data_25506 ####################### # Entry information # ####################### save_entry_information _Saveframe_category entry_information _Entry_title ; Synthesis, Characterization and In Vitro Evaluation of New 99mTc/Re(V)-cyclized Octreotide Analogues: An Experimental and Computational Approach ; _BMRB_accession_number 25506 _BMRB_flat_file_name bmr25506.str _Entry_type original _Submission_date 2015-02-26 _Accession_date 2015-02-26 _Entry_origination author _NMR_STAR_version 2.1.1 _Experimental_method NMR _Details '1H and 13C chemical shifts of Re-SDPhe-TATE isomer 1' loop_ _Author_ordinal _Author_family_name _Author_given_name _Author_middle_initials _Author_family_title 1 Li Yawen . . 2 Ma Lixin . . 3 Gaddam Vikram . . 4 Gallazzi Fabio . . 5 Hennkens Heather M. . 6 Harmata Michael . . 7 Lewis Michael R. . 8 Deakyne Carol A. . 9 Jurisson Silvia S. . stop_ loop_ _Saveframe_category_type _Saveframe_category_type_count assigned_chemical_shifts 1 stop_ loop_ _Data_type _Data_type_count "1H chemical shifts" 50 "13C chemical shifts" 32 stop_ loop_ _Revision_date _Revision_keyword _Revision_author _Revision_detail 2016-10-28 original BMRB . stop_ loop_ _Related_BMRB_accession_number _Relationship 25507 'Linear SDPhe-TATE' 25738 'Re-SDPhe-TATE isomer 2' 25739 'Re-SDPhe-TATE isomer 4' stop_ _Original_release_date 2016-10-28 save_ ############################# # Citation for this entry # ############################# save_citation _Saveframe_category entry_citation _Citation_full . _Citation_title ; Synthesis, Characterization, and In Vitro Evaluation of New (99m)Tc/Re(V)-Cyclized Octreotide Analogues: An Experimental and Computational Approach ; _Citation_status published _Citation_type journal _CAS_abstract_code . _MEDLINE_UI_code . _PubMed_ID 26789775 loop_ _Author_ordinal _Author_family_name _Author_given_name _Author_middle_initials _Author_family_title 1 Li Yawen . . 2 Ma Lixin . . 3 Gaddam Vikram . . 4 Gallazzi Fabio . . 5 Hennkens Heather M. . 6 Harmata Michael . . 7 Lewis Michael R. . 8 Deakyne Carol A. . 9 Jurisson Silvia S. . stop_ _Journal_abbreviation 'Inorg. Chem.' _Journal_volume 55 _Journal_issue 3 _Journal_CSD . _Book_chapter_title . _Book_volume . _Book_series . _Book_ISBN . _Conference_state_province . _Conference_abstract_number . _Page_first 1124 _Page_last 1133 _Year 2016 _Details . save_ ################################## # Molecular system description # ################################## save_assembly _Saveframe_category molecular_system _Mol_system_name 'Re-SDPhe-TATE isomer 1' _Enzyme_commission_number . loop_ _Mol_system_component_name _Mol_label 'Re-SDPhe-TATE isomer 1, chain 1' $Re-SDPhe-TATE_isomer_1 'Re-SDPhe-TATE isomer 1, chain 2' $Re-SDPhe-TATE_isomer_1 ReO $entity_Re1O1 