BMRB Library
of
Small Molecules, Non-standard Biopolymer Residues,
and
Prosthetic Groups Found in Biopolymers

This library represents a list of names and abbreviations for molecules and non-standard protein residues collected over the past several years at BMRB. The nomenclature used, at this time, may not correspond to IUPAC rules and the synonyms or abbreviations provided as indented lists were, in most instances, developed at BMRB for use in storing the data in the relational database.

For many of these molecules, two-dimensional representations of their chemical structure and atom nomenclature tables have been constructed at BMRB. HTML links between the molecule names in the library and these data will be provided in the future.

Authors submitting data to BMRB can use the molecule names listed here in the non-polymer section of the BMRB electronic deposition form. If one of these names is used, the author will not need to fill out the required information needed to define the atoms and bonds in the molecule.


Contents:
  1. Small organic molecules
    1. Acids
    2. Bases
    3. Others
  2. Amino acids and derivatives
    1. Alanine
    2. Arginine
    3. Aspartic acid
    4. Asparagine
    5. Cysteine
    6. Glutamic acid
    7. Glutamine
    8. Glycine
    9. Histidine
    10. Isoleucine
    11. Leucine
    12. Lysine
    13. Methionine
    14. Ornithine
    15. Phenylalanine
    16. Proline
    17. Serine
    18. Threonine
    19. Tryptophan
    20. Tyrosine
    21. Valine
  3. Buffers
  4. Hemes
  5. Inorganic molecules
    1. Acids
    2. Metal ions
    3. Others
  6. NMR Chemical shift standards
  7. Nucleotides
  8. Prosthetic groups, cofactors, and inhibitors
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I.    Small organic molecules
      A.  Acids
[2,2,2-2H3]acetic acid
[O,2,2,2-2H4]acetic acid
(2S, 3S, 6R)-3-methyllanthionine D-2-aminobutyric acid moiety
    MeLanDAb
2-methyl-m-aminobenzoic acid
    Me2_maB
2-phenylethyl boronic acid
3-hydroxydecanoyl-2-amino-2(z)-butenoic acid
    Dec_dzAb
3-methyl-o-aminobenzoic acid
    Me3_oaB
3-phenylpropionic acid
    beta-phenylpropionate
D-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
    D_Tic
D-2,4-diaminobutanoic acid
    D_Dab
L-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
    Tic
L-2,4-diaminobutanoic acid
    Dab
N-acetyl-alpha-amino-isobutyric acid
    Ac_Aib
alpha-aminobutyric acid
    2-aminobutanoic acid
    Abu
alpha-aminoisobutyric acid
    Aib
ascorbic acid
benzene boronic acid
epsilon-aminohexanoic acid
    6-aminohexanoic acid
    eAhx
ethylenediaminetetraacetic acid
    EDTA
o-hydroxybenzoic acid
    salicylic acid
p-hydroxybenzoic acid

      B.  Bases
[13C]acetate

      C.  Others
[15N]formamide
[15N]nitromethane
[4-13C]imidazolyl propionate
acetamide
acetone
acetonitrile
    methyl cyanide
chloroform
dioxane
    p-dioxane
    dioxan
    1,4-dioxane
disuccinimidyl suberate
    suberic acid bis(N-hydroxy-succinimide ester)
    octanedioic acid bis(N-hydroxy-succinimide ester)
dithiothreitol
    DTT
glutathione
    gamma-glutamylcysteinylglycine
glutathione
    gamma-glutamylcysteinylglycine
    Gsh
methanol-d3
methanol-d3/d4
methanol-d4
L-stendomycidine
    Ste
trifluoroethanol-d2
trifluoroethanol-d3


II.   Amino acids and derivatives
      A.  Alanine
(2S, 3S, 6R)-3-methyllanthionine L-alanine moiety
    MeLan_LA
beta-hydroxyoctanoyl-beta-methyl(Z)dehydroalanine
    beta-hydroxyoctanoyl-2-amino-2(Z)-butenoic acid
    Oct_dzAb
beta-methyl(T)dehydroalanine
    2-amino-2(T)-butenoic acid
    delta(T)Abu
    dtAbu
beta-methyl(Z)dehydroalanine
    2-amino-2(Z)-butenoic acid
    delta(Z)Abu
    dzAbu
D-alanine
L-alaninamide
    A_NH2
L-alanine
    A
    Ala
    ala
N-acetyl-L-alanine
    Ac_A
N-methyl-L-alanine
    Me_A
meso-lanthionine D-alanine moiety
    Lan_DA
meso-lanthionine L-alanine moiety
    Lan_LA
succinyl-L-alanine
    Suc_A

