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Showing metabocard for Glycyl-glycine (HMDB0011733)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2009-03-03 10:25:52 UTC
Update Date2023-02-21 17:17:35 UTC
HMDB IDHMDB0011733
Secondary Accession Numbers
  • HMDB11733
Metabolite Identification
Common NameGlycyl-glycine
DescriptionThe simplest peptide, made of two glycine molecules; used in the synthesis of more complicated peptides. Glycine is a simple, nonessential amino acid, although experimental animals show reduced growth on low-glycine diets. The average adult ingests 3 to 5 grams of glycine daily. Glycine is involved in the body's production of DNA, phospholipids and collagen, and in release of energy. Glycine levels are effectively measured in plasma in both normal patients and those with inborn errors of glycine metabolism. (http://www.dcnutrition.com/AminoAcids/) Nonketotic hyperglycinaemia (OMIM 606899 ) is an autosomal recessive condition caused by deficient enzyme activity of the glycine cleavage enzyme system (EC 2.1.1.10). The glycine cleavage enzyme system comprises four proteins: P-, T-, H- and L-proteins (EC 1.4.4.2, EC 2.1.2.10 and EC 1.8.1.4 for P-, T- and L-proteins). Mutations have been described in the GLDC (OMIM 238300 ), AMT (OMIM 238310 ), and GCSH (OMIM 238330 ) genes encoding the P-, T-, and H-proteins respectively. The glycine cleavage system catalyses the oxidative conversion of glycine into carbon dioxide and ammonia, with the remaining one-carbon unit transferred to folate as methylenetetrahydrofolate. It is the main catabolic pathway for glycine and it also contributes to one-carbon metabolism. Patients with a deficiency of this enzyme system have increased glycine in plasma, urine and cerebrospinal fluid (CSF) with an increased CSF: plasma glycine ratio. (PMID 16151895 ).
Structure
Data?1676999855
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0011733 (Glycyl-glycine)


  Mrv1652305271900142D          

  9  8  0  0  0  0            999 V2000
   14.8200  -19.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2325  -17.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2325  -19.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8200  -16.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9951  -19.8164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8200  -18.3873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0574  -19.1019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2325  -16.2443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9951  -16.9589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  3  1  0  0  0  0
  2  6  1  0  0  0  0
  2  4  1  0  0  0  0
  3  7  2  0  0  0  0
  3  6  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  2  0  0  0  0
M  END
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3D MOL for HMDB0011733 (Glycyl-glycine)

HMDB0011733
     RDKit          3D
Glycyl-glycine
 17 16  0  0  0  0  0  0  0  0999 V2000
    3.3210   -0.7556    0.0101 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426   -0.3399    0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9434   -0.3520   -0.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0552   -0.7037   -1.3450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3246    0.0252    0.3413 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5182    0.0236   -0.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6858    0.4600    0.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5472    0.7661    1.4968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    0.5328   -0.2836 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1023   -0.1191    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1762   -0.5934   -1.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2744    0.6850    1.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9124   -0.9973    1.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4274    0.3232    1.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7241   -1.0071   -0.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3089    0.6654   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4628    1.3869   -0.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
  9 17  1  0
M  END
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3D SDF for HMDB0011733 (Glycyl-glycine)


  Mrv1652305271900142D          

  9  8  0  0  0  0            999 V2000
   14.8200  -19.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2325  -17.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2325  -19.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8200  -16.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9951  -19.8164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8200  -18.3873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0574  -19.1019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2325  -16.2443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9951  -16.9589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  3  1  0  0  0  0
  2  6  1  0  0  0  0
  2  4  1  0  0  0  0
  3  7  2  0  0  0  0
  3  6  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011733

> <DATABASE_NAME>
hmdb

> <SMILES>
NCC(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H8N2O3/c5-1-3(7)6-2-4(8)9/h1-2,5H2,(H,6,7)(H,8,9)

> <INCHI_KEY>
YMAWOPBAYDPSLA-UHFFFAOYSA-N

> <FORMULA>
C4H8N2O3

> <MOLECULAR_WEIGHT>
132.1179

> <EXACT_MASS>
132.053492132

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
12.008808377400777

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(2-aminoacetamido)acetic acid

> <ALOGPS_LOGP>
-3.23

> <JCHEM_LOGP>
-4.517595069268154

> <ALOGPS_LOGS>
-0.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.324273544852911

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.520069043804431

> <JCHEM_PKA_STRONGEST_BASIC>
8.139868083148611

> <JCHEM_POLAR_SURFACE_AREA>
92.41999999999999

> <JCHEM_REFRACTIVITY>
28.806900000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.21e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
Gly-Gly

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0011733 (Glycyl-glycine)

