data_bmst000165 ####################### # Entry information # ####################### save_entry_information _Entry.Sf_category entry_information _Entry.Sf_framecode entry_information _Entry.ID bmst000165 _Entry.Title 6_phosphogluconic_acid _Entry.Version_type update _Entry.Submission_date 2006-02-23 _Entry.Accession_date 2006-02-23 _Entry.Last_release_date 2011-09-14 _Entry.Original_release_date 2006-02-23 _Entry.Origination author _Entry.NMR_STAR_version 3.1.1.7 _Entry.Original_NMR_STAR_version 'NMR STAR v3.1' _Entry.Experimental_method NMR _Entry.Experimental_method_subtype theoretical _Entry.Details ? _Entry.BMRB_internal_directory_name 6_phosphogluconic_acid loop_ _Entry_author.Ordinal _Entry_author.Given_name _Entry_author.Family_name _Entry_author.Middle_initials _Entry_author.Family_title _Entry_author.Entry_ID 1 William Westler M. ? bmst000165 2 John Markley L. ? bmst000165 stop_ loop_ _Entry_src.ID _Entry_src.Project_name _Entry_src.Organization_full_name _Entry_src.Organization_initials _Entry_src.Entry_ID 1 metabolics 'Madison Metabolomics Consortium' MMC bmst000165 stop_ loop_ _Data_set.Type _Data_set.Count _Data_set.Entry_ID other_data_list 1 bmst000165 stop_ loop_ _Datum.Type _Datum.Count _Datum.Entry_ID 'theoretical chemical shifts' 1 bmst000165 stop_ loop_ _Release.Release_number _Release.Format_type _Release.Format_version _Release.Date _Release.Submission_date _Release.Type _Release.Author _Release.Detail _Release.Entry_ID 1 . . 2006-02-23 2006-02-23 original BMRB 'Original theoretical calculations from NMRFAM' bmst000165 2 . . 2008-11-18 2008-11-18 update BMRB 'updated the file to match latest NMR STAR dictionary' bmst000165 3 . . 2008-11-25 2008-11-25 update BMRB 'fixed enumerations: N should be no' bmst000165 4 . . 2010-09-16 2010-09-16 update BMRB 'Removed Shielding_tensor_list_ID and Shielding_tensor_list_label from theoretical_chem_shifts' bmst000165 5 . . 2011-09-14 2011-09-14 update BMRB 'Partially brought up to date with latest Dictionary' bmst000165 6 . . 2017-10-12 2017-10-12 update BMRB 'Remediated Experiment_file loop if present and standardized mol and png file tags.' bmst000165 stop_ loop_ _Auxiliary_files.ID _Auxiliary_files.URI _Auxiliary_files.DOI _Auxiliary_files.Path _Auxiliary_files.Format _Auxiliary_files.Details _Auxiliary_files.Entry_ID 1 . . 6_phosphogluconic_acid_3638_opt.pdb x-chemical/x-pdb 'Name of the file containing the atomic coordinates' bmst000165 2 . . 6_phosphogluconic_acid_3638.g03.shifts text/plain 'Name of the file containing theoretical chemical shift data' bmst000165 stop_ save_ ############### # Citations # ############### save_citations _Citation.Sf_category citations _Citation.Sf_framecode citations _Citation.Entry_ID bmst000165 _Citation.ID 1 _Citation.Class 'reference citation' _Citation.PubMed_ID 18940862 _Citation.Title 'Database resources of the National Center for Biotechnology Information.' _Citation.Status published _Citation.Type internet _Citation.WWW_URL http://pubchem.ncbi.nlm.nih.gov/ _Citation.Year 2006 _Citation.Details ? loop_ _Citation_author.Ordinal _Citation_author.Given_name _Citation_author.Family_name _Citation_author.First_initial _Citation_author.Middle_initials _Citation_author.Family_title _Citation_author.Entry_ID _Citation_author.Citation_ID 1 D. Wheeler D. L. ? bmst000165 1 2 T. Barrett T. ? ? bmst000165 1 3 D. Benson D. A. ? bmst000165 1 4 S. Bryant S. H. ? bmst000165 1 5 K. Canese K. ? ? bmst000165 1 6 V. Chetvenin V. ? ? bmst000165 1 7 D. Church D. M. ? bmst000165 1 8 M. DiCuccio M. ? ? bmst000165 1 9 R. Edgar R. ? ? bmst000165 1 10 S. Federhen S. ? ? bmst000165 1 11 L. Geer L. Y. ? bmst000165 1 12 W. Helmberg W. ? ? bmst000165 1 13 Y. Kapustin Y. ? ? bmst000165 1 14 D. Kenton D. L. ? bmst000165 1 15 O. Khovayko O. ? ? bmst000165 1 16 D. Lipman D. J. ? bmst000165 1 17 T. Madden T. L. ? bmst000165 1 18 D. Maglott D. R. ? bmst000165 1 19 J. Ostell J. ? ? bmst000165 1 20 K. Pruitt K. D. ? bmst000165 1 21 G. Schuler G. D. ? bmst000165 1 22 L. Schriml L. M. ? bmst000165 1 23 E. Sequeira E. ? ? bmst000165 1 24 S. Sherry S. T. ? bmst000165 1 25 K. Sirotkin K. ? ? bmst000165 1 26 A. Souvorov A. ? ? bmst000165 1 27 G. Starchenko G. ? ? bmst000165 1 28 T. Suzek T. O. ? bmst000165 1 29 R. Tatusov R. ? ? bmst000165 1 30 T. Tatusova T. A. ? bmst000165 1 31 L. Bagner L. ? ? bmst000165 1 32 E. Yaschenko E. ? ? bmst000165 1 stop_ save_ ############################################# # Molecular system (assembly) description # ############################################# save_assembly _Assembly.Sf_category assembly _Assembly.Sf_framecode assembly _Assembly.Entry_ID bmst000165 _Assembly.ID 1 _Assembly.Name ASSEMBLY_NAME _Assembly.Number_of_components 1 _Assembly.Organic_ligands 0 _Assembly.Metal_ions ? _Assembly.Non_standard_bonds no _Assembly.Paramagnetic no _Assembly.Thiol_state 'not reported' loop_ _Entity_assembly.ID _Entity_assembly.Entity_assembly_name _Entity_assembly.Entity_ID _Entity_assembly.Entity_label _Entity_assembly.Experimental_data_reported _Entity_assembly.Physical_state _Entity_assembly.Conformational_isomer _Entity_assembly.Chemical_exchange_state _Entity_assembly.Magnetic_equivalence_group_code _Entity_assembly.Role _Entity_assembly.Details _Entity_assembly.Entry_ID _Entity_assembly.Assembly_ID 1 ENT_NAME 1 $6_phosphogluconic_acid yes native no no ? ? ? bmst000165 1 stop_ save_ #################################### # Biological polymers and ligands # #################################### save_6_phosphogluconic_acid _Entity.Sf_category entity _Entity.Sf_framecode 6_phosphogluconic_acid _Entity.Entry_ID bmst000165 _Entity.ID 1 _Entity.BMRB_code ? _Entity.Name '6-Phosphogluconic acid' _Entity.Type non-polymer _Entity.Ambiguous_conformational_states no _Entity.Ambiguous_chem_comp_sites no _Entity.Nstd_monomer no _Entity.Nstd_chirality no _Entity.Nstd_linkage no _Entity.Paramagnetic no _Entity.Thiol_state 'not reported' loop_ _Entity_comp_index.ID _Entity_comp_index.Comp_ID _Entity_comp_index.Comp_label _Entity_comp_index.Entry_ID _Entity_comp_index.Entity_ID 1 1 $chem_comp_1 bmst000165 1 stop_ save_ ################################# # Polymer residues and ligands # ################################# save_chem_comp_1 _Chem_comp.Sf_category chem_comp _Chem_comp.Sf_framecode chem_comp_1 _Chem_comp.Entry_ID bmst000165 _Chem_comp.ID 1 _Chem_comp.Provenance PubChem _Chem_comp.Name '6-Phosphogluconic acid' _Chem_comp.Type non-polymer _Chem_comp.BMRB_code ? _Chem_comp.PDB_code ? _Chem_comp.InChI_code ; InChI=1/C6H13O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H2,(H,11,12)(H2,13,14,15)/t2-,3-,4+,5-/m1/s1/f/h11,13-14H ; _Chem_comp.Mon_nstd_flag ? _Chem_comp.Std_deriv_one_letter_code ? _Chem_comp.Std_deriv_three_letter_code ? _Chem_comp.Std_deriv_BMRB_code ? _Chem_comp.Std_deriv_PDB_code ? _Chem_comp.Formal_charge ? _Chem_comp.Paramagnetic no _Chem_comp.Aromatic no _Chem_comp.Formula 'C6 H13 O10 P' _Chem_comp.Formula_weight 276.1351810000 _Chem_comp.Formula_mono_iso_wt_nat 276.024633148 _Chem_comp.Formula_mono_iso_wt_13C 282.044762175 _Chem_comp.Formula_mono_iso_wt_15N 276.024633148 _Chem_comp.Formula_mono_iso_wt_13C_15N 282.044762175 _Chem_comp.Image_file_name bmst000165.png _Chem_comp.Image_file_format png _Chem_comp.Topo_file_name ? _Chem_comp.Topo_file_format ? _Chem_comp.Struct_file_name bmst000165.mol _Chem_comp.Struct_file_format mol _Chem_comp.Stereochem_param_file_name ? _Chem_comp.Details ? _Chem_comp.DB_query_date ? _Chem_comp.DB_last_query_revised_last_date ? loop_ _Chem_comp_common_name.Name _Chem_comp_common_name.Type _Chem_comp_common_name.Entry_ID _Chem_comp_common_name.Comp_ID 'D-Gluconic acid 6-(dihydrogen phosphate)' synonym bmst000165 1 6-Phospho-D-gluconate synonym bmst000165 1 6-Phosphogluconate synonym bmst000165 1 'Gluconic acid-6-phosphate' synonym bmst000165 1 stop_ loop_ _Chem_comp_systematic_name.Name _Chem_comp_systematic_name.Naming_system _Chem_comp_systematic_name.Entry_ID _Chem_comp_systematic_name.Comp_ID '(2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-phosphonooxy-hexanoic acid' IUPAC bmst000165 1 stop_ loop_ _Chem_comp_SMILES.Type _Chem_comp_SMILES.String _Chem_comp_SMILES.Entry_ID _Chem_comp_SMILES.Comp_ID Isomeric C([C@H]([C@H]([C@@H]([C@H](C(=O)O)O)O)O)O)OP(=O)(O)O bmst000165 1 Canonical C(C(C(C(C(C(=O)O)O)O)O)O)OP(=O)(O)O bmst000165 1 stop_ loop_ _Chem_comp_atom.Atom_ID _Chem_comp_atom.Type_symbol _Chem_comp_atom.Stereo_config _Chem_comp_atom.Charge _Chem_comp_atom.Oxidation_number _Chem_comp_atom.Unpaired_electron_number _Chem_comp_atom.Drawing_2D_coord_x _Chem_comp_atom.Drawing_2D_coord_y _Chem_comp_atom.Model_Cartn_x _Chem_comp_atom.Model_Cartn_y _Chem_comp_atom.Model_Cartn_z _Chem_comp_atom.PDBX_ordinal _Chem_comp_atom.Entry_ID _Chem_comp_atom.Comp_ID C1 C ? ? ? ? 3.4030 -0.2500 3.248 -3.267 -0.419 1 bmst000165 1 C2 C ? ? ? ? 4.2690 0.2500 3.012 -1.797 -0.064 2 bmst000165 1 C3 C ? ? ? ? 5.1350 -0.2500 1.526 -1.569 0.296 3 bmst000165 1 C4 C ? ? ? ? 6.0010 0.2500 1.054 -0.106 0.115 4 bmst000165 1 C5 C ? ? ? ? 6.8671 -0.2500 -0.477 -0.055 -0.033 5 bmst000165 1 C6 C ? ? ? ? 7.7331 0.2500 -0.978 1.381 -0.102 6 bmst000165 1 O7 O ? ? ? ? 2.5369 0.2500 4.324 -3.777 0.237 7 bmst000165 1 O8 O ? ? ? ? 3.4030 -1.2500 2.596 -3.899 -1.213 8 bmst000165 1 O9 O ? ? ? ? 4.2690 1.2500 3.800 -1.362 1.035 9 bmst000165 1 O10 O ? ? ? ? 5.1350 -1.2500 1.322 -1.965 1.652 10 bmst000165 1 O11 O ? ? ? ? 6.0010 1.2500 1.478 0.706 1.196 11 bmst000165 1 O12 O ? ? ? ? 6.8671 -1.2500 -0.802 -0.756 -1.226 12 bmst000165 1 O13 O ? ? ? ? 8.5991 -0.2500 -2.416 1.290 -0.306 13 bmst000165 1 P14 P ? ? ? ? 9.4651 0.2500 -3.363 2.576 -0.327 14 bmst000165 1 O15 O ? ? ? ? 8.9651 1.1160 -4.790 2.264 -0.529 15 bmst000165 1 O16 O ? ? ? ? 10.3312 0.7500 -2.613 3.493 -1.423 16 bmst000165 1 O17 O ? ? ? ? 