      B.  Arginine
D-arginine
L-argininamide
    R_NH2
L-arginine
    R
    Arg
    arg
L-arginine methyl amide
    R_NHCH3
N-acetyl-L-arginine
    Ac_R
N-methyl-L-arginine
    Me_R
Nh-monomethyl-L-arginine
    Nh_Me_R
Nh1,2-sym-dimethyl-L-arginine
    Nh_Me2_R
alpha-keto-arginine
    2-keto-arginine
    2-keto-5-guanidino-pentanoic acid
    aKeto_R

      C.  Aspartic acid
4-(alpha-O-methyl N-glycylglucosaminidyl)-L-aspartic amide
    aMGG_D
D-aspartate
L-aspartamide
    aspartic 1-amide
    D_NH2
L-aspartate
    D
    Asp
    asp
N-acetyl-L-aspartic acid
    Ac_D
N-methyl-L-aspartate
    Me_D
erythro-hydroxy-L-aspartate
    3R-hydroxy-L-aspartate
    Hya

      D.  Asparagine
D-asparagine
L-asparaginamide
    N_NH2
L-asparagine
    N
    Asn
    asn
N-acetyl-L-asparagine
    Ac_N
N-methyl-L-asparagine
    Me_N


      E.  Cysteine
(acetylamino)methyl L-cysteinamide
    Cys(NH2)-Sg-CH2NHCOOH
    AcmC_NH2
(acetylamino)methyl L-cysteine
    Cys-Sg-CH2NHCOOH
    Acm_C
D-cysteine
L-cysteinamide
    C_NH2
L-cysteine
    C
    Cys
    cys
N-acetyl-L-cysteine
    Ac_C
N-methyl-L-cysteine
    Me_C
N-t-butyloxycarbonyl-L-cysteine
    (1,1-dimethylethoxy)-carbonyl-L-cysteine
    Boc_C
S-5-thio-2-nitrobenzoate L-cysteine
    TNB_C
S-t-butyl L-cysteine
    t_Bu_C
S-thiomethyl-L-cysteine
    Cys-Sg-S-CH3
    S_SMe_C
carboxamidomethyl-L-cysteine
    Cys-Sg-CH2CONH3
    CAM_C
glutathionyl L-cysteine
    C_Gsh

      F.  Glutamic acid
D-glutamate
L-glutamatamide
    L-glutamic-1-amide
    E_NH2
L-glutamate
    E
    Glu
    glu
N-acetyl-L-glutamic acid
    Ac_E
N-methyl-L-glutamate
    Me_E
gamma-carboxy-L-glutamate
    L-glutamate O5-carboxymethyl ester
    Cm_E
gamma-carboxy-glutamic acid
    2-amino-4-carboxypentane-dioic acid
    Gla
pyroglutamic acid
    5-oxo-L-proline
    pyrrolidone carboxylic acid
    Glp

      G.  Glutamine
D-glutamine
L-glutaminamide
    Q_NH2
L-glutamine
    Q
    Gln
    gln
N-acetyl-L-glutamine
    Ac_Q
N-methyl-L-glutamine
    Me_Q
pyroglutamic acid
    5-oxo-L-proline
    pyrrolidone carboxylic acid
    Glp

      H.  Glycine
L-glycine
    G
    Gly
    gly
N-acetylglycine
    Ac_G
N-methylglycine
    Me_G
N-t-butyloxycarbonyl-glycine
    (1,1-dimethylethoxy)-carbonyl-glycine
    Boc_G
glycinamide
    G_NH2

      I.  Histidine
1-carboxymethyl L-histidine
    pros-carboxymethyl L-histidine
    Cm1_H
3-(1-carboxypropyl) L-histidine
    tele-(1-carboxypropyl) L-histidine
    Cp3_H
3-carboxymethyl L-histidine
    tele-carboxymethyl L-histidine
    Cm3_H
D-histidine
L-histidinamide
    H_NH2
L-histidine
    H
    His
    his
N-acetyl-L-histidine
    Ac_H
N-methyl-L-histidine
    Me_H
Nt-(1-(4-phenyl-2-(O-seryl)-3S-tosylamidobutan-2-olyl))-L-histidine
    PhTsBuSH
Nt-(1-(4-phenyl-3S-tosylamidobutan-2-onyl))-L-histidine
    PhTsBu_H

      J.  Isoleucine
D-alloisoleucine
    D_aIle
D-isoleucine
L-alloisoleucine
    aIle
L-isoleucinamide
    I_NH2
L-isoleucine
    I
    Ile
    ile
N-acetyl-L-isoleucine
    Ac_I
N-methyl-L-isoleucine
    Me_I