HMDB0011733
     RDKit          3D
Glycyl-glycine
 17 16  0  0  0  0  0  0  0  0999 V2000
    3.3210   -0.7556    0.0101 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426   -0.3399    0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9434   -0.3520   -0.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0552   -0.7037   -1.3450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3246    0.0252    0.3413 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5182    0.0236   -0.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6858    0.4600    0.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5472    0.7661    1.4968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    0.5328   -0.2836 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1023   -0.1191    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1762   -0.5934   -1.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2744    0.6850    1.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9124   -0.9973    1.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4274    0.3232    1.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7241   -1.0071   -0.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3089    0.6654   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4628    1.3869   -0.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
  9 17  1  0
M  END
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PDB for HMDB0011733 (Glycyl-glycine)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      27.664 -36.991   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.434 -32.990   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      28.434 -35.657   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.664 -31.657   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      26.124 -36.991   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      27.664 -34.323   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0      29.974 -35.657   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      28.434 -30.323   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      26.124 -31.657   0.000  0.00  0.00           O+0
CONECT    1    5    3                                                       
CONECT    2    6    4                                                       
CONECT    3    1    7    6                                                  
CONECT    4    2    8    9                                                  
CONECT    5    1                                                            
CONECT    6    2    3                                                       
CONECT    7    3                                                            
CONECT    8    4                                                            
CONECT    9    4                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for HMDB0011733 (Glycyl-glycine)

COMPND    HMDB0011733
HETATM    1  N1  UNL     1       3.321  -0.756   0.010  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.143  -0.340   0.705  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.943  -0.352  -0.154  1.00  0.00           C  
HETATM    4  O1  UNL     1       1.055  -0.704  -1.345  1.00  0.00           O  
HETATM    5  N2  UNL     1      -0.325   0.025   0.341  1.00  0.00           N  
HETATM    6  C3  UNL     1      -1.518   0.024  -0.477  1.00  0.00           C  
HETATM    7  C4  UNL     1      -2.686   0.460   0.300  1.00  0.00           C  
HETATM    8  O2  UNL     1      -2.547   0.766   1.497  1.00  0.00           O  
HETATM    9  O3  UNL     1      -3.928   0.533  -0.284  1.00  0.00           O  
HETATM   10  H1  UNL     1       4.102  -0.119   0.304  1.00  0.00           H  
HETATM   11  H2  UNL     1       3.176  -0.593  -1.014  1.00  0.00           H  
HETATM   12  H3  UNL     1       2.274   0.685   1.159  1.00  0.00           H  
HETATM   13  H4  UNL     1       1.912  -0.997   1.584  1.00  0.00           H  
HETATM   14  H5  UNL     1      -0.427   0.323   1.345  1.00  0.00           H  
HETATM   15  H6  UNL     1      -1.724  -1.007  -0.873  1.00  0.00           H  
HETATM   16  H7  UNL     1      -1.309   0.665  -1.356  1.00  0.00           H  
HETATM   17  H8  UNL     1      -4.463   1.387  -0.290  1.00  0.00           H  
CONECT    1    2   10   11
CONECT    2    3   12   13
CONECT    3    4    4    5
CONECT    5    6   14
CONECT    6    7   15   16
CONECT    7    8    8    9
CONECT    9   17
END
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SMILES for HMDB0011733 (Glycyl-glycine)

NCC(=O)NCC(O)=O
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INCHI for HMDB0011733 (Glycyl-glycine)