9.9651 -0.6160 -3.051 3.391 1.045 17 bmst000165 1 H18 H ? ? ? ? 4.8059 0.5600 3.255 -1.226 -0.973 18 bmst000165 1 H19 H ? ? ? ? 5.6719 -0.5600 0.918 -2.209 -0.348 19 bmst000165 1 H20 H ? ? ? ? 6.5380 0.5600 1.492 0.316 -0.797 20 bmst000165 1 H21 H ? ? ? ? 6.3301 -0.5600 -0.935 -0.543 0.843 21 bmst000165 1 H22 H ? ? ? ? 8.1316 0.7249 -0.537 1.906 -0.955 22 bmst000165 1 H23 H ? ? ? ? 7.3346 0.7249 -0.767 1.924 0.821 23 bmst000165 1 H24 H ? ? ? ? 2.0000 -0.0600 4.429 -4.699 -0.065 24 bmst000165 1 H25 H ? ? ? ? 3.7321 1.5600 4.599 -1.912 1.071 25 bmst000165 1 H26 H ? ? ? ? 4.5981 -1.5600 2.198 -1.856 2.073 26 bmst000165 1 H27 H ? ? ? ? 6.5380 1.5600 1.330 0.158 1.989 27 bmst000165 1 H28 H ? ? ? ? 7.4040 -1.5600 -1.760 -0.659 -1.356 28 bmst000165 1 H29 H ? ? ? ? 10.8681 0.4400 -3.099 4.316 -1.595 29 bmst000165 1 H30 H ? ? ? ? 9.6551 -1.1530 -3.769 3.234 1.681 30 bmst000165 1 stop_ loop_ _Atom_nomenclature.Atom_ID _Atom_nomenclature.Atom_name _Atom_nomenclature.Naming_system _Atom_nomenclature.Entry_ID _Atom_nomenclature.Comp_ID C1 C1 ? bmst000165 1 C2 C2 ? bmst000165 1 C3 C3 ? bmst000165 1 C4 C4 ? bmst000165 1 C5 C5 ? bmst000165 1 C6 C6 ? bmst000165 1 O7 O7 ? bmst000165 1 O8 O8 ? bmst000165 1 O9 O9 ? bmst000165 1 O10 O10 ? bmst000165 1 O11 O11 ? bmst000165 1 O12 O12 ? bmst000165 1 O13 O13 ? bmst000165 1 P14 P14 ? bmst000165 1 O15 O15 ? bmst000165 1 O16 O16 ? bmst000165 1 O17 O17 ? bmst000165 1 H18 H18 ? bmst000165 1 H19 H19 ? bmst000165 1 H20 H20 ? bmst000165 1 H21 H21 ? bmst000165 1 H22 H22 ? bmst000165 1 H23 H23 ? bmst000165 1 H24 H24 ? bmst000165 1 H25 H25 ? bmst000165 1 H26 H26 ? bmst000165 1 H27 H27 ? bmst000165 1 H28 H28 ? bmst000165 1 H29 H29 ? bmst000165 1 H30 H30 ? bmst000165 1 stop_ loop_ _Chem_comp_bond.ID _Chem_comp_bond.Type _Chem_comp_bond.Value_order _Chem_comp_bond.Atom_ID_1 _Chem_comp_bond.Atom_ID_2 _Chem_comp_bond.Details _Chem_comp_bond.Entry_ID _Chem_comp_bond.Comp_ID 1 covalent SING C1 C2 ? bmst000165 1 2 covalent SING C1 O7 ? bmst000165 1 3 covalent DOUB C1 O8 ? bmst000165 1 4 covalent SING C2 C3 ? bmst000165 1 5 covalent SING C2 O9 ? bmst000165 1 6 covalent SING C2 H18 ? bmst000165 1 7 covalent SING C3 C4 ? bmst000165 1 8 covalent SING C3 O10 ? bmst000165 1 9 covalent SING C3 H19 ? bmst000165 1 10 covalent SING C4 C5 ? bmst000165 1 11 covalent SING C4 O11 ? bmst000165 1 12 covalent SING C4 H20 ? bmst000165 1 13 covalent SING C5 C6 ? bmst000165 1 14 covalent SING C5 O12 ? bmst000165 1 15 covalent SING C5 H21 ? bmst000165 1 16 covalent SING C6 O13 ? bmst000165 1 17 covalent SING C6 H22 ? bmst000165 1 18 covalent SING C6 H23 ? bmst000165 1 19 covalent SING O7 H24 ? bmst000165 1 20 covalent SING O9 H25 ? bmst000165 1 21 covalent SING O10 H26 ? bmst000165 1 22 covalent SING O11 H27 ? bmst000165 1 23 covalent SING O12 H28 ? bmst000165 1 24 covalent SING O13 P14 ? bmst000165 1 25 covalent DOUB P14 O15 ? bmst000165 1 26 covalent SING P14 O16 ? bmst000165 1 27 covalent SING P14 O17 ? bmst000165 1 28 covalent SING O16 H29 ? bmst000165 1 29 covalent SING O17 H30 ? bmst000165 1 stop_ loop_ _Chem_comp_db_link.Author_supplied _Chem_comp_db_link.Database_code _Chem_comp_db_link.Accession_code _Chem_comp_db_link.Accession_code_type _Chem_comp_db_link.Entry_mol_code _Chem_comp_db_link.Entry_mol_name _Chem_comp_db_link.Entry_experimental_method _Chem_comp_db_link.Entry_relation_type _Chem_comp_db_link.Entry_details _Chem_comp_db_link.Entry_ID _Chem_comp_db_link.Comp_ID no PubChem 668246 sid ? '6-Phosphogluconic acid' ? 