      K.  Leucine
D-leucine
L-leucinamide
    L_NH2
L-leucine
    L
    Leu
    leu
L-leucinol
    2-amino-4-methyl-1-pentanol
    Leuol
L-norleucine
    2-amino-hexanoic acid
    Nle
    Ahx
N-acetyl-L-leucine
    Ac_L
N-methyl-L-leucine
    Me_L
N-pyruvoyl-L-leucine
    Pyr_L

      L.  Lysine
4-carboxy-2,6-dinitrophenyl L-lysine
    CDNP_K
D-lysine
L-lysinamide
    K_NH2
L-lysine
    K
    Lys
    lys
L-lysine lactone
    K_lac
N-acetyl-L-lysine
    Ac_K
N-methyl-L-lysine
    Me_K
N-purine riboside 5'-monophosphate-L-lysine
    PMP_K
epsilon-N-trimethyl-L-lysine
    N6,N6,N6-trimethyllysine
    Tml

      M.  Methionine
D-methionine
L-methioninamide
    M_NH2
L-methionine
    M
    Met
    met
N-acetyl-L-methionine
    Ac_M
N-methyl-L-methionine
    Me_M
S-(1-(4-phenyl-3S-tosylamidobutan-2-onyl))-L-methionine
    PhTsBu_M

      N.  Ornithine
L-ornithine
    Orn

      O.  Phenylalanine
D-phenylalanine
    D-Phe
L-phenylalaninamide
    F_NH2
L-phenylalanine
    F
    Phe
    phe
L-phenylalaninol
    Phol
N-acetyl-L-phenylalanine
    Ac_F
N-methyl-L-phenylalanine
    Me_F
N-t-butyloxycarbonyl-L-phenylalanine
    (1,1-dimethylethoxy)-carbonyl-L-phenylalanine
    Boc_F

      P.  Proline
D-proline
L-prolinamide
    P_NH2
L-proline
    P
    Pro
    pro
N,N-dimethyl-L-proline
    Me2_P
N-acetyl-L-proline
    Ac_P
N-methyl-L-proline
    Me_P
trans-4-hydroxy-L-proline
    Hyp

      Q.  Serine
4'-phosphopantetheinyl-L-serine
    S_Ppt
D-serine
L-homoserine
    Hse
L-serinamide
    S_NH2
L-serine
    S
    Ser
    ser
N-acetyl-L-serine
    Ac_S
N-methyl-L-serine
    Me_S
O-(1R)-leupeptyl-L-serine
    O-(acetylleucylleucyl(1R)argininolyl)-L-serine
    LeupepRS
O-(1S)-leupeptyl-L-serine
    O-(acetylleucylleucyl(1S)argininolyl)-L-serine
    LeupepSS
O-(2-(1-(Nt-histidyl)-4-phenyl-3S-tosylamidobutan-2-olyl))-L-serine
    PhTsBuHS

      R.  Threonine
4-chloro-L-threonine
    gamma-chloro-L-threonine
    Cl_T
D-allothreonine
    D_aThr
D-allothreonine lactone
    D_aT_lac
D-threonine
L-allothreonine
    aThr
L-threoninamide
    T_NH2
L-threonine
    T
    Thr
    thr
N-acetyl-L-threonine
    Ac_T
N-methyl-L-threonine
    Me_T

      S.  Tryptophan
D-tryptophan
L-tryptophan
    W
    Trp
    trp
L-tryptophan ethanol amide
    W_Etn
L-tryptophanamide
    W_NH2
N-acetyl-L-tryptophan
    Ac_W
N-methyl-L-tryptophan
    Me_W

      T.  Tyrosine
D-tyrosine
3-iodo-L-tyrosine
    Iodo_Y
3-nitro-L-tyrosine
    NO2_Y
L-tyrosinamide
    Y_NH2
L-tyrosine
    Y
    Tyr
    tyr
L-tyrosine-O-sulfate
    Y_SO3H
N-acetyl-L-tyrosine
    Ac_Y
N-methyl-L-tyrosine
    Me_Y
N-t-butyloxycarbonyl-L-tyrosine
    (1,1-dimethylethoxy)-carbonyl-L-tyrosine
    Boc_Y

      U.  Valine
D-valine
L-isovaline
    Iva
L-valinamide
    V_NH2
L-valine
    V
    Val
    val
N-acetyl-L-valine
    Ac_V
N-formyl-L-valine
    For_V
N-methyl-L-valine
    Me_V


