data_bmst000266
save_entry_information
_Entry.Sf_category entry_information
_Entry.Sf_framecode entry_information
_Entry.ID bmst000266
_Entry.Title L_carnitine
_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 L_carnitine
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. ? bmst000266
2 John Markley L. ? bmst000266
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 bmst000266
stop_
loop_
_Data_set.Type
_Data_set.Count
_Data_set.Entry_ID
other_data_list 1 bmst000266
stop_
loop_
_Datum.Type
_Datum.Count
_Datum.Entry_ID
"theoretical chemical shifts" 1 bmst000266
stop_
loop_
_Release.Release_number
_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" bmst000266
2 2008-11-18 2008-11-18 update BMRB "updated the file to match latest NMR STAR dictionary" bmst000266
3 2008-11-25 2008-11-25 update BMRB "fixed enumerations: N should be no" bmst000266
4 2010-09-16 2010-09-16 update BMRB "Removed Shielding_tensor_list_ID and Shielding_tensor_list_label from theoretical_chem_shifts" bmst000266
5 2011-09-14 2011-09-14 update BMRB "Partially brought up to date with latest Dictionary" bmst000266
stop_
save_
save_citations
_Citation.Sf_category citations
_Citation.Sf_framecode citations
_Citation.Entry_ID bmst000266
_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. ? bmst000266 1
2 T. Barrett T. ? ? bmst000266 1
3 D. Benson D. A. ? bmst000266 1
4 S. Bryant S. H. ? bmst000266 1
5 K. Canese K. ? ? bmst000266 1
6 V. Chetvenin V. ? ? bmst000266 1
7 D. Church D. M. ? bmst000266 1
8 M. DiCuccio M. ? ? bmst000266 1
9 R. Edgar R. ? ? bmst000266 1
10 S. Federhen S. ? ? bmst000266 1
11 L. Geer L. Y. ? bmst000266 1
12 W. Helmberg W. ? ? bmst000266 1
13 Y. Kapustin Y. ? ? bmst000266 1
14 D. Kenton D. L. ? bmst000266 1
15 O. Khovayko O. ? ? bmst000266 1
16 D. Lipman D. J. ? bmst000266 1
17 T. Madden T. L. ? bmst000266 1
18 D. Maglott D. R. ? bmst000266 1
19 J. Ostell J. ? ? bmst000266 1
20 K. Pruitt K. D. ? bmst000266 1
21 G. Schuler G. D. ? bmst000266 1
22 L. Schriml L. M. ? bmst000266 1
23 E. Sequeira E. ? ? bmst000266 1
24 S. Sherry S. T. ? bmst000266 1
25 K. Sirotkin K. ? ? bmst000266 1
26 A. Souvorov A. ? ? bmst000266 1
27 G. Starchenko G. ? ? bmst000266 1
28 T. Suzek T. O. ? bmst000266 1
29 R. Tatusov R. ? ? bmst000266 1
30 T. Tatusova T. A. ? bmst000266 1
31 L. Bagner L. ? ? bmst000266 1
32 E. Yaschenko E. ? ? bmst000266 1
stop_
save_
save_assembly
_Assembly.Sf_category assembly
_Assembly.Sf_framecode assembly
_Assembly.Entry_ID bmst000266
_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 $L_carnitine yes native no no ? ? ? bmst000266 1
stop_
save_
save_L_carnitine
_Entity.Sf_category entity
_Entity.Sf_framecode L_carnitine
_Entity.Entry_ID bmst000266
_Entity.ID 1
_Entity.BMRB_code ?
_Entity.Name L(-)-Carnitine
_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 bmst000266 1
stop_
save_
save_chem_comp_1
_Chem_comp.Sf_category chem_comp
_Chem_comp.Sf_framecode chem_comp_1
_Chem_comp.Entry_ID bmst000266
_Chem_comp.ID 1
_Chem_comp.Provenance PubChem
_Chem_comp.Name L(-)-Carnitine
_Chem_comp.Type non-polymer
_Chem_comp.BMRB_code ?
_Chem_comp.PDB_code ?
