0 . ? OXT OXT O . 0 . ? HN HN H . 0 . ? HA HA H . 0 . ? HB HB H . 0 . ? HBA HBA H . 0 . ? HG HG H . 0 . ? HGA HGA H . 0 . ? HNA HNA H . 0 . ? HXT HXT H . 0 . ? HSD HSD 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 OXT C ? ? DOUB O C ? ? SING C CA ? ? SING CA N ? ? SING N HN ? ? SING N HNA ? ? SING OXT HXT ? ? SING CB CA ? ? SING CA HA ? ? SING HBA CB ? ? SING CG CB ? ? SING CB HB ? ? SING SD CG ? ? SING SD HSD ? ? SING CG HG ? ? SING CG HGA ? ? stop_ save_ save_chem_comp_HCS _Saveframe_category polymer_residue _Mol_type 'L-PEPTIDE LINKING' _Name_common '2-AMINO-4-MERCAPTO-BUTYRIC ACID' _BMRB_code HCS _PDB_code HCS _Standard_residue_derivative . _Molecular_mass 135.185 _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 . ? SD SD S . 0 . ? C C C . 0 . ? OXT OXT O . 0 . ? O O O . 0 . ? H H H . 0 . ? H2 H2 H . 0 . ? HCA HCA H . 0 . ? HB2 HB2 H . 0 . ? HB3 HB3 H . 0 . ? HG2 HG2 H . 0 . ? HG3 HG3 H . 0 . ? HD HD H . 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 N CA ? ? SING N H ? ? SING N H2 ? ? SING CA CB ? ? SING CA C ? ? SING CA HCA ? ? SING CB CG ? ? SING CB HB2 ? ? SING CB HB3 ? ? SING CG SD ? ? SING CG HG2 ? ? SING CG HG3 ? ? SING SD HD ? ? SING C OXT ? ? DOUB C O ? ? SING OXT HXT ? ? stop_ save_ save_chem_comp_PH8 _Saveframe_category polymer_residue _Mol_type 'L-PEPTIDE LINKING' _Name_common 5-phenyl-L-norvaline _BMRB_code PH8 _PDB_code PH8 _Standard_residue_derivative . _Molecular_mass 193.242 _Mol_paramagnetic . _Details . loop_ _Atom_name _PDB_atom_name _Atom_type _Atom_chirality _Atom_charge _Atom_oxidation_number _Atom_unpaired_electrons C C C . 0 . ? N N N . 0 . ? O O O . 0 . ? CA CA C . 0 . ? CB CB C . 0 . ? CG CG C . 0 . ? CI CI C . 0 . ? CJ CJ C . 0 . ? CZ CZ C . 0 . ? CD1 CD1 C . 0 . ? CD2 CD2 C . 0 . ? CE1 CE1 C . 0 . ? CE2 CE2 C . 0 . ? HN HN H . 0 . ? HA HA H . 0 . ? HZ HZ H . 0 . ? HB HB H . 0 . ? HBA HBA H . 0 . ? HD1 HD1 H . 0 . ? HD2 HD2 H . 0 . ? HE1 HE1 H . 0 . ? HE2 HE2 H . 0 . ? HI HI H . 0 . ? HIA HIA H . 0 . ? HJ HJ H . 0 . ? HJA HJA H . 0 . ? OXT OXT O . 0 . ? HNA HNA H . 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 CA C ? ? DOUB O C ? ? SING C OXT ? ? SING CA N ? ? SING N HN ? ? SING N HNA ? ? SING CB CA ? ? SING HA CA ? ? SING CI CB ? ? SING HBA CB ? ? SING CB HB ? ? DOUB CD2 CG ? ? SING CJ CG ? ? SING CG CD1 ? ? SING CJ CI ? ? SING HIA CI ? ? SING CI HI ? ? SING HJ CJ ? ? SING CJ HJA ? ? DOUB CE2 CZ ? ? SING CZ HZ ? ? SING CZ CE1 ? ? DOUB CD1 CE1 ? ? SING CD1 HD1 ? ? SING HD2 CD2 ? ? SING CD2 CE2 ? ? SING CE1 HE1 ? ? SING HE2 CE2 ? ? SING OXT HXT ? ? stop_ save_ save_chem_comp_NH2 _Saveframe_category polymer_residue _Mol_type NON-POLYMER _Name_common 'AMINO GROUP' _BMRB_code NH2 _PDB_code NH2 _Standard_residue_derivative . _Molecular_mass 16.023 _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 . ? HN1 HN1 H . 0 . ? HN2 HN2 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 HN1 ? ? SING N HN2 ? ? 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 Human 9606 Eukaryota Metazoa Homo sapiens 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 'chemical synthesis' . . . . . stop_ save_ ##################################### # Sample contents and methodology # ##################################### ######################## # Sample description # ######################## save_sample_1 _Saveframe_category sample _Sample_type solution _Details . loop_ _Mol_label _Concentration_value _Concentration_value_units _Isotopic_labeling $entity 1 mM 'natural abundance' stop_ save_ ############################ # Computer software used # ############################ save_X-PLOR_NIH _Saveframe_category software _Name X-PLOR_NIH _Version . loop_ _Vendor _Address _Electronic_address 'Schwieters, Kuszewski, Tjandra and Clore' . . stop_ loop_ _Task 'structure solution' stop_ _Details . save_ ######################### # Experimental detail # ######################### ################################## # NMR Spectrometer definitions # ################################## save_spectrometer_1 _Saveframe_category NMR_spectrometer _Manufacturer Bruker _Model Avance _Field_strength 600 _Details . save_ ############################# # NMR applied experiments # ############################# save_2D_1H-1H_NOESY_1 _Saveframe_category NMR_applied_experiment _Experiment_name '2D 1H-1H NOESY' _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 'ionic strength' 0 . M pH 7 . pH pressure 1 . atm temperature 298 . K stop_ save_ #################### # NMR parameters # #################### ############################## # Assigned chemical shifts # ############################## ################################ # Chemical shift referencing # ################################ save_chemical_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 internal direct . . . 1 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_chem_shift_list_1 _Saveframe_category assigned_chemical_shifts _Details . loop_ _Experiment_label '2D 1H-1H NOESY' stop_ loop_ _Sample_label $sample_1 stop_ _Sample_conditions_label $sample_conditions_1 _Chem_shift_reference_set_label $chemical_shift_reference_1 _Mol_system_component_name entity _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 HIS HA H 4.050 0.013 1 2 2 2 KCY HA H 4.270 0.013 1 3 2 2 KCY HN H 8.660 0.013 1 4 3 3 GLU H H 8.140 0.013 1 5 3 3 GLU HA H 4.060 0.013 1 6 4 4 GLY H H 8.620 0.013 1 7 4 4 GLY HA2 H 3.810 0.013 1 8 4 4 GLY HA3 H 3.810 0.013 1 9 5 5 HCS H H 7.610 0.013 1 10 5 5 HCS HCA H 4.400 0.013 1 11 6 6 PHE H H 8.380 0.013 1 12 7 7 THR H H 7.430 0.013 1 13 7 7 THR HA H 4.040 0.013 1 14 8 8 SER H H 7.810 0.013 1 15 8 8 SER HA H 4.190 0.013 1 16 9 9 ASP H H 7.960 0.013 1 17 9 9 ASP HA H 4.390 0.013 1 18 10 10 PHE H H 7.730 0.013 1 19 10 10 PHE HA H 4.410 0.013 1 20 11 11 PH8 HA H 4.150 0.013 1 21 11 11 PH8 HN H 7.680 0.013 1 stop_ save_