'matching entry' ? bmst000165 1 no PubChem 91493 cid ? '6-Phosphogluconic acid' ? 'matching entry' ? bmst000165 1 no PubChem 3638 sid ? '6-Phosphogluconic acid' ? 'matching entry' ? bmst000165 1 no KEGG C00345 'compound ID' ? '6-Phosphogluconic acid' ? 'matching entry' ? bmst000165 1 no 'CAS Registry' 2464-13-3 'registry number' ? '6-Phosphogluconic acid' ? 'matching entry' ? bmst000165 1 no 'CAS Registry' 921-62-0 'registry number' ? '6-Phosphogluconic acid' ? 'matching entry' ? bmst000165 1 no CHEBI 16863 ? ? '6-Phosphogluconic acid' ? 'matching entry' ? bmst000165 1 no EINECS 213-069-9 ? ? '6-Phosphogluconic acid' ? 'matching entry' ? bmst000165 1 stop_ loop_ _Chem_comp_citation.Citation_ID _Chem_comp_citation.Citation_label _Chem_comp_citation.Entry_ID _Chem_comp_citation.Comp_ID 1 $citations bmst000165 1 stop_ save_ ############################ # Computer software used # ############################ save_software_1 _Software.Sf_category software _Software.Sf_framecode software_1 _Software.Entry_ID bmst000165 _Software.ID 1 _Software.Name Gaussian _Software.Version ? _Software.Details ? loop_ _Vendor.Name _Vendor.Address _Vendor.Electronic_address _Vendor.Entry_ID _Vendor.Software_ID 'Gaussian, Inc.' ? http://www.gaussian.com/home.htm bmst000165 1 stop_ loop_ _Task.Task _Task.Entry_ID _Task.Software_ID 'geometry optimization' bmst000165 1 'chemical shift calculation' bmst000165 1 stop_ save_ #################### # NMR parameters # #################### ############################## # Assigned chemical shifts # ############################## ################################ # Chemical shift referencing # ################################ save_chem_shift_reference _Chem_shift_reference.Sf_category chem_shift_reference _Chem_shift_reference.Sf_framecode chem_shift_reference _Chem_shift_reference.Entry_ID bmst000165 _Chem_shift_reference.ID 1 _Chem_shift_reference.Details ? loop_ _Chem_shift_ref.Atom_type _Chem_shift_ref.Atom_isotope_number _Chem_shift_ref.Mol_common_name _Chem_shift_ref.Atom_group _Chem_shift_ref.Chem_shift_units _Chem_shift_ref.Chem_shift_val _Chem_shift_ref.Ref_method _Chem_shift_ref.Ref_type _Chem_shift_ref.Indirect_shift_ratio _Chem_shift_ref.Entry_ID _Chem_shift_ref.Chem_shift_reference_ID H 1 TMS 'methyl protons' ppm 0.00 na direct ? bmst000165 1 C 13 TMS 'methyl carbons' ppm 0.00 na direct ? bmst000165 1 N 15 'ammonia pentamer' nitrogen ppm 0.00 na direct ? bmst000165 1 P 31 'phosphoric acid' phosphorus ppm 0.00 na direct ? bmst000165 1 stop_ save_ save_chem_shifts_calc_type _Chem_shifts_calc_type.Sf_category chem_shifts_calc_type _Chem_shifts_calc_type.Sf_framecode chem_shifts_calc_type _Chem_shifts_calc_type.Entry_ID bmst000165 _Chem_shifts_calc_type.ID 1 _Chem_shifts_calc_type.Calculation_level 'Density Functional Theory' _Chem_shifts_calc_type.Quantum_mechanical_method GIAO _Chem_shifts_calc_type.Quantum_mechanical_theory_level B3LYP _Chem_shifts_calc_type.Quantum_mechanical_basis_set 3-21g** _Chem_shifts_calc_type.Chem_shift_nucleus ? _Chem_shifts_calc_type.Chem_shift_reference_ID 1 _Chem_shifts_calc_type.Chem_shift_reference_label $chem_shift_reference _Chem_shifts_calc_type.Details ; Theoretical Chemical shift referencing and correction: 1H chemical shifts Tetramethylsilane (TMS) was geometry optimized at the B3LYP/6-311+g* level of theory. The chemical shielding of TMS was calculated at the pbe1pbe/3-21g* level of theory using the GIAO method. The chemical shielding of TMS was used as the reference (0 ppm) to obtain all other chemical shifts. A series of small organic molecules were optimized and the chemical shieldings were calculated in the same manner as that for TMS. To correct for biases arising from the applied level of theory, especially the bias from the small basis set size, a linear regression analysis was used. The slope and intercept from this regression was used to correct the calculated chemical shifts. The chemical shift was calculated by subtracting the chemical shielding value of the compound of interest from that of TMS and applying the slope and intercept corrections obtained from the regression analysis. corrected_shift=((TMS_shielding - uncorrected_shielding)+1.006)/0.963 13C chemical shifts: Tetramethylsilane (TMS) was geometry optimized at the B3LYP/6-311+g* level of theory. The chemical shielding of TMS was calculated at the pbe1pbe/3-21g* level of theory using the GIAO method. The chemical shielding of TMS was used as the reference (0 ppm) to obtain all other chemical shifts. A series of small organic molecules were optimized and the chemical shieldings were calculated in the same manner as that for TMS. To correct for biases arising from the applied level of theory, especially the bias from the small basis set size, a linear regression analysis of theoretical versus experimental chemical shifts was used. The slope and intercept from this regression was used to correct the calculated chemical shifts. The chemical shift was calculated by subtracting the chemical shielding value of the compound of interest from that of TMS and applying the slope and intercept corrections obtained from the regression analysis. Corrected_shift=((TMS_shielding - uncorrected shielding) -4.53)/0.85 15N chemical shifts: A cyclic pentamer of ammonia (NH3_5) was geometry optimized at the B3LYP/6-311+g* level of theory. The chemical shielding of NH3_5 was calculated at the pbe1pbe/3-21g* level of theory using the GIAO method. The chemical shielding of NH3_5 was used as the reference (0 ppm) to obtain all other chemical shifts. A series of small organic molecules were optimized and the chemical shieldings were calculated in the same manner as that for NH3_5. To correct for biases arising from the applied level of theory, especially the bias from the small basis set size, a linear regression analysis was used. The slope and intercept from this regression was used to correct the calculated chemical shifts. The chemical shift was calculated by subtracting the chemical shielding value of the compound of interest from that of NH3_5 and applying the slope and intercept corrections obtained from the regression analysis. Corrected_shift=((NH_3_5_shielding - uncorrected_shielding)+10.2)/0.9088 31P chemical shifts: Phosphoric acid (H3PO4) was geometry optimized