InChI=1S/C4H8N2O3/c5-1-3(7)6-2-4(8)9/h1-2,5H2,(H,6,7)(H,8,9)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-(Aminoacetamido)acetic acidChEBI
[(Aminoacetyl)amino]acetic acidChEBI
Gly-glyChEBI
Gly2ChEBI
Glycine dipeptideChEBI
N-GlycylglycineChEBI
2-(Aminoacetamido)acetateGenerator
[(Aminoacetyl)amino]acetateGenerator
((Aminoacetyl)amino)acetic acidHMDB
alpha-GlycylglycineHMDB
DiglycineHMDB, MeSH
N-GLYCYL- glycineHMDB
Glycylglycine hydrochlorideMeSH, HMDB
Glycyl glycineMeSH, HMDB
Glycylglycine monohydrochlorideMeSH, HMDB
Hydrochloride, glycylglycineMeSH, HMDB
Monohydrochloride, glycylglycineMeSH, HMDB
N GlycylglycineMeSH, HMDB
Glycyl-glycineMeSH
Chemical FormulaC4H8N2O3
Average Molecular Weight132.1179
Monoisotopic Molecular Weight132.053492132
IUPAC Name2-(2-aminoacetamido)acetic acid
Traditional NameGly-Gly
CAS Registry Number556-50-3
SMILES
NCC(=O)NCC(O)=O
InChI Identifier
InChI=1S/C4H8N2O3/c5-1-3(7)6-2-4(8)9/h1-2,5H2,(H,6,7)(H,8,9)
InChI KeyYMAWOPBAYDPSLA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Primary aliphatic amine
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point215 °CNot Available
Boiling Point453.24 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility166 mg/mL at 21 °CNot Available
LogP-2.92HANSCH,C ET AL. (1995)
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility82.1 g/LALOGPS
logP-3.2ALOGPS
logP-4.5ChemAxon
logS-0.21ALOGPS
pKa (Strongest Acidic)3.52ChemAxon
pKa (Strongest Basic)8.14ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92.42 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity28.81 m³·mol⁻¹ChemAxon
Polarizability12.01 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+128.09631661259
DarkChem[M-H]-121.68431661259
DeepCCS[M+H]+127.29430932474
DeepCCS[M-H]-124.47430932474
DeepCCS[M-2H]-160.86130932474
DeepCCS[M+Na]+135.82230932474
AllCCS[M+H]+129.632859911
AllCCS[M+H-H2O]+125.532859911
AllCCS[M+NH4]+133.332859911
AllCCS[M+Na]+134.432859911
AllCCS[M-H]-123.632859911
AllCCS[M+Na-2H]-126.332859911
AllCCS[M+HCOO]-129.332859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.0.87 minutes32390414
Predicted by Siyang on May 30, 20228.3792 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20228.42 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid330.1 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid451.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid304.5 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid48.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid191.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid65.7 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid259.6 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid219.9 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)795.6 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid542.8 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid36.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid679.2 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid203.4 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid246.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate619.9 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA463.8 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water302.0 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Glycyl-glycineNCC(=O)NCC(O)=O2114.0Standard polar33892256
Glycyl-glycineNCC(=O)NCC(O)=O1388.9Standard non polar33892256
Glycyl-glycineNCC(=O)NCC(O)=O1699.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Glycyl-glycine,1TMS,isomer #1C[Si](C)(C)OC(=O)CNC(=O)CN1535.6Semi standard non polar33892256
Glycyl-glycine,1TMS,isomer #2C[Si](C)(C)NCC(=O)NCC(=O)O1573.3Semi standard non polar33892256
Glycyl-glycine,1TMS,isomer #3C[Si](C)(C)N(CC(=O)O)C(=O)CN1531.1Semi standard non polar33892256
Glycyl-glycine,2TMS,isomer #1C[Si](C)(C)NCC(=O)NCC(=O)O[Si](C)(C)C1656.7Semi standard non polar33892256
Glycyl-glycine,2TMS,isomer #1C[Si](C)(C)NCC(=O)NCC(=O)O[Si](C)(C)C1610.4Standard non polar33892256
Glycyl-glycine,2TMS,isomer #1C[Si](C)(C)NCC(=O)NCC(=O)O[Si](C)(C)C2215.1Standard polar33892256
Glycyl-glycine,2TMS,isomer #2C[Si](C)(C)OC(=O)CN(C(=O)CN)[Si](C)(C)C1540.8Semi standard non polar33892256
Glycyl-glycine,2TMS,isomer #2C[Si](C)(C)OC(=O)CN(C(=O)CN)[Si](C)(C)C1638.2Standard non polar33892256
Glycyl-glycine,2TMS,isomer #2C[Si](C)(C)OC(=O)CN(C(=O)CN)[Si](C)(C)C2303.7Standard polar33892256
Glycyl-glycine,2TMS,isomer #3C[Si](C)(C)N(CC(=O)NCC(=O)O)[Si](C)(C)C1780.3Semi standard non polar33892256
Glycyl-glycine,2TMS,isomer #3C[Si](C)(C)N(CC(=O)NCC(=O)O)[Si](C)(C)C1690.8Standard non polar33892256
Glycyl-glycine,2TMS,isomer #3C[Si](C)(C)N(CC(=O)NCC(=O)O)[Si](C)(C)C2392.4Standard polar33892256
Glycyl-glycine,2TMS,isomer #4C[Si](C)(C)NCC(=O)N(CC(=O)O)[Si](C)(C)C1653.6Semi standard non polar33892256
Glycyl-glycine,2TMS,isomer #4C[Si](C)(C)NCC(=O)N(CC(=O)O)[Si](C)(C)C1697.9Standard non polar33892256
Glycyl-glycine,2TMS,isomer #4C[Si](C)(C)NCC(=O)N(CC(=O)O)[Si](C)(C)C2084.6Standard polar33892256
Glycyl-glycine,3TMS,isomer #1C[Si](C)(C)OC(=O)CNC(=O)CN([Si](C)(C)C)[Si](C)(C)C1830.5Semi standard non polar33892256
Glycyl-glycine,3TMS,isomer #1C[Si](C)(C)OC(=O)CNC(=O)CN([Si](C)(C)C)[Si](C)(C)C1770.1Standard non polar33892256
Glycyl-glycine,3TMS,isomer #1C[Si](C)(C)OC(=O)CNC(=O)CN([Si](C)(C)C)[Si](C)(C)C1968.0Standard polar33892256
Glycyl-glycine,3TMS,isomer #2C[Si](C)(C)NCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C1643.8Semi standard non polar33892256
