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Showing NP-Card for Pyroglutamic acid (NP0000077)

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Record Information
Version2.0
Created at2005-11-16 15:48:42 UTC
Updated at2022-02-09 15:48:28 UTC
NP-MRD IDNP0000077
Secondary Accession NumbersNone
Natural Product Identification
Common NamePyroglutamic acid
DescriptionPyroglutamic acid (5-oxoproline) is a cyclized derivative of L-glutamic acid. It is an uncommon amino acid derivative in which the free amino group of glutamic acid cyclizes to form a lactam. It is formed nonenzymatically from glutamate, glutamine, and gamma-glutamylated peptides, but it can also be produced by the action of gamma-glutamylcyclotransferase on an L-amino acid. Elevated blood levels may be associated with problems of glutamine or glutathione metabolism. This compound is found in substantial amounts in brain tissue and other tissues in bound form, especially skin. It is also present in plant tissues. It is sold, over the counter, as a "smart drug" for improving blood circulation in the brain. Pyroglutamate in the urine is a biomarker for the consumption of cheese. When present in sufficiently high levels, pyroglutamic acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of pyroglutamic acid are associated with at least five inborn errors of metabolism including 5-oxoprolinuria, 5-oxoprolinase deficiency, glutathione synthetase deficiency, hawkinsinuria, and propionic acidemia. Pyroglutamic acid is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of the untreated IEMs mentioned above. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000077 (Pyroglutamic acid)

       
  Mrv1652309032023592D          

  9  9  0  0  1  0            999 V2000
   13.9994   -9.9706    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.6668  -10.4556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3319  -10.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9994   -9.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4119  -11.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5869  -11.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2849   -8.7331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7139   -8.7331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8968  -11.9076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  1  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  2  0  0  0  0
  5  6  1  0  0  0  0
M  END
Download

3D MOL for NP0000077 (Pyroglutamic acid)

HMDB0000267
     RDKit          3D
Pyroglutamic acid
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.3404    1.3611   -1.4017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4603    0.7498   -0.7487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3324   -0.7260   -0.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5188   -0.8226    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4129    0.3582    0.5930 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6205    0.0916   -0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8589    0.6985   -1.2606 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5496   -0.8456    0.2342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4011    1.3706   -0.0424 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8057   -1.2004   -1.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3162   -1.2187   -0.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -1.7775    0.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1999   -0.6417    1.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6880    0.7449    1.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670   -0.5291    0.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2171    2.3866    0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9  2  1  0
  3 10  1  0
  3 11  1  0
  4 12  1  0
  4 13  1  0
  5 14  1  1
  8 15  1  0
  9 16  1  0
M  END
Download

3D SDF for NP0000077 (Pyroglutamic acid)

       
  Mrv1652309032023592D          

  9  9  0  0  1  0            999 V2000
   13.9994   -9.9706    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.6668  -10.4556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3319  -10.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9994   -9.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4119  -11.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5869  -11.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2849   -8.7331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7139   -8.7331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8968  -11.9076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  1  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  2  0  0  0  0
  5  6  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000077

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)[C@@H]1CCC(=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1

> <INCHI_KEY>
ODHCTXKNWHHXJC-VKHMYHEASA-N

> <FORMULA>
C5H7NO3

> <MOLECULAR_WEIGHT>
129.114

> <EXACT_MASS>
129.042593095

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
11.55635110215903

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-5-oxopyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
-1.01

> <JCHEM_LOGP>
-0.8896697023333333

> <ALOGPS_LOGS>
0.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.760445138872075

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.613354339229633

> <JCHEM_PKA_STRONGEST_BASIC>
-2.2244398721602403

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
28.0878

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.51e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pyroglutamic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0000077 (Pyroglutamic acid)

HMDB0000267
     RDKit          3D
Pyroglutamic acid
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.3404    1.3611   -1.4017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4603    0.7498   -0.7487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3324   -0.7260   -0.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5188   -0.8226    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4129    0.3582    0.5930 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6205    0.0916   -0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8589    0.6985   -1.2606 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5496   -0.8456    0.2342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4011    1.3706   -0.0424 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8057   -1.2004   -1.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3162   -1.2187   -0.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -1.7775    0.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1999   -0.6417    1.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6880    0.7449    1.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670   -0.5291    0.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2171    2.3866    0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9  2  1  0
  3 10  1  0
  3 11  1  0
  4 12  1  0
  4 13  1  0
  5 14  1  1
  8 15  1  0
  9 16  1  0
M  END
Download