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_Re-SDPhe-TATE_isomer_1 _Saveframe_category monomeric_polymer _Mol_type polymer _Name_common Re-SDPhe-TATE_isomer_1 _Molecular_mass . _Mol_thiol_state 'all other bound' _Details 'ReO is coordinated to the sulfur of SDPhe1, the backbone amide of Cys2, and the sulfurs of Cys2 and Cys7' ############################## # Polymer residue sequence # ############################## _Residue_count 8 _Mol_residue_sequence ; XCYXKTCT ; loop_ _Residue_seq_code _Residue_author_seq_code _Residue_label 1 1 SDPhe 2 2 CYS 3 3 TYR 4 4 DTR 5 5 LYS 6 6 THR 7 7 CYS 8 8 THR stop_ _Sequence_homology_query_date . _Sequence_homology_query_revised_last_date . save_ ###################### # Polymer residues # ###################### save_chem_comp_SDPhe _Saveframe_category polymer_residue _Mol_type non-polymer _Name_common CHEMBL87685 _BMRB_code SDPhe _PDB_code . _Standard_residue_derivative . _Molecular_mass 182.2395 _Mol_paramagnetic no _Details . loop_ _Atom_name _PDB_atom_name _Atom_type _Atom_chirality _Atom_charge _Atom_oxidation_number _Atom_unpaired_electrons S1 . S . 0 . ? C2 . C . 0 . ? H3 . H . 0 . ? C4 . C . 0 . ? O5 . O . 0 . ? O6 . O . 0 . ? C7 . C . 0 . ? C8 . C . 0 . ? C9 . C . 0 . ? C10 . C . 0 . ? C11 . C . 0 . ? C12 . C . 0 . ? C13 . C . 0 . ? H14 . H . 0 . ? H15 . H . 0 . ? H16 . H . 0 . ? H17 . H . 0 . ? H18 . H . 0 . ? H19 . H . 0 . ? H20 . H . 0 . ? H21 . H . 0 . ? H22 . 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 C2 S1 ? ? SING C2 H3 ? ? SING C2 C4 ? ? DOUB C4 O5 ? ? SING C4 O6 ? ? SING C2 C7 ? ? SING C7 C8 ? ? AROM C8 C9 ? ? AROM C9 C10 ? ? AROM C10 C11 ? ? AROM C11 C12 ? ? AROM C12 C13 ? ? AROM C8 C13 ? ? SING S1 H14 ? ? SING O6 H15 ? ? SING C7 H16 ? ? SING C7 H17 ? ? SING C9 H18 ? ? SING C10 H19 ? ? SING C11 H20 ? ? SING C12 H21 ? ? SING C13 H22 ? ? stop_ save_ save_chem_comp_DTR _Saveframe_category polymer_residue _Mol_type 'D-PEPTIDE LINKING' _Name_common D-TRYPTOPHAN _BMRB_code DTR _PDB_code DTR _Standard_residue_derivative . _Molecular_mass 204.225 _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 . ? CD1 CD1 C . 0 . ? NE1 NE1 N . 0 . ? CE2 CE2 C . 0 . ? CZ2 CZ2 C . 0 . ? CH2 CH2 C . 0 . ? CZ3 CZ3 C . 0 . ? CE3 CE3 C . 0 . ? CD2 CD2 C . 0 . ? C C C . 0 . ? O O O . 0 . ? OXT OXT O . 0 . ? H H H . 0 . ? HN2 HN2 H . 0 . ? HA HA H . 0 . ? HB2 HB2 H . 0 . ? HB3 HB3 H . 0 . ? HD1 HD1 H . 0 . ? HE1 HE1 H . 0 . ? HZ2 HZ2 H . 0 . ? HH2 HH2 H . 0 . ? HZ3 HZ3 H . 