data_20071 ####################### # Entry information # ####################### save_entry_information _Saveframe_category entry_information _Entry_title ; Probing the Bioactive Conformation of an Archetypal Natural Product HDAC Inhibitor Using Conformationally Homogeneous Triazole-Modified Cyclic Tetrapeptides ; _BMRB_accession_number 20071 _BMRB_flat_file_name bmr20071.str _Entry_type original _Submission_date 2009-01-24 _Accession_date 2009-01-24 _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 Beierle John M. . stop_ loop_ _Saveframe_category_type _Saveframe_category_type_count assigned_chemical_shifts 1 stop_ loop_ _Data_type _Data_type_count "1H chemical shifts" 15 stop_ loop_ _Revision_date _Revision_keyword _Revision_author _Revision_detail 2011-02-22 update BMRB 'PDBj annotated the coordinate file' 2009-06-10 update BMRB 'complete entry citation' 2009-03-09 original author 'original release' stop_ loop_ _Related_BMRB_accession_number _Relationship 20072 'cyclo[Trp-Leu-1,5-sub-(1,2,3)-triazole-D-Ala-Aod] Tetrapeptides' 20073 'cyclo[Trp-D-Leu-1,5-sub-(1,2,3)-triazole-D-Ala-Aod] Tetrapeptides' stop_ save_ ############################# # Citation for this entry # ############################# save_citation_1 _Saveframe_category entry_citation _Citation_full . _Citation_title ; Probing the Bioactive Conformation of an Archetypal Natural Product HDAC Inhibitor with Conformationally Homogeneous Triazole-Modified Cyclic Tetrapeptides ; _Citation_status published _Citation_type journal _CAS_abstract_code . _MEDLINE_UI_code . _PubMed_ID 19267380 loop_ _Author_ordinal _Author_family_name _Author_given_name _Author_middle_initials _Author_family_title 1 Horne 'W. Seth' . . 2 Olsen Christian A. . 3 Beierle John M. . 4 Montero Ana . . 5 Ghadiri 'M. Reza' . . stop_ _Journal_abbreviation 'Angew. Chem. Int. Ed. Engl.' _Journal_volume 48 _Journal_issue 26 _Journal_CSD . _Book_chapter_title . _Book_volume . _Book_series . _Book_ISBN . _Conference_state_province . _Conference_abstract_number . _Page_first 4718 _Page_last 4724 _Year 2009 _Details . save_ ################################## # Molecular system description # ################################## save_assembly _Saveframe_category molecular_system _Mol_system_name cyclo[Trp-Ile-1,4-sub-(1,2,3)-triazole-D-Ala-Aod] _Enzyme_commission_number . loop_ _Mol_system_component_name _Mol_label cyclo[Trp-Ile-1,4-sub-(1,2,3)-triazole-D-Ala-Aod] $cyclo_Trp-Ile-1_4-sub-1_2_3-triazole-D-Ala-Aod 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_cyclo_Trp-Ile-1_4-sub-1_2_3-triazole-D-Ala-Aod _Saveframe_category monomeric_polymer _Mol_type polymer _Mol_polymer_class protein _Name_common cyclo_Trp-Ile-1_4-sub-1_2_3-triazole-D-Ala-Aod _Molecular_mass . _Mol_thiol_state 'not present' _Details . ############################## # Polymer residue sequence # ############################## _Residue_count 4 _Mol_residue_sequence WXXX loop_ _Residue_seq_code _Residue_label 1 TRP 2 UVR 3 UVR 4 UVR stop_ _Sequence_homology_query_date . _Sequence_homology_query_revised_last_date . save_ ###################### # Polymer residues # ###################### save_chem_comp_UVR _Saveframe_category polymer_residue _Mol_type 'L-peptide linking' _Name_common 'UNVALIDATED POLYMER RESIDUE FOR SMS' _BMRB_code . _PDB_code UVR _Standard_residue_derivative . _Molecular_mass . _Mol_paramagnetic . _Details ; Information obtained from PDB's Chemical Component Dictionary at http://wwpdb-remediation.rutgers.edu/downloads.html Downloaded on Tue Feb 22 15:45:27 2011 ; save_ #################### # Natural source # #################### save_natural_source _Saveframe_category natural_source loop_ _Mol_label _Organism_name_common _NCBI_taxonomy_ID _Superkingdom _Kingdom _Genus _Species $cyclo_Trp-Ile-1_4-sub-1_2_3-triazole-D-Ala-Aod . . . . . . 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 $cyclo_Trp-Ile-1_4-sub-1_2_3-triazole-D-Ala-Aod 'recombinant technology' . . . . . 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 $cyclo_Trp-Ile-1_4-sub-1_2_3-triazole-D-Ala-Aod 1-10 mM 'natural abundance' stop_ save_ ############################ # Computer software used # ############################ save_CNS _Saveframe_category software _Name CNS _Version . loop_ _Vendor _Address _Electronic_address 'Brunger, Adams, Clore, Gros, Nilges and Read' . . stop_ loop_ _Task 'structure solution' stop_ _Details . save_ ######################### # Experimental detail # ######################### ################################## # NMR Spectrometer definitions # ################################## save_spectrometer_1 _Saveframe_category NMR_spectrometer _Manufacturer Bruker _Model DRX _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_ROESY_2 _Saveframe_category NMR_applied_experiment _Experiment_name '2D 1H-1H ROESY' _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 . . pH temperature 300 . 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 DMSO-d6 H 1 'methyl protons' ppm 2.495 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 'HT represents the only proton on the 1,2,3-triazole. Specifically that at the C5 position in this case.' loop_ _Experiment_label '2D 1H-1H TOCSY' '2D 1H-1H ROESY' 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 cyclo[Trp-Ile-1,4-sub-(1,2,3)-triazole-D-Ala-Aod] _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 TRP H H 7.228 0.001 1 2 1 1 TRP HA H 4.29 0 1 3 1 1 TRP HB2 H 3.105 0.003 2 4 1 1 TRP HB3 H 2.906 0.003 2 5 1 1 TRP HE3 H 7.501 0.001 1 6 2 2 UVR H H 7.742 0.001 1 7 2 2 UVR HA H 4.347 0 1 8 2 2 UVR HB H 2.34 0.003 1 9 2 3 UVR HT H 7.84 0.002 1 10 3 3 UVR HA H 5.319 0.001 1 11 3 3 UVR HB1 H 1.632 0 1 12 3 3 UVR HB2 H 1.632 0 1 13 3 3 UVR HB3 H 1.632 0 1 14 4 4 UVR HA H 4.013 0.001 1 15 4 4 UVR HN H 7.908 0.004 1 stop_ save_