at the B3LYP/6-311+g* level of theory. The chemical shielding of H3PO4 was calculated at the pbe1pbe/3-21g* level of theory using the GIAO method. The chemical shielding of H3PO4 was used as the reference (0 ppm) to obtain all other chemical shifts. No correction for linear bias or offset was applied to calculated 31P chemical shifts. The chemical shift was calculated by subtracting the chemical shielding value of the compound of interest from that of H3PO4. Shift=(H3PO4_shielding - shielding) ; loop_ _Chem_shifts_calc_software.Software_ID _Chem_shifts_calc_software.Software_label _Chem_shifts_calc_software.Entry_ID _Chem_shifts_calc_software.Chem_shifts_calc_type_ID 1 $software_1 bmst000165 1 stop_ save_ ################################# # Theoretical chemical shifts # ################################# save_theoretical_chem_shifts _Theoretical_chem_shift_list.Sf_category theoretical_chem_shifts _Theoretical_chem_shift_list.Sf_framecode theoretical_chem_shifts _Theoretical_chem_shift_list.Entry_ID bmst000165 _Theoretical_chem_shift_list.ID 1 _Theoretical_chem_shift_list.Chem_shifts_calc_type_ID 1 _Theoretical_chem_shift_list.Chem_shifts_calc_type_label $chem_shifts_calc_type _Theoretical_chem_shift_list.Model_atomic_coordinates_ID 1 _Theoretical_chem_shift_list.Model_atomic_coordinates_label $conformer_family_coord_set_1 _Theoretical_chem_shift_list.Fermi_contact_spin_density_units ? _Theoretical_chem_shift_list.Chem_shift_1H_err ? _Theoretical_chem_shift_list.Chem_shift_2H_err ? _Theoretical_chem_shift_list.Chem_shift_13C_err ? _Theoretical_chem_shift_list.Chem_shift_15N_err ? _Theoretical_chem_shift_list.Chem_shift_19F_err ? _Theoretical_chem_shift_list.Chem_shift_31P_err ? _Theoretical_chem_shift_list.Details ? _Theoretical_chem_shift_list.Text_data_format ? _Theoretical_chem_shift_list.Text_data ? loop_ _Theoretical_chem_shift.ID _Theoretical_chem_shift.Entity_assembly_ID _Theoretical_chem_shift.Entity_ID _Theoretical_chem_shift.Comp_index_ID _Theoretical_chem_shift.Comp_ID _Theoretical_chem_shift.Atom_ID _Theoretical_chem_shift.Atom_type _Theoretical_chem_shift.Fermi_contact_spin_density _Theoretical_chem_shift.Val _Theoretical_chem_shift.Val_err _Theoretical_chem_shift.Auth_seq_ID _Theoretical_chem_shift.Auth_comp_ID _Theoretical_chem_shift.Auth_atom_ID _Theoretical_chem_shift.Entry_ID _Theoretical_chem_shift.Theoretical_chem_shift_list_ID 1 1 1 1 1 C1 C ? 183.554 ? 6_phosphogluconic_acid ? ? bmst000165 1 2 1 1 1 1 C2 C ? 80.518 ? 6_phosphogluconic_acid ? ? bmst000165 1 3 1 1 1 1 C3 C ? 71.264 ? 6_phosphogluconic_acid ? ? bmst000165 1 4 1 1 1 1 C4 C ? 77.881 ? 6_phosphogluconic_acid ? ? bmst000165 1 5 1 1 1 1 C5 C ? 75.220 ? 6_phosphogluconic_acid ? ? bmst000165 1 6 1 1 1 1 C6 C ? 78.274 ? 6_phosphogluconic_acid ? ? bmst000165 1 7 1 1 1 1 P14 P ? -0.924 ? 6_phosphogluconic_acid ? ? bmst000165 1 8 1 1 1 1 H18 H ? 5.171 ? 6_phosphogluconic_acid ? ? bmst000165 1 9 1 1 1 1 H19 H ? 5.626 ? 6_phosphogluconic_acid ? ? bmst000165 1 10 1 1 1 1 H20 H ? 4.245 ? 6_phosphogluconic_acid ? ? bmst000165 1 11 1 1 1 1 H21 H ? 4.921 ? 6_phosphogluconic_acid ? ? bmst000165 1 12 1 1 1 1 H22 H ? 5.253 ? 6_phosphogluconic_acid ? ? bmst000165 1 13 1 1 1 1 H23 H ? 5.677 ? 6_phosphogluconic_acid ? ? bmst000165 1 14 1 1 1 1 H24 H ? 