III.  Buffers
2-(N-morpholino)propanesulfonic acid
    MOPS buffer
HEPES buffer


IV.   Hemes
(5,8-2H6)protoheme IX
    (7,12-2H6)protoheme
1,2,3,4,5,7,8-heptamethyl-6-propionate-heme
    2,3,7,8,12,17,18-heptamethyl-13-propionate-heme
2,4-diisobutyl-deuteroheme
    3,8-diisobutenyl-deuteroheme
2,4-dimethyl-deuteroheme
    3,8-dimethyl-deuteroheme
(1,3-2H6)protoheme IX
    (2,7-2H6)protoheme
(1,8-2H6)protoheme IX
    (2,18-2H6)protoheme
2-methyl-4-vinyl-deuteroheme
    3-methyl-8-vinyl-deuteroheme
2-methyl-deuteroheme
    3-methyl-deuteroheme
4-methyl-2-vinyl-deuteroheme
    8-methyl-3-vinyl-deuteroheme
4-methyl-deuteroheme
    8-methyl-deuteroheme
6-depropionate-6-methyl-deuteroheme
    13-depropionate-13-methyl-protoheme
7-depropionate-7-methyl-deuteroheme
    17-depropionate-17-methyl-protoheme
8-mercaptomethyl-protoheme IX
[1,3-2H6]protoheme III
    (2,7-2H6)8-methyl-3,7-divinyl-deuteroheme
[1,5-2H6]protoheme III
    (2,12-2H6)8-methyl-3,7-divinyl-deuteroheme
[1,5-2H6]protoheme IX
    (2,12-2H6)protoheme
[8-2H3]protoheme III
    (18-2H3)8-methyl-3,7-divinyl-deuteroheme
[8-2H3]protoheme IX
    (18-2H3)protoheme
[alpha,beta,gamma,delta-meso-2H4]protoheme III
    (5,10,15,20-2H4)8-methyl-3,7-divinyl-deuteroheme
[alpha,beta,gamma,delta-meso-2H4]protoheme IX
    (5,10,15,20-2H4)protoheme
cobalt porphyrin c
    2,4-di(alpha-S-cysteinylethyl) cobalt deuteroporphyrinate
    3,8-di(alpha-S-cysteinylethyl) cobalt deuteroporphyrinate
deuteroheme
heme c
    3,8-di(alpha-S-cysteinylethyl)deuteroheme
isopemptoheme
    3-vinyl-deuteroheme
pemptoheme
    8-vinyl-deuteroheme
protoheme III
    8-methyl-3,7-divinyl-deuteroheme
protoheme IX
    protoheme
protoheme XIII
    3-methyl-2,8-divinyl-deuteroheme
protoporphyrin IX
zinc(II) porphyrin c
    2,4-di(alpha-S-cysteinylethyl) zinc(II) deuteroporphyrinate
    3,8-di(alpha-S-cysteinylethyl) zinc(II) deuteroporphyrinate

V.    Inorganic molecules
      A.  Acids
H3PO4
    phosphoric acid

     B.  Metal ions
112Cd 2+
    112Cd(II)
113Cd 2+
    113Cd(II)
Ca 2+
    Ca(II)
Cd 2+
    Cd(II)
Co 2+
    Co(II)
Cu 1+
    Cu(I)
Cu 2+
    Cu(II)
Mg 2+
    Mg(II)
Ni 2+
    Ni(II)
Zn 2+
    Zn(II)

      C.  Others

Cd(ClO4)2
    cadmium perchlorate
NaBO3
[15N, 15N]ammonium nitrate
[15N]nitric acid
[15N]ammonium nitrate
[15N]ammonium chloride
[15N]ammonium sulfate
azide
boronic acid
calcium chloride
    CaCl2
carbon disulfide
    CS2
carbon monoxide
    CO
dimethylsulfoxide-d6
    DMSO-d6
hexamethyldisiloxane
    HMS
liquid ammonia
    liquid NH3
oxygen
    O2
phosphate buffer
potassium chloride
potassium ferricyanide
potassium phosphate buffer
sodium chloride
    NaCl
sodium dithionite
sodium phosphate buffer
cyanide
tetramethylammonium nitrate
trimethyl phosphine
    PMe3
water
    [1H2]H2O
    [1H]water
    H2O