PDB for NP0000077 (Pyroglutamic acid)

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  C   UNK     0      26.132 -18.612   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      27.378 -19.517   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      24.886 -19.517   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.132 -17.072   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.902 -20.982   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.362 -20.982   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      24.798 -16.302   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      27.466 -16.302   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      27.807 -22.228   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1    7    8                                                  
CONECT    5    2    9    6                                                  
CONECT    6    3    5                                                       
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for NP0000077 (Pyroglutamic acid)

COMPND    HMDB0000267
HETATM    1  O1  UNL     1      -2.340   1.361  -1.402  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.460   0.750  -0.749  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.332  -0.726  -0.573  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.519  -0.823   0.688  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.413   0.358   0.593  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.620   0.092  -0.187  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.859   0.699  -1.261  1.00  0.00           O  
HETATM    8  O3  UNL     1       2.550  -0.846   0.234  1.00  0.00           O  
HETATM    9  N1  UNL     1      -0.401   1.371  -0.042  1.00  0.00           N  
HETATM   10  H1  UNL     1      -0.806  -1.200  -1.426  1.00  0.00           H  
HETATM   11  H2  UNL     1      -2.316  -1.219  -0.426  1.00  0.00           H  
HETATM   12  H3  UNL     1      -0.005  -1.777   0.812  1.00  0.00           H  
HETATM   13  H4  UNL     1      -1.200  -0.642   1.543  1.00  0.00           H  
HETATM   14  H5  UNL     1       0.688   0.745   1.608  1.00  0.00           H  
HETATM   15  H6  UNL     1       3.467  -0.529   0.561  1.00  0.00           H  
HETATM   16  H7  UNL     1      -0.217   2.387   0.024  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    9
CONECT    3    4   10   11
CONECT    4    5   12   13
CONECT    5    6    9   14
CONECT    6    7    7    8
CONECT    8   15
CONECT    9   16
END
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SMILES for NP0000077 (Pyroglutamic acid)

OC(=O)[C@@H]1CCC(=O)N1
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INCHI for NP0000077 (Pyroglutamic acid)

InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1
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View in JSmol
Synonyms
ValueSource
(-)-2-Pyrrolidone-5-carboxylic acidChEBI
(S)-(-)-2-Pyrrolidone-5-carboxylic acidChEBI
(S)-Pyroglutamic acidChEBI
5-Pyrrolidone-2-carboxylic acidChEBI
L-5-Pyrrolidone-2-carboxylic acidChEBI
L-Pyroglutamic acidChEBI
Pidolic acidChEBI
PyroglutamateChEBI
5-oxo-L-ProlineKegg
(-)-2-Pyrrolidone-5-carboxylateGenerator
(S)-(-)-2-Pyrrolidone-5-carboxylateGenerator
(S)-PyroglutamateGenerator
5-Pyrrolidone-2-carboxylateGenerator
L-5-Pyrrolidone-2-carboxylateGenerator
L-PyroglutamateGenerator
PidolateGenerator
(-)-PyroglutamateHMDB
(-)-Pyroglutamic acidHMDB
(5S)-2-Oxopyrrolidine-5-carboxylateHMDB
(5S)-2-Oxopyrrolidine-5-carboxylic acidHMDB
(S)-(-)-g-Butyrolactam-g-carboxylateHMDB
(S)-(-)-g-Butyrolactam-g-carboxylic acidHMDB
(S)-(-)-gamma-Butyrolactam-gamma-carboxylateHMDB
(S)-(-)-gamma-Butyrolactam-gamma-carboxylic acidHMDB
(S)-2-Pyrrolidone-5-carboxylateHMDB
(S)-2-Pyrrolidone-5-carboxylic acidHMDB
(S)-5-oxo-2-PyrrolidinecarboxylateHMDB
(S)-5-oxo-2-Pyrrolidinecarboxylic acidHMDB
2-L-Pyrrolidone-5-carboxylateHMDB
2-L-Pyrrolidone-5-carboxylic acidHMDB
2-Oxopyrrolidine-5(S)-carboxylateHMDB
2-Oxopyrrolidine-5(S)-carboxylic acidHMDB
2-Pyrrolidinone-5-carboxylateHMDB
2-Pyrrolidinone-5-carboxylic acidHMDB
5-Carboxy-2-pyrrolidinoneHMDB
5-L-OxoprolineHMDB
5-OxoprolineHMDB
5-Pyrrolidinone-2-carboxylateHMDB
5-Pyrrolidinone-2-carboxylic acidHMDB
Ajidew a 100HMDB
GlutimateHMDB
Glutimic acidHMDB
GlutiminateHMDB
Glutiminic acidHMDB
L-2-Pyrrolidone-5-carboxylateHMDB
L-2-Pyrrolidone-5-carboxylic acidHMDB
L-5-Carboxy-2-pyrrolidinoneHMDB
L-5-oxo-2-PyrrolidinecarboxylateHMDB
L-5-oxo-2-Pyrrolidinecarboxylic acidHMDB
L-5-OxoprolineHMDB
L-Glutamic acid g-lactamHMDB
L-GlutimateHMDB
L-Glutimic acidHMDB
L-GlutiminateHMDB
L-Glutiminic acidHMDB
L-PyrrolidinonecarboxylateHMDB
L-Pyrrolidinonecarboxylic acidHMDB
L-PyrrolidonecarboxylateHMDB
L-Pyrrolidonecarboxylic acidHMDB
OxoprolineHMDB
OxopyrrolidinecarboxylateHMDB
Oxopyrrolidinecarboxylic acidHMDB
PidolidoneHMDB
PyrrolidinonecarboxylateHMDB
Pyrrolidinonecarboxylic acidHMDB
Pyrrolidone-5-carboxylateHMDB
Pyrrolidone-5-carboxylic acidHMDB
Pyrrolidonecarboxylic acidHMDB
5-KetoprolineHMDB
Pidolate, magnesiumHMDB
5-Oxopyrrolidine-2-carboxylic acidHMDB
Magnesium pidolateHMDB
2-Pyrrolidone-5-carboxylic acidHMDB
5-OxoprolinateHMDB
PCAHMDB
Chemical FormulaC5H7NO3
Average Mass129.1140 Da
Monoisotopic Mass129.04259 Da
IUPAC Name(2S)-5-oxopyrrolidine-2-carboxylic acid
Traditional Namepyroglutamic acid
CAS Registry Number98-79-3
SMILES
OC(=O)[C@@H]1CCC(=O)N1
InChI Identifier
InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1
InChI KeyODHCTXKNWHHXJC-VKHMYHEASA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, simulated)Ahselim2022-02-09View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Agaricus campestrisFungi
Agave americanaLOTUS Database
Aloe africanaLOTUS Database
Arabidopsis thalianaPlant
Averrhoa carambolaPlant
Brassica oleracea L. ssp. BotrytisPlant
Cannabis sativaCannabisDB
      Not Available
Capsicum annuumPlant
Chlamydomonas reinhardtiiLOTUS Database
Cycas circinalisLOTUS Database
Daldinia concentricaLOTUS Database
Glycine maxFooDB
Homo sapiens (Serum)Animalia
Homo sapiens (Urine)Animalia
Lemna aequinoctialisLOTUS Database
Lotus corniculatusLOTUS Database
Lycium chinensePlant
Morus albaLOTUS Database
Mycoplasmopsis bovisLOTUS Database
Ophiopogon japonicusLOTUS Database
Panax ginsengLOTUS Database
Paris fargesiiLOTUS Database
Paris polyphyllaLOTUS Database
Phoma medicaginisFungi
Pleurotus ostreatusLOTUS Database
Protohermes grandisLOTUS Database