_Chem_comp.InCHi_code InChI=1/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/t6-/m1/s1
_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 'C7 H15 N O3'
_Chem_comp.Formula_weight 161.1989000000
_Chem_comp.Formula_mono_iso_wt_nat 161.105193353
_Chem_comp.Formula_mono_iso_wt_13C 168.128677218
_Chem_comp.Formula_mono_iso_wt_15N 162.102228246
_Chem_comp.Formula_mono_iso_wt_13C_15N 168.128677218
_Chem_comp.Image_file_name standards/L_carnitine/lit/154219.png
_Chem_comp.Image_file_format png
_Chem_comp.Topo_file_name ?
_Chem_comp.Topo_file_format ?
_Chem_comp.Struct_file_name standards/L_carnitine/lit/154219.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
"Ammonium, (3-carboxy-2-hydroxypropyl)trimethyl-, hydroxide, inner salt, L-" synonym bmst000266 1
"1-Propanaminium, 3-carboxy-2-hydroxy-N,N,N-trimethyl-, inner salt, (2R)-" synonym bmst000266 1
L-Carnitine synonym bmst000266 1
"1-Propanaminium, 3-carboxy-2-hydroxy-N,N,N-trimethyl-, hydroxide, inner salt, (R)-" synonym bmst000266 1
"(R)-(3-Carboxy-2-hydroxypropyl)trimethylammonium hydroxide" synonym bmst000266 1
gamma-Trimethyl-beta-hydroxybutyrobetaine synonym bmst000266 1
"Vitamin BT" synonym bmst000266 1
"(3-Carboxy-2-hydroxypropyl)trimethyl-ammonium hydroxide, inner salt" synonym bmst000266 1
"1-Propanaminium, 3-carboxy-2-hydroxy-N,N,N-trimethyl-, inner salt, (R)-" synonym bmst000266 1
"Levocarnitine [USAN:INN]" synonym bmst000266 1
"3-Carboxy-2-hydroxy-N,N,N-trimethyl-1-propanaminium hydroxide, inner salt" synonym bmst000266 1
(R)-Carnitine synonym bmst000266 1
(-)-Carnitine synonym bmst000266 1
DRG-0211 synonym bmst000266 1
Carnitine synonym bmst000266 1
Levocarnitine synonym bmst000266 1
"Levocarnitina [Spanish]" synonym bmst000266 1
Carnitor synonym bmst000266 1
"ST 198" synonym bmst000266 1
gamma-Trimethyl-ammonium-beta-hydroxybutirate synonym bmst000266 1
L-(-)-Carnitine synonym bmst000266 1
"1-Propanaminium, 3-carboxy-2-hydroxy-N,N,N-trimethyl-, hydroxide, inner salt" synonym bmst000266 1
1-CARNITINE synonym bmst000266 1
"Carnitine, (-)-" synonym bmst000266 1
"Levocarnitinum [Latin]" synonym bmst000266 1
"(L-3-Carboxy-2-hydroxypropyl)trimethylammonium hydroxide, inner salt" synonym bmst000266 1
Karnitin synonym bmst000266 1
(-)-L-Carnitine synonym bmst000266 1
"Carnitine, L-" synonym bmst000266 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
(3R)-3-hydroxy-4-trimethylammonio-butanoate IUPAC bmst000266 1
(3R)-3-hydroxy-4-trimethylammonio-butanoate IUPAC_TRADITIONAL bmst000266 1
(3R)-3-hydroxy-4-trimethylammonio-butanoate IUPAC_CAS bmst000266 1
(3R)-3-hydroxy-4-trimethylammonio-butanoate IUPAC_OPENEYE bmst000266 1
(3R)-3-hydroxy-4-trimethylammonio-butanoate IUPAC_SYSTEMATIC bmst000266 1
stop_
loop_
_Chem_comp_SMILES.Type