0 . ? HE3 HE3 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 HN2 ? ? SING CA CB ? ? SING CA C ? ? SING CA HA ? ? SING CB CG ? ? SING CB HB2 ? ? SING CB HB3 ? ? DOUB CG CD1 ? ? SING CG CD2 ? ? SING CD1 NE1 ? ? SING CD1 HD1 ? ? SING NE1 CE2 ? ? SING NE1 HE1 ? ? DOUB CE2 CZ2 ? ? SING CE2 CD2 ? ? SING CZ2 CH2 ? ? SING CZ2 HZ2 ? ? DOUB CH2 CZ3 ? ? SING CH2 HH2 ? ? SING CZ3 CE3 ? ? SING CZ3 HZ3 ? ? DOUB CE3 CD2 ? ? SING CE3 HE3 ? ? DOUB C O ? ? SING C OXT ? ? SING OXT HXT ? ? stop_ save_ ############# # Ligands # ############# save_Re1O1 _Saveframe_category ligand _Mol_type "non-polymer (NON-POLYMER)" _Name_common "ReO (PERRHENATE)" _BMRB_code Re1O1 _PDB_code . _Molecular_mass . _Mol_charge 0 _Mol_paramagnetic . _Mol_aromatic no _Details . loop_ _Atom_name _PDB_atom_name _Atom_type _Atom_chirality _Atom_charge _Atom_oxidation_number _Atom_unpaired_electrons RE RE RE . 0 . ? O1 O1 O . 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 TRIPLE RE O1 ? ? stop_ _Mol_thiol_state . _Sequence_homology_query_date . save_ #################### # Natural source # #################### save_natural_source _Saveframe_category natural_source loop_ _Mol_label _Organism_name_common _NCBI_taxonomy_ID _Superkingdom _Kingdom _Genus _Species $Re-SDPhe-TATE_isomer_1 . . . . . . 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 $Re-SDPhe-TATE_isomer_1 '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 $Re-SDPhe-TATE_isomer_1 5.3 mM 'natural abundance' H2O 71 % 'natural abundance' D2O 10 % 'natural abundance' CD3CN 19 % 'natural abundance' stop_ save_ ############################ # Computer software used # ############################ save_SPARKY _Saveframe_category software _Name SPARKY _Version . loop_ _Vendor _Address _Electronic_address Goddard . . stop_ loop_ _Task 'chemical shift assignment' stop_ _Details . save_ save_NMRPipe _Saveframe_category software _Name NMRPipe _Version . loop_ _Vendor _Address _Electronic_address 'Delaglio, Grzesiek, Vuister, Zhu, Pfeifer and Bax' . . stop_ loop_ _Task processing stop_ _Details . save_ ######################### # Experimental detail # ######################### ################################## # NMR Spectrometer definitions # ################################## save_spectrometer_1 _Saveframe_category NMR_spectrometer _Manufacturer Varian _Model INOVA _Field_strength 600 _Details . save_ save_spectrometer_2 _Saveframe_category NMR_spectrometer _Manufacturer Bruker _Model Avance _Field_strength 800 _Details . save_ ############################# # NMR applied experiments # ############################# save_2D_1H-13C_HSQC_1 _Saveframe_category NMR_applied_experiment _Experiment_name '2D 1H-13C HSQC' _Sample_label $sample_1 save_ save_2D_1H-1H_TOCSY_2 _Saveframe_category NMR_applied_experiment _Experiment_name '2D 1H-1H TOCSY' _Sample_label $sample_1 save_ save_2D_1H-1H_NOESY_3 _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' 0.0 . mM pH 4 0.5 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 C 13 'methyl protons' ppm 0.00 na indirect . . . 