data_21071 ####################### # Entry information # ####################### save_entry_information _Saveframe_category entry_information _Entry_title ; Beta-proline homodimer made of 5-(2-(trifluoromethyl)phenyl)pyrrolidine-2,4-dicarboxylate monomeric units, Z conformation ; _BMRB_accession_number 21071 _BMRB_flat_file_name bmr21071.str _Entry_type new _Submission_date 2016-06-15 _Accession_date 2016-07-05 _Entry_origination author _NMR_STAR_version 2.1.1 _Experimental_method NMR _Details ; Beta-proline homodimer made of 5-(2-(trifluoromethyl)phenyl)pyrrolidine-2,4-dicarboxylate monomeric units. The peptide bond connecting monomeric units is in Z conformation. Conformations of three beta-proline ring chiral centres are R, R, S in both monomeric units. The (-)-menthyl capping group is at the C-terminal end. ; loop_ _Author_ordinal _Author_family_name _Author_given_name _Author_middle_initials _Author_family_title 1 Mantsyzov Alexey B. . 2 Polshakov Vladimir I. . 3 Kudryavtsev Konstantin V. . stop_ loop_ _Saveframe_category_type _Saveframe_category_type_count assigned_chemical_shifts 1 stop_ loop_ _Data_type _Data_type_count "1H chemical shifts" 43 "13C chemical shifts" 36 stop_ loop_ _Revision_date _Revision_keyword _Revision_author _Revision_detail 2018-10-01 original BMRB . stop_ loop_ _Related_BMRB_accession_number _Relationship 21064 'Beta-Pro EZZ' 21065 'Beta-Pro ZZZ' 21066 'Beta-Pro ZEZ' 21067 'Beta-Pro ZZE' 21068 'Beta-Pro ZZEZ' 21069 'Beta-Pro ZEZZ' 21070 'Beta-Pro homodimer' 21072 'Beta-Pro heterodimer, E conformation' 21073 'Beta-Pro heterodimer, Z conformation' stop_ _Original_release_date 2016-07-05 save_ ############################# # Citation for this entry # ############################# save_entry_citation _Saveframe_category entry_citation _Citation_full . _Citation_title ; Control of Azomethine Cycloaddition Stereochemistry by CF3 Group: Structural Diversity of Fluorinated beta-Proline Dimers ; _Citation_status published _Citation_type journal _CAS_abstract_code . _MEDLINE_UI_code . _PubMed_ID 27574905 loop_ _Author_ordinal _Author_family_name _Author_given_name _Author_middle_initials _Author_family_title 1 Kudryavtsev Konstantin B. . 2 Mantsyzov Alexey M. . 3 Ivantcova Polina V. . 4 Sokolov Mikhail B. . 5 Churakov Andrei . . 6 Brase Stefan . . 7 Zefirov Nikolay S. . 8 Polshakov Vladimir I. . stop_ _Journal_abbreviation 'Org. Lett.' _Journal_volume 18 _Journal_issue 18 _Journal_CSD . _Book_chapter_title . _Book_volume . _Book_series . _Book_ISBN . _Conference_state_province . _Conference_abstract_number . _Page_first 4698 _Page_last 4701 _Year 2016 _Details . save_ ####################################### # Cited references within the entry # ####################################### save_ref_1 _Saveframe_category citation _Citation_full . _Citation_title ; Structural Studies and Anticancer Activity of a Novel Class of beta- Peptides ; _Citation_status published _Citation_type journal _CAS_abstract_code . _MEDLINE_UI_code . _PubMed_ID 25408436 loop_ _Author_ordinal _Author_family_name _Author_given_name _Author_middle_initials _Author_family_title 1 Kudryavtsev Konstantin V. . 2 Yu Chia-Chun . . 3 Ivantcova Polina M. . 4 Polshakov Vladimir I. . 5 Churakov Andrei V. . 6 Brase Stefan . . 7 Zefirov Nikolay S. . 