_Chem_comp_SMILES.String
_Chem_comp_SMILES.Entry_ID
_Chem_comp_SMILES.Comp_ID
Isomeric C[N+](C)(C)C[C@@H](CC(=O)[O-])O bmst000266 1
Canonical C[N+](C)(C)CC(CC(=O)[O-])O bmst000266 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.Entry_ID
_Chem_comp_atom.Comp_ID
C1 C ? ? ? ? 6.3301 0.2220 -1.969 0.891 -1.144 bmst000266 1
C2 C ? ? ? ? 5.4641 0.7220 -1.868 0.804 0.437 bmst000266 1
N3 N ? ? ? ? 2.8660 0.2220 1.519 -0.863 0.076 bmst000266 1
O4 O ? ? ? ? 7.1962 0.7220 -2.854 1.631 -1.580 bmst000266 1
O5 O ? ? ? ? 6.3301 -0.7780 -1.131 0.171 -1.788 bmst000266 1
C6 C ? ? ? ? 4.5981 0.2220 -0.436 0.593 0.930 bmst000266 1
C7 C ? ? ? ? 3.7321 0.7220 0.048 -0.791 0.504 bmst000266 1
O8 O ? ? ? ? 4.5981 -0.7780 -0.269 0.665 2.358 bmst000266 1
C9 C ? ? ? ? 2.0000 -0.2780 1.754 -2.243 -0.465 bmst000266 1
C10 C ? ? ? ? 2.3660 1.0880 1.799 0.135 -1.034 bmst000266 1
C11 C ? ? ? ? 3.3660 -0.6440 2.423 -0.615 1.247 bmst000266 1
H12 H ? ? ? ? 5.8626 1.1969 -2.510 -0.011 0.803 bmst000266 1
H13 H ? ? ? ? 5.0656 1.1969 -2.267 1.738 0.849 bmst000266 1
H14 H ? ? ? ? 5.1350 -0.0880 0.182 1.373 0.464 bmst000266 1
H15 H ? ? ? ? 4.1306 1.1969 -0.518 -1.066 -0.391 bmst000266 1
H16 H ? ? ? ? 3.3335 1.1969 -0.067 -1.497 1.332 bmst000266 1
H17 H ? ? ? ? 5.1350 -1.0880 -0.799 1.418 2.665 bmst000266 1
H18 H ? ? ? ? 1.6900 0.2589 1.457 -2.974 0.289 bmst000266 1
H19 H ? ? ? ? 1.4631 -0.5880 1.147 -2.366 -1.364 bmst000266 1
H20 H ? ? ? ? 2.3100 -0.8149 2.813 -2.360 -0.704 bmst000266 1
H21 H ? ? ? ? 2.9030 1.3980 0.892 0.206 -1.652 bmst000266 1
H22 H ? ? ? ? 2.0560 1.6249 2.674 -0.213 -1.587 bmst000266 1
H23 H ? ? ? ? 1.8291 0.7780 2.016 1.104 -0.586 bmst000266 1
H24 H ? ? ? ? 2.8291 -0.9540 3.456 -0.569 0.895 bmst000266 1
H25 H ? ? ? ? 3.6760 -1.1810 2.304 -1.430 1.963 bmst000266 1
H26 H ? ? ? ? 3.9030 -0.3340 2.128 0.320 1.723 bmst000266 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 ? bmst000266 1
C2 C2 ? bmst000266 1
N3 N3 ? bmst000266 1
O4 O4 ? bmst000266 1
O5 O5 ? bmst000266 1
C6 C6 ? bmst000266 1
C7 C7 ? bmst000266 1
O8 O8 ? bmst000266 1
C9 C9 ? bmst000266 1
C10 C10 ? bmst000266 1
C11 C11 ? bmst000266 1
H12 H12 ? bmst000266 1
H13 H13 ? bmst000266 1
H14 H14 ? bmst000266 1
H15 H15 ? bmst000266 1
H16 H16 ? bmst000266 1
H17 H17 ? bmst000266 1
H18 H18 ? bmst000266 1
H19 H19 ? bmst000266 1
H20 H20 ? bmst000266 1
H21 H21 ? bmst000266 1
H22 H22 ? bmst000266 1
H23 H23 ? bmst000266 1
H24 H24 ? bmst000266 1
H25 H25 ? bmst000266 1
H26 H26 ? bmst000266 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 ? bmst000266 1
2 covalent SING C1 O4 ? bmst000266 1
3 covalent DOUB C1 O5 ? bmst000266 1
4 covalent SING C2 C6 ? bmst000266 1
5 covalent SING C2 H12 ? bmst000266 1
6 covalent SING C2 H13 ? bmst000266 1
7 covalent SING N3 C7 ? bmst000266 1