6.681 ? 6_phosphogluconic_acid ? ? bmst000165 1 15 1 1 1 1 H25 H ? 2.589 ? 6_phosphogluconic_acid ? ? bmst000165 1 16 1 1 1 1 H26 H ? 3.559 ? 6_phosphogluconic_acid ? ? bmst000165 1 17 1 1 1 1 H27 H ? 1.928 ? 6_phosphogluconic_acid ? ? bmst000165 1 18 1 1 1 1 H28 H ? 2.356 ? 6_phosphogluconic_acid ? ? bmst000165 1 19 1 1 1 1 H29 H ? 3.686 ? 6_phosphogluconic_acid ? ? bmst000165 1 20 1 1 1 1 H30 H ? 3.554 ? 6_phosphogluconic_acid ? ? bmst000165 1 stop_ save_ ##################################### # Conformer family coordinate set # ##################################### save_conformer_family_coord_set_1 _Conformer_family_coord_set.Sf_category conformer_family_coord_set _Conformer_family_coord_set.Sf_framecode conformer_family_coord_set_1 _Conformer_family_coord_set.Entry_ID bmst000165 _Conformer_family_coord_set.ID 1 _Conformer_family_coord_set.Details ? loop_ _Conformer_family_software.Software_ID _Conformer_family_software.Software_label _Conformer_family_software.Entry_ID _Conformer_family_software.Conformer_family_coord_set_ID 1 $software_1 bmst000165 1 stop_ loop_ _Atom_site.Model_ID _Atom_site.ID _Atom_site.Label_entity_assembly_ID _Atom_site.Label_entity_ID _Atom_site.Label_comp_index_ID _Atom_site.Label_comp_ID _Atom_site.Label_atom_ID _Atom_site.Auth_seq_ID _Atom_site.Auth_comp_ID _Atom_site.Auth_atom_ID _Atom_site.Type_symbol _Atom_site.Cartn_x _Atom_site.Cartn_y _Atom_site.Cartn_z _Atom_site.Entry_ID _Atom_site.Conformer_family_coord_set_ID 1 1 1 1 1 1 C1 1 1 C1 C 3.248 -3.267 -0.419 bmst000165 1 1 2 1 1 1 1 C2 1 1 C2 C 3.012 -1.797 -0.064 bmst000165 1 1 3 1 1 1 1 C3 1 1 C3 C 1.526 -1.569 0.296 bmst000165 1 1 4 1 1 1 1 C4 1 1 C4 C 1.054 -0.106 0.115 bmst000165 1 1 5 1 1 1 1 C5 1 1 C5 C -0.477 -0.055 -0.033 bmst000165 1 1 6 1 1 1 1 C6 1 1 C6 C -0.978 1.381 -0.102 bmst000165 1 1 7 1 1 1 1 O7 1 1 O7 O 4.324 -3.777 0.237 bmst000165 1 1 8 1 1 1 1 O8 1 1 O8 O 2.596 -3.899 -1.213 bmst000165 1 1 9 1 1 1 1 O9 1 1 O9 O 3.800 -1.362 1.035 bmst000165 1 1 10 1 1 1 1 O10 1 1 O10 O 1.322 -1.965 1.652 bmst000165 1 1 11 1 1 1 1 O11 1 1 O11 O 1.478 0.706 1.196 bmst000165 1 1 12 1 1 1 1 O12 1 1 O12 O -0.802 -0.756 -1.226 bmst000165 1 1 13 1 1 1 1 O13 1 1 O13 O -2.416 1.290 -0.306 bmst000165 1 1 14 1 1 1 1 P14 1 1 P14 P -3.363 2.576 -0.327 bmst000165 1 1 15 1 1 1 1 O15 1 1 O15 O -4.790 2.264 -0.529 bmst000165 1 1 16 1 1 1 1 O16 1 1 O16 O -2.613 3.493 -1.423 bmst000165 1 1 17 1 1 1 1 O17 1 1 O17 O -3.051 3.391 1.045 bmst000165 1 1 18 1 1 1 1 H18 1 1 H18 H 3.255 -1.226 -0.973 bmst000165 1 1 19 1 1 1 1 H19 1 1 H19 H 0.918 -2.209 -0.348 bmst000165 1 1 20 1 1 1 1 H20 1 1 H20 H 1.492 0.316 -0.797 bmst000165 1 1 21 1 1 1 1 H21 1 1 H21 H -0.935 -0.543 0.843 bmst000165 1 1 22 1 1 1 1 H22 1 1 H22 H -0.537 1.906 -0.955 bmst000165 1 1 23 1 1 1 1 H23 1 1 H23 H -0.767 1.924 0.821 bmst000165 1 1 24 1 1 1 1 H24 1 1 H24 H 4.429 -4.699 -0.065 bmst000165 1 1 25 1 1 1 1 H25 1 1 H25 H 4.599 -1.912 1.071 bmst000165 1 1 26 1 1 1 1 H26 1 1 H26 H 2.198 -1.856 2.073 bmst000165 1 1 27 1 1 1 1 H27 1 1 H27 H 1.330 0.158 1.989 bmst000165 1 1 28 1 1 1 1 H28 1 1 H28 H -1.760 -0.659 -1.356 bmst000165 1 1 29 1 1 1 1 H29 1 1 H29 H -3.099 4.316 -1.595 bmst000165 1 1 30 1 1 1 1 H30 1 1 H30 H -3.769 3.234 1.681 bmst000165 1 stop_ save_