VI.   NMR Chemical shift standards
3-(trimethylsilyl)-propane-sulfonic acid
    DSS
    4,4-dimethylsilapentane-1-sulfonate
    4,4-dimethyl-4-silapentane-1-sulfonate
    2,2-dimethyl-2-silapentane-5-sulfonate
    (trimethylsilyl)propane sulfonic acid
    2,2,2-trimethyl-2-silapentane-5-sulfonate
    4,4-dimethyl-4-silapentane-1-sulfonic acid
    sodium 2,2-dimethyl-2-silapentane-5-sulfonate
    sodium 3-(trimethylsilyl)propane sulfonate
    TMSPS
    3-(trimethylsilyl)propane sulfonic acid sodium salt
    2,2-dimethyl-2-silapentane sulfonic acid sodium salt
sodium 4,4-dimethyl[2,2,3,3-2H4]-4-silapentanoate
    TSP
    sodium 3-trimethylsilyl-[2,2,3,3-2H4]propionate
    sodium 3-(trimethylsilyl)-1-[2H4]propanoate
    3-trimethylsilyl-[2,2,3,3-d4]propionic acid
    sodium-2,2,3,3-tetradeutero-3-trimethylsilylpropionate
    (trimethylsilyl)-propionic-d4 acid sodium salt
    trimethylsilylpropionate
tetramethylsilane
    TMS
    (CH3)4Si

VII.  Nucleotides
P1,P5-bis(5'-adenosyl)pentaphosphate
    AP5A
adenosine 2',5'-diphosphate
    2',5'-ADP
adenosine 5'-monophosphate
    AMP
adenosine 5'-triphosphate
    ATP
cytidine 2'-monophosphate
    2' CMP
cytidine 3'-monophosphate
    3' CMP
dehydroalanine
    2-amino-2-propenoic acid
    Delta_A
guanosine
guanosine 2'-monophosphate
    2' GMP
guanosine 3'-monophosphate
    3' GMP
guanosine 5'-diphosphate
    GDP
guanosine 5'-monophosphate
    5' GMP
guanosine 5'-triphosphate
    GTP
uridine 2'-monophosphate
    2' UMP
uridine 3'-monophosphate
    3' UMP


VIII.  Prosthetic groups, cofactors, and inhibitors
[1'-13C]6,7-dimethyl-8-ribityllumazine
[1,3,4-15N3]flavin adenine dinucleotide
    [1,3,5-15N3]FAD
[1,3,5,10-15N4]flavin adenine dinucleotide
    [1,3,5,10-15N4]FAD
[1,3,5,10-15N4]riboflavin 5'-phosphate
    [1,3,5,10-15N4]flavin mononucleotide
    [1,3,5,10-15N4]FMN
[1,3,5,8-15N4]6,7-dimethyl-8-ribityllumazine
[2,4a-13C2]flavin adenine dinucleotide
    [2,4a-13C2]FAD
[2,4a-13C2]riboflavin 5'-phosphate
    [2,4a-13C2]flavin mononucleotide
    [2,4a-13C2]FMN
[2-13C]flavin adenine dinucleotide
    [2-13C]FAD
[2Fe-2S]
[4,10a-13C2]flavin adenine dinucleotide
    [4,10a-13C2]FAD
[4,10a-13C2]riboflavin 5'-phosphate
    [4,10a-13C2]flavin mononucleotide
    [4,10a-13C2]FMN
[4-13C]beta-nicotinamide adenine dinucleotide
    [4-13C]NAD
    [4-13C]nicotinamide adenine dinucleotide
[4a-13C]flavin adenine dinucleotide
    [41-13C]FAD
[6,7-13C2]6,7-dimethyl-8-ribityllumazine
[6,8alpha-13C2]riboflavin 5'-phosphate
    [6,8alpha-13C2]flavin mononucleotide
    [6,8alpha-13C2]FMN
[6alpha,7alpha-13C2]6,7-dimethyl-8-ribityllumazine
[7alpha,9-13C2]riboflavin 5'-phosphate
    [7alpha,9-13C2]flavin mononucleotide
    [7alpha,9-13C2]FMN
[8-15N]6,7-dimethyl-8-ribityllumazine
beta-nicotinamide adenine dinucleotide phosphate
    nicotinamide adenine dinucleotide phosphate
    NADP+
beta-nicotinamide adenine dinucleotide phosphate, reduced
    NADPH
    nicotinamide adenine dinucleotide phosphate, reduced
1,2-dimyrostoyl-sn-glycero-3-phosphocholine
3-phosphoglycerate
4'-phosphopantetheine
folic acid
    pteroylglutamic acid
methotrexate
myo-inositol hexakis[dihydrogen phosphate]
    inositol hexaphosphate
perdeuterated dodecylphosphocholine
thymidine 3',5'-bisphosphate
    pdTp

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