8 covalent SING N3 C9 ? bmst000266 1
9 covalent SING N3 C10 ? bmst000266 1
10 covalent SING N3 C11 ? bmst000266 1
11 covalent SING C6 C7 ? bmst000266 1
12 covalent SING C6 O8 ? bmst000266 1
13 covalent SING C6 H14 ? bmst000266 1
14 covalent SING C7 H15 ? bmst000266 1
15 covalent SING C7 H16 ? bmst000266 1
16 covalent SING O8 H17 ? bmst000266 1
17 covalent SING C9 H18 ? bmst000266 1
18 covalent SING C9 H19 ? bmst000266 1
19 covalent SING C9 H20 ? bmst000266 1
20 covalent SING C10 H21 ? bmst000266 1
21 covalent SING C10 H22 ? bmst000266 1
22 covalent SING C10 H23 ? bmst000266 1
23 covalent SING C11 H24 ? bmst000266 1
24 covalent SING C11 H25 ? bmst000266 1
25 covalent SING C11 H26 ? bmst000266 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 154219 sid ? L(-)-Carnitine ? "matching entry" ? bmst000266 1
no PubChem 10917 cid ? L(-)-Carnitine ? "matching entry" ? bmst000266 1
no PubChem 854194 sid ? L(-)-Carnitine ? "matching entry" ? bmst000266 1
no KEGG C13951 "compound ID" ? L(-)-Carnitine ? "matching entry" ? bmst000266 1
no "CAS Registry" 541-15-1 "registry number" ? L(-)-Carnitine ? "matching entry" ? bmst000266 1
no "CAS Registry" 7634-98-2 "registry number" ? L(-)-Carnitine ? "matching entry" ? bmst000266 1
no EINECS 208-768-0 ? ? L(-)-Carnitine ? "matching entry" ? bmst000266 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 bmst000266 1
stop_
save_
save_software_1
_Software.Sf_category software
_Software.Sf_framecode software_1
_Software.Entry_ID bmst000266
_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 bmst000266 1
stop_
loop_
_Task.Task
_Task.Entry_ID
_Task.Software_ID
"geometry optimization" bmst000266 1
"chemical shift calculation" bmst000266 1
stop_
save_
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 bmst000266
_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 ? bmst000266 1
C 13 TMS "methyl carbons" ppm 0.00 na direct ? bmst000266 1
N 15 "ammonia pentamer" nitrogen ppm 0.00 na direct ? bmst000266 1
P 31 "phosphoric acid" phosphorus ppm 0.00 na direct ? bmst000266 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 bmst000266
_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 bmst000266 1
stop_
save_
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 bmst000266
_Theoretical_chem_shift_list.ID 1
_Theoretical_chem_shift_list.Data_file_name L_carnitine_154219.g03.shifts
_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 ? 166.077 ? L_carnitine ? ? bmst000266 1
2 1 1 1 1 C2 C ? 40.039 ? L_carnitine ? ? bmst000266 1
3 1 1 1 1 N3 N ? 55.565 ? L_carnitine ? ? bmst000266 1
4 1 1 1 1 C6 C ? 69.906 ? L_carnitine ? ? bmst000266 1
5 1 1 1 1 C7 C ? 75.173 ? L_carnitine ? ? bmst000266 1
6 1 1 1 1 C9 C ? 54.702 ? L_carnitine ? ? bmst000266 1