8 Guh Jih-Hwa . . stop_ _Journal_abbreviation 'Chem Asian J' _Journal_name_full . _Journal_volume 10 _Journal_issue . _Journal_CSD . _Book_title . _Book_chapter_title . _Book_volume . _Book_series . _Book_publisher . _Book_publisher_city . _Book_ISBN . _Conference_title . _Conference_site . _Conference_state_province . _Conference_country . _Conference_start_date . _Conference_end_date . _Conference_abstract_number . _Thesis_institution . _Thesis_institution_city . _Thesis_institution_country . _Page_first 383 _Page_last 389 _Year 2015 _Details . save_ save_ref_2 _Saveframe_category citation _Citation_full . _Citation_title ; Alternating Asymmetric Self-Induction in Functionalized Pyrrolidine Oligomers ; _Citation_status published _Citation_type journal _CAS_abstract_code . _MEDLINE_UI_code . _PubMed_ID 24123659 loop_ _Author_ordinal _Author_family_name _Author_given_name _Author_middle_initials _Author_family_title 1 Kudryavtsev Konstantin V. . 2 Ivantcova Polina M. . 3 Churakov Andrei V. . 4 Wiedmann Steffen . . 5 Luy Burkhard . . 6 Muhle-Goll Claudia . . 7 Zefirov Nikolay S. . 8 Brase Stefan . . stop_ _Journal_abbreviation 'Angew. Chem. Int. Ed.' _Journal_name_full . _Journal_volume 52 _Journal_issue . _Journal_CSD . _Book_title . _Book_chapter_title . _Book_volume . _Book_series . _Book_publisher . _Book_publisher_city . _Book_ISBN . _Conference_title . _Conference_site . _Conference_state_province . _Conference_country . _Conference_start_date . _Conference_end_date . _Conference_abstract_number . _Thesis_institution . _Thesis_institution_city . _Thesis_institution_country . _Page_first 12736 _Page_last 12740 _Year 2013 _Details . save_ ################################## # Molecular system description # ################################## save_assembly _Saveframe_category molecular_system _Mol_system_name 'Beta-Proline dimer' _Enzyme_commission_number . loop_ _Mol_system_component_name _Mol_label 'Beta-Proline dimer' $Beta-Proline_dimer 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_Beta-Proline_dimer _Saveframe_category monomeric_polymer _Mol_type polymer _Mol_polymer_class protein _Name_common Beta-Proline_dimer _Molecular_mass . _Mol_thiol_state 'not present' loop_ _Biological_function 'DE NOVO PROTEIN (ARTIFICIALLY DESIGNED, OFTEN SYNTHETIC)' stop_ _Details . ############################## # Polymer residue sequence # ############################## _Residue_count 2 _Mol_residue_sequence ; XX ; loop_ _Residue_seq_code _Residue_author_seq_code _Residue_label 1 1 UVR 2 2 UVR stop_ _Sequence_homology_query_date . _Sequence_homology_query_revised_last_date . save_ #################### # Natural source # #################### save_natural_source _Saveframe_category natural_source loop_ _Mol_label _Organism_name_common _NCBI_taxonomy_ID _Superkingdom _Kingdom _Genus _Species $Beta-Proline_dimer . . . . . . 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 $Beta-Proline_dimer 'chemical synthesis' . . . . . stop_ save_ ##################################### # Sample contents and methodology # ##################################### ######################## # Sample description # ######################## save_sample_1 _Saveframe_category sample _Sample_type solution _Details 'Beta-peptide in CDCl3.' loop_ _Mol_label _Concentration_value _Concentration_value_units _Concentration_min_value _Concentration_max_value _Isotopic_labeling $Beta-Proline_dimer . mM 5 7 'natural abundance' chloroform 100 % . . [U-2H] stop_ save_ ############################ # Computer software used # ############################ save_CNSSOLVE _Saveframe_category software _Name CNSSOLVE _Version . loop_ _Vendor _Address _Electronic_address 'Brunger, Adams, Clore, Gros, Nilges and Read' . . stop_ loop_ _Task 'structure solution' stop_ _Details . save_ 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_ save_TOPSPIN _Saveframe_category software _Name TOPSPIN _Version 2.1 loop_ _Vendor _Address _Electronic_address 'Bruker Biospin' . . stop_ loop_ _Task collection stop_ _Details . save_ ######################### # Experimental detail # ######################### ################################## # NMR Spectrometer