0.251449530 DSS H 1 'methyl protons' ppm 0.00 internal direct . . . 1.000000000 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-13C HSQC' '2D 1H-1H TOCSY' '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 'Re-SDPhe-TATE isomer 1, chain 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 SDPhe HA H 4.636 0.01 . 2 1 1 SDPhe HB2 H 3.154 0.01 . 3 1 1 SDPhe HB3 H 3.563 0.01 . 4 1 1 SDPhe HD1 H 7.380 0.01 . 5 1 1 SDPhe HD2 H 7.380 0.01 . 6 1 1 SDPhe HE1 H 7.374 0.01 . 7 1 1 SDPhe HE2 H 7.374 0.01 . 8 1 1 SDPhe HZ H 7.316 0.01 . 9 1 1 SDPhe CA C 52.284 0.10 . 10 1 1 SDPhe CB C 37.206 0.10 . 11 1 1 SDPhe CD1 C 124.333 0.10 . 12 1 1 SDPhe CD2 C 124.333 0.10 . 13 1 1 SDPhe CE1 C 125.420 0.10 . 14 1 1 SDPhe CE2 C 125.420 0.10 . 15 1 1 SDPhe CZ C 122.645 0.10 . 16 2 2 CYS HA H 5.413 0.01 . 17 2 2 CYS HB2 H 3.345 0.01 . 18 2 2 CYS HB3 H 3.387 0.01 . 19 2 2 CYS CA C 62.543 0.10 . 20 2 2 CYS CB C 39.723 0.10 . 21 3 3 TYR H H 7.919 0.01 . 22 3 3 TYR HA H 4.307 0.01 . 23 3 3 TYR HB2 H 2.960 0.01 . 24 3 3 TYR HB3 H 3.050 0.01 . 25 3 3 TYR HD1 H 7.200 0.01 . 26 3 3 TYR HD2 H 7.200 0.01 . 27 3 3 TYR HE1 H 6.938 0.01 . 28 3 3 TYR HE2 H 6.938 0.01 . 29 3 3 TYR CA C 52.148 0.10 . 30 3 3 TYR CB C 31.221 0.10 . 31 3 3 TYR CD1 C 126.554 0.10 . 32 3 3 TYR CD2 C 126.554 0.10 . 33 3 3 TYR CE1 C 111.545 0.10 . 34 3 3 TYR CE2 C 111.545 0.10 . 35 4 4 DTR H H 7.708 0.01 . 36 4 4 DTR HA H 4.609 0.01 . 37 4 4 DTR HB2 H 3.076 0.01 . 38 4 4 DTR HB3 H 3.192 0.01 . 39 4 4 DTR HD1 H 7.006 0.01 . 40 4 4 DTR HE1 H 10.131 0.01 . 41 4 4 DTR HE3 H 7.411 0.01 . 42 4 4 DTR HZ2 H 7.532 0.01 . 43 4 4 DTR HZ3 H 7.173 0.01 . 44 4 4 DTR HH2 H 7.282 0.01 . 45 4 4 DTR CA C 49.841 0.10 . 46 4 4 DTR CB C 21.452 0.10 . 47 4 4 DTR CD1 C 120.376 0.10 . 48 4 4 DTR CE3 C 114.217 0.10 . 49 4 4 DTR CZ2 C 107.7 0.10 . 50 4 4 DTR CZ3 C 115.234 0.10 . 51 4 4 DTR CH2 C 117.760 0.10 . 52 5 5 LYS H H 8.076 0.01 . 53 5 5 LYS HA H 4.145 0.01 . 54 5 5 LYS HB2 H 1.608 0.01 . 55 5 5 LYS HB3 H 1.874 0.01 . 56 5 5 LYS HD2 H 1.552 0.01 . 57 5 5 LYS HD3 H 1.552 0.01 . 58 5 5 LYS HE2 H 2.849 0.01 . 59 5 5 LYS HE3 H 2.849 0.01 . 60 5 5 LYS HZ H 7.468 0.01 . 61 5 5 LYS CA C 48.960 0.10 . 62 5 5 LYS CB C 24.075 0.10 . 63 5 5 LYS CD C 21.656 0.10 . 64 5 5 LYS CE C 34.718 0.10 . 65 6 6 THR H H 7.253 0.01 . 66 6 6 THR HA H 4.266 0.01 . 67 6 6 THR HB H 4.360 0.01 . 68 6 6 THR HG2 H 1.280 0.01 . 69 6 6 THR CA C 55.317 0.10 . 70 6 6 THR CB C 62.350 0.10 . 71 6 6 THR CG2 C 14.660 0.10 . 72 7 7 CYS H H 7.976 0.01 . 73 7 7 CYS HA H 5.340 0.01 . 74 7 7 CYS HB2 H 4.195 0.01 . 75 7 7 CYS HB3 H 4.376 0.01 . 76 7 7 CYS CB C 30.433 0.10 . 77 8 8 THR H H 7.413 0.01 . 78 8 8 THR HA H 4.282 0.01 . 79 8 8 THR HB H 4.323 0.01 . 80 8 8 THR HG2 H 1.274 0.01 . 81 8 8 THR CB C 63.626 0.10 . 82 8 8 THR CG2 C 14.392 0.10 . stop_ save_