7 1 1 1 1 C10 C ? 50.511 ? L_carnitine ? ? bmst000266 1
8 1 1 1 1 C11 C ? 52.438 ? L_carnitine ? ? bmst000266 1
9 1 1 1 1 H12 H ? 3.351 ? L_carnitine ? ? bmst000266 1
10 1 1 1 1 H13 H ? 2.514 ? L_carnitine ? ? bmst000266 1
11 1 1 1 1 H14 H ? 5.210 ? L_carnitine ? ? bmst000266 1
12 1 1 1 1 H15 H ? 9.193 ? L_carnitine ? ? bmst000266 1
13 1 1 1 1 H16 H ? 3.625 ? L_carnitine ? ? bmst000266 1
14 1 1 1 1 H17 H ? 0.283 ? L_carnitine ? ? bmst000266 1
15 1 1 1 1 H18 H ? 3.746 ? L_carnitine ? ? bmst000266 1
16 1 1 1 1 H19 H ? 4.685 ? L_carnitine ? ? bmst000266 1
17 1 1 1 1 H20 H ? 3.673 ? L_carnitine ? ? bmst000266 1
18 1 1 1 1 H21 H ? 8.574 ? L_carnitine ? ? bmst000266 1
19 1 1 1 1 H22 H ? 3.365 ? L_carnitine ? ? bmst000266 1
20 1 1 1 1 H23 H ? 3.802 ? L_carnitine ? ? bmst000266 1
21 1 1 1 1 H24 H ? 3.720 ? L_carnitine ? ? bmst000266 1
22 1 1 1 1 H25 H ? 3.679 ? L_carnitine ? ? bmst000266 1
23 1 1 1 1 H26 H ? 5.093 ? L_carnitine ? ? bmst000266 1
stop_
save_
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 bmst000266
_Conformer_family_coord_set.ID 1
_Conformer_family_coord_set.File_name L_carnitine_154219_opt.pdb
_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 bmst000266 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 -1.969 0.891 -1.144 bmst000266 1
1 2 1 1 1 1 C2 1 1 C2 C -1.868 0.804 0.437 bmst000266 1
1 3 1 1 1 1 N3 1 1 N3 N 1.519 -0.863 0.076 bmst000266 1
1 4 1 1 1 1 O4 1 1 O4 O -2.854 1.631 -1.580 bmst000266 1
1 5 1 1 1 1 O5 1 1 O5 O -1.131 0.171 -1.788 bmst000266 1
1 6 1 1 1 1 C6 1 1 C6 C -0.436 0.593 0.930 bmst000266 1
1 7 1 1 1 1 C7 1 1 C7 C 0.048 -0.791 0.504 bmst000266 1
1 8 1 1 1 1 O8 1 1 O8 O -0.269 0.665 2.358 bmst000266 1
1 9 1 1 1 1 C9 1 1 C9 C 1.754 -2.243 -0.465 bmst000266 1
1 10 1 1 1 1 C10 1 1 C10 C 1.799 0.135 -1.034 bmst000266 1
1 11 1 1 1 1 C11 1 1 C11 C 2.423 -0.615 1.247 bmst000266 1
1 12 1 1 1 1 H12 1 1 H12 H -2.510 -0.011 0.803 bmst000266 1
1 13 1 1 1 1 H13 1 1 H13 H -2.267 1.738 0.849 bmst000266 1
1 14 1 1 1 1 H14 1 1 H14 H 0.182 1.373 0.464 bmst000266 1
1 15 1 1 1 1 H15 1 1 H15 H -0.518 -1.066 -0.391 bmst000266 1
1 16 1 1 1 1 H16 1 1 H16 H -0.067 -1.497 1.332 bmst000266 1
1 17 1 1 1 1 H17 1 1 H17 H -0.799 1.418 2.665 bmst000266 1
1 18 1 1 1 1 H18 1 1 H18 H 1.457 -2.974 0.289 bmst000266 1
1 19 1 1 1 1 H19 1 1 H19 H 1.147 -2.366 -1.364 bmst000266 1
1 20 1 1 1 1 H20 1 1 H20 H 2.813 -2.360 -0.704 bmst000266 1
1 21 1 1 1 1 H21 1 1 H21 H 0.892 0.206 -1.652 bmst000266 1
1 22 1 1 1 1 H22 1 1 H22 H 2.674 -0.213 -1.587 bmst000266 1
1 23 1 1 1 1 H23 1 1 H23 H 2.016 1.104 -0.586 bmst000266 1
1 24 1 1 1 1 H24 1 1 H24 H 3.456 -0.569 0.895 bmst000266 1
1 25 1 1 1 1 H25 1 1 H25 H 2.304 -1.430 1.963 bmst000266 1
1 26 1 1 1 1 H26 1 1 H26 H 2.128 0.320 1.723 bmst000266 1
stop_
save_