definitions # ################################## save_CMTS _Saveframe_category NMR_spectrometer _Manufacturer Bruker _Model Avance _Field_strength 600 _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_DQF-COSY_3 _Saveframe_category NMR_applied_experiment _Experiment_name '2D DQF-COSY' _Sample_label $sample_1 save_ save_2D_1H-1H_NOESY_4 _Saveframe_category NMR_applied_experiment _Experiment_name '2D 1H-1H NOESY' _Sample_label $sample_1 save_ save_2D_1H-1H_ROESY_5 _Saveframe_category NMR_applied_experiment _Experiment_name '2D 1H-1H ROESY' _Sample_label $sample_1 save_ save_2D_1H-13C_HMBC_6 _Saveframe_category NMR_applied_experiment _Experiment_name '2D 1H-13C HMBC' _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 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 TMS C 13 'methyl carbons' ppm 0 na indirect . . . 0.251449530 TMS H 1 'methyl protons' ppm 0 internal 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_chem_shift_list_1 _Saveframe_category assigned_chemical_shifts _Details . loop_ _Software_label $SPARKY stop_ loop_ _Experiment_label '2D 1H-13C HSQC' '2D 1H-1H TOCSY' '2D DQF-COSY' '2D 1H-13C HMBC' 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 'Beta-Proline dimer' _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 UVR C C 174.748 0.009 . 2 1 1 UVR C1 C 134.147 0.009 . 3 1 1 UVR C21 C 127.760 0.009 . 4 1 1 UVR C31 C 125.445 0.009 . 5 1 1 UVR C4 C 127.250 0.009 . 6 1 1 UVR C32 C 132.087 0.009 . 7 1 1 UVR C22 C 129.472 0.009 . 8 1 1 UVR CA C 62.462 0.009 . 9 1 1 UVR CB C 45.017 0.009 . 10 1 1 UVR CD C 59.429 0.009 . 11 1 1 UVR CE C 172.286 0.009 . 12 1 1 UVR CG C 35.946 0.009 . 13 1 1 UVR CZ C 52.288 0.009 . 14 1 1 UVR H3 H 7.348 0.004 . 15 1 1 UVR H4 H 7.376 0.004 . 16 1 1 UVR H5 H 7.566 0.004 . 17 1 1 UVR H6 H 7.648 0.004 . 18 1 1 UVR HA H 4.052 0.004 . 19 1 1 UVR HB H 3.021 0.004 . 20 1 1 UVR HD H 3.996 0.004 . 21 1 1 UVR HG1 H 2.486 0.004 . 22 1 1 UVR HG2 H 2.263 0.004 . 23 1 1 UVR HZ1 H 3.784 0.004 1 24 1 1 UVR HZ2 H 3.784 0.004 1 25 1 1 UVR HZ3 H 3.784 0.004 1 26 2 2 UVR C C 169.557 0.009 . 27 2 2 UVR C1 C 136.406 0.009 . 28 2 2 UVR C21 C 126.546 0.009 . 29 2 2 UVR C31 C 125.619 0.009 . 30 2 2 UVR C4 C 127.635 0.009 . 31 2 2 UVR C32 C 132.083 0.009 . 32 2 2 UVR C22 C 129.352 0.009 . 33 2 2 UVR CA C 59.878 0.009 . 34 2 2 UVR CB C 49.158 0.009 . 35 2 2 UVR CD C 59.521 0.009 . 36 2 2 UVR CE C 170.970 0.009 . 37 2 2 UVR CG C 31.200 0.009 . 38 2 2 UVR CZ C 52.198 0.009 . 39 2 2 UVR H3 H 7.539 0.004 . 40 2 2 UVR H4 H 7.233 0.004 . 41 2 2 UVR H5 H 6.897 0.004 . 42 2 2 UVR H6 H 7.331 0.004 . 43 2 2 UVR HA H 5.492 0.004 . 44 2 2 UVR HB H 3.381 0.004 . 45 2 2 UVR HD H 4.532 0.004 . 46 2 2 UVR HG1 H 2.331 0.004 . 47 2 2 UVR HG2 H 2.265 0.004 . 48 2 2 UVR HZ1 H 3.759 0.004 1 49 2 2 UVR HZ2 H 3.759 0.004 1 50 2 2 UVR HZ3 H 3.759 0.004 1 51 2 2 UVR CM1 C 74.801 0.009 . 52 2 2 UVR CM2 C 46.481 0.009 . 53 2 2 UVR CM3 C 23.140 0.009 . 54 2 2 UVR CM4 C 33.811 0.009 . 55 2 2 UVR CM5 C 30.925 0.009 . 56 2 2 UVR CM6 C 39.657 0.009 . 57 2 2 UVR CM7 C 21.676 0.009 . 58 2 2 UVR CM8 C 26.042 0.009 . 59 2 2 UVR CM9 C 20.517 0.009 . 60 2 2 UVR CM10 C 16.055 0.009 . 61 2 2 UVR H1 H 4.236 0.004 . 62 2 2 UVR H2 H 1.093 0.004 . 63 2 2 UVR H31 H 1.509 0.004 . 64 2 2 UVR H32 H 0.825 0.004 . 65 2 2 UVR H41 H 1.523 0.004 . 66 2 2 UVR H42 H 0.683 0.004 . 67 2 2 UVR HM5 H 1.177 0.004 . 68 2 2 UVR H61 H 1.172 0.004 . 69 2 2 UVR H62 H 0.386 0.004 . 70 2 2 UVR H71 H 0.730 0.004 1 71 2 2 UVR H72 H 0.730 0.004 1 72 2 2 UVR H73 H 0.730 0.004 1 73 2 2 UVR H8 H 1.483 0.004 . 74 2 2 UVR H91 H 0.746 0.004 1 75 2 2 UVR H92 H 0.746 0.004 1 76 2 2 UVR H93 H 0.746 0.004 1 77 2 2 UVR H101 H 0.530 0.004 1 78 2 2 UVR H102 H 0.530 0.004 1 79 2 2 UVR H103 H 0.530 0.004 1 stop_ save_