Glycyl-glycine,3TMS,isomer #2C[Si](C)(C)NCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C1724.2Standard non polar33892256
Glycyl-glycine,3TMS,isomer #2C[Si](C)(C)NCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C1857.4Standard polar33892256
Glycyl-glycine,3TMS,isomer #3C[Si](C)(C)N(CC(=O)O)C(=O)CN([Si](C)(C)C)[Si](C)(C)C1790.4Semi standard non polar33892256
Glycyl-glycine,3TMS,isomer #3C[Si](C)(C)N(CC(=O)O)C(=O)CN([Si](C)(C)C)[Si](C)(C)C1845.2Standard non polar33892256
Glycyl-glycine,3TMS,isomer #3C[Si](C)(C)N(CC(=O)O)C(=O)CN([Si](C)(C)C)[Si](C)(C)C1959.5Standard polar33892256
Glycyl-glycine,4TMS,isomer #1C[Si](C)(C)OC(=O)CN(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1810.7Semi standard non polar33892256
Glycyl-glycine,4TMS,isomer #1C[Si](C)(C)OC(=O)CN(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1848.6Standard non polar33892256
Glycyl-glycine,4TMS,isomer #1C[Si](C)(C)OC(=O)CN(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1779.7Standard polar33892256
Glycyl-glycine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)CN1767.8Semi standard non polar33892256
Glycyl-glycine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCC(=O)NCC(=O)O1833.5Semi standard non polar33892256
Glycyl-glycine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)CN1752.4Semi standard non polar33892256
Glycyl-glycine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2117.9Semi standard non polar33892256
Glycyl-glycine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2013.0Standard non polar33892256
Glycyl-glycine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2253.9Standard polar33892256
Glycyl-glycine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CN)[Si](C)(C)C(C)(C)C1999.0Semi standard non polar33892256
Glycyl-glycine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CN)[Si](C)(C)C(C)(C)C2021.1Standard non polar33892256
Glycyl-glycine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CN)[Si](C)(C)C(C)(C)C2339.2Standard polar33892256
Glycyl-glycine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(CC(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C2216.0Semi standard non polar33892256
Glycyl-glycine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(CC(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C2065.3Standard non polar33892256
Glycyl-glycine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(CC(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C2346.9Standard polar33892256
Glycyl-glycine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2123.6Semi standard non polar33892256
Glycyl-glycine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2068.5Standard non polar33892256
Glycyl-glycine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2210.4Standard polar33892256
Glycyl-glycine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2449.7Semi standard non polar33892256
Glycyl-glycine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2341.7Standard non polar33892256
Glycyl-glycine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2236.5Standard polar33892256
Glycyl-glycine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2322.5Semi standard non polar33892256
Glycyl-glycine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2304.2Standard non polar33892256
Glycyl-glycine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2208.1Standard polar33892256
Glycyl-glycine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2426.3Semi standard non polar33892256
Glycyl-glycine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2379.1Standard non polar33892256
Glycyl-glycine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2255.2Standard polar33892256
Glycyl-glycine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2636.4Semi standard non polar33892256
Glycyl-glycine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2585.4Standard non polar33892256
Glycyl-glycine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2248.4Standard polar33892256
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Feces
  • Saliva
  • Sweat
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.5 (0.0-1.0) uMAdult (>18 years old)Both
Prostate Cancer		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
SweatDetected but not QuantifiedNot QuantifiedInfant (0-1 year old)Not Specifiedscreen-positive CF details
Associated Disorders and Diseases
Disease References
Prostate cancer
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  2. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  3. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Cystic fibrosis
  1. Adriana Nori de Macedo. Robust capillary electrophoresis methods for biomarker discovery and routine measurements in clinical and epidemiological applications. March 2017 [Link]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028413
KNApSAcK IDC00053264
Chemspider ID10690
KEGG Compound IDC02037
BioCyc IDGLYCYLGLYCINE
BiGG IDNot Available
Wikipedia LinkGlycylglycine
METLIN IDNot Available
PubChem Compound11163
PDB IDNot Available
ChEBI ID17201
Food Biomarker OntologyNot Available
VMH IDGLYGLY
MarkerDB IDNot Available
Good Scents IDrw1248591
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Van Hove JL, Vande Kerckhove K, Hennermann JB, Mahieu V, Declercq P, Mertens S, De Becker M, Kishnani PS, Jaeken J: Benzoate treatment and the glycine index in nonketotic hyperglycinaemia. J Inherit Metab Dis. 2005;28(5):651-63. [PubMed:16151895 ]