Pseudostellaria heterophyllaLOTUS Database
Rehmannia glutinosaPlant
Russula cyanoxanthaLOTUS Database
Solanum lycopersicumLOTUS Database
Stangeria eriopusLOTUS Database
Trypanosoma bruceiLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids and derivatives
Alternative Parents
Substituents
  • Alpha-amino acid or derivatives
  • Pyrroline carboxylic acid
  • Pyrroline carboxylic acid or derivatives
  • Pyrroline
  • Cyclic carboximidic acid
  • Lactim
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Azacycle
  • Organoheterocyclic compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic nitrogen compound
  • Organonitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point184 °Chttps://en.wikipedia.org/wiki/Pyroglutamic_acid
Boiling PointNot AvailableNot Available
Water Solubility476 mg/mL at 13 °CNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility151 g/LALOGPS
logP-1ALOGPS
logP-0.89ChemAxon
logS0.07ALOGPS
pKa (Strongest Acidic)3.61ChemAxon
pKa (Strongest Basic)-2.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity28.09 m³·mol⁻¹ChemAxon
Polarizability11.56 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000267
DrugBank IDDB03088
Phenol Explorer Compound IDNot Available
FoodDB IDFDB006738
KNApSAcK IDC00007403
Chemspider ID7127
KEGG Compound IDC01879
BioCyc ID5-OXOPROLINE
BiGG IDNot Available
Wikipedia LinkPyroglutamic_acid
METLIN IDNot Available
PubChem Compound7405
PDB IDNot Available
ChEBI ID18183
Good Scents IDrw1142131
References
General References
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  2. Manning NJ, Davies NP, Olpin SE, Carpenter KH, Smith MF, Pollitt RJ, Duncan SL, Larsson A, Carlsson B: Prenatal diagnosis of glutathione synthase deficiency. Prenat Diagn. 1994 Jun;14(6):475-8. [PubMed:7937585 ]
  3. Caspers PJ, Lucassen GW, Carter EA, Bruining HA, Puppels GJ: In vivo confocal Raman microspectroscopy of the skin: noninvasive determination of molecular concentration profiles. J Invest Dermatol. 2001 Mar;116(3):434-42. [PubMed:11231318 ]
  4. Hussain Z, Lannigan R, Stoakes L: A new approach for presumptive identification of clinically important streptococci. Zentralbl Bakteriol Mikrobiol Hyg A. 1984 Oct;258(1):74-9. [PubMed:6441390 ]
  5. Creer MH, Lau BW, Jones JD, Chan KM: Pyroglutamic acidemia in an adult patient. Clin Chem. 1989 Apr;35(4):684-6. [PubMed:2702756 ]
  6. Hammond JW, Potter M, Truscott R, Wilcken B: gamma-Glutamylglutamine identified in plasma and cerebrospinal fluid from hyperammonaemic patients. Clin Chim Acta. 1990 Dec 24;194(2-3):173-83. [PubMed:2093471 ]
  7. Uhlhaas S, Lange H: Striatal deficiency of L-pyroglutamic acid in Huntington's disease is accompanied by increased plasma levels. Brain Res. 1988 Aug 2;457(1):196-9. [PubMed:2971422 ]
  8. Croal BL, Glen AC, Kelly CJ, Logan RW: Transient 5-oxoprolinuria (pyroglutamic aciduria) with systemic acidosis in an adult receiving antibiotic therapy. Clin Chem. 1998 Feb;44(2):336-40. [PubMed:9474033 ]
  9. Winslow JW, Shih A, Bourell JH, Weiss G, Reed B, Stults JT, Goldsmith LT: Human seminal relaxin is a product of the same gene as human luteal relaxin. Endocrinology. 1992 May;130(5):2660-8. [PubMed:1572287 ]
  10. Erasmus E, Mienie LJ, de Vries WN, de Wet WJ, Carlsson B, Larsson A: Prenatal analysis in two suspected cases of glutathione synthetase deficiency. J Inherit Metab Dis. 1993;16(5):837-43. [PubMed:8295398 ]
  11. Sagaama A, Brandan SA, Ben Issa T, Issaoui N: Searching potential antiviral candidates for the treatment of the 2019 novel coronavirus based on DFT calculations and molecular docking. Heliyon. 2020 Aug 6;6(8):e04640. doi: 10.1016/j.heliyon.2020.e04640. eCollection 2020 Aug. [PubMed:32802981 ]