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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2009-03-03 10:25:52 UTC

Update Date

2023-02-21 17:17:35 UTC

HMDB ID

HMDB0011733

Secondary Accession Numbers

HMDB11733

Metabolite Identification

Common Name

Glycyl-glycine

Description

The 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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-(Aminoacetamido)acetic acid	ChEBI
[(Aminoacetyl)amino]acetic acid	ChEBI
Gly-gly	ChEBI
Gly2	ChEBI
Glycine dipeptide	ChEBI
N-Glycylglycine	ChEBI
2-(Aminoacetamido)acetate	Generator
[(Aminoacetyl)amino]acetate	Generator
((Aminoacetyl)amino)acetic acid	HMDB
alpha-Glycylglycine	HMDB
Diglycine	HMDB, MeSH
N-GLYCYL- glycine	HMDB
Glycylglycine hydrochloride	MeSH, HMDB
Glycyl glycine	MeSH, HMDB
Glycylglycine monohydrochloride	MeSH, HMDB
Hydrochloride, glycylglycine	MeSH, HMDB
Monohydrochloride, glycylglycine	MeSH, HMDB
N Glycylglycine	MeSH, HMDB
Glycyl-glycine	MeSH

Chemical Formula

C₄H₈N₂O₃

Average Molecular Weight

132.1179

Monoisotopic Molecular Weight

132.053492132

IUPAC Name

2-(2-aminoacetamido)acetic acid

Traditional Name

Gly-Gly

CAS Registry Number

556-50-3

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 Key

YMAWOPBAYDPSLA-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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

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 Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:17201 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 19212411)
Saliva (PMID: 22308371)

Excreta

Biofluid or Excreta

Urine (PMID: 21543078)
Sweat (HMDB: HMDB0011733)
Feces (PMID: 27275383)

Source

Endogenous

Endogenous (HMDB: HMDB0011733)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Naturally occurring process

Biological process

Biochemical pathway

Prostate cancer (HMDB: HMDB0011733)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	215 °C	Not Available
Boiling Point	453.24 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	166 mg/mL at 21 °C	Not Available
LogP	-2.92	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	82.1 g/L	ALOGPS
logP	-3.2	ALOGPS
logP	-4.5	ChemAxon
logS	-0.21	ALOGPS
pKa (Strongest Acidic)	3.52	ChemAxon
pKa (Strongest Basic)	8.14	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	28.81 m³·mol⁻¹	ChemAxon
Polarizability	12.01 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	128.096	31661259
DarkChem	[M-H]-	121.684	31661259
DeepCCS	[M+H]+	127.294	30932474
DeepCCS	[M-H]-	124.474	30932474
DeepCCS	[M-2H]-	160.861	30932474
DeepCCS	[M+Na]+	135.822	30932474
AllCCS	[M+H]+	129.6	32859911
AllCCS	[M+H-H2O]+	125.5	32859911
AllCCS	[M+NH4]+	133.3	32859911
AllCCS	[M+Na]+	134.4	32859911
AllCCS	[M-H]-	123.6	32859911
AllCCS	[M+Na-2H]-	126.3	32859911
AllCCS	[M+HCOO]-	129.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glycyl-glycine	NCC(=O)NCC(O)=O	2114.0	Standard polar	33892256
Glycyl-glycine	NCC(=O)NCC(O)=O	1388.9	Standard non polar	33892256
Glycyl-glycine	NCC(=O)NCC(O)=O	1699.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glycyl-glycine,1TMS,isomer #1	C[Si](C)(C)OC(=O)CNC(=O)CN	1535.6	Semi standard non polar	33892256
Glycyl-glycine,1TMS,isomer #2	C[Si](C)(C)NCC(=O)NCC(=O)O	1573.3	Semi standard non polar	33892256
Glycyl-glycine,1TMS,isomer #3	C[Si](C)(C)N(CC(=O)O)C(=O)CN	1531.1	Semi standard non polar	33892256
Glycyl-glycine,2TMS,isomer #1	C[Si](C)(C)NCC(=O)NCC(=O)O[Si](C)(C)C	1656.7	Semi standard non polar	33892256
Glycyl-glycine,2TMS,isomer #1	C[Si](C)(C)NCC(=O)NCC(=O)O[Si](C)(C)C	1610.4	Standard non polar	33892256
Glycyl-glycine,2TMS,isomer #1	C[Si](C)(C)NCC(=O)NCC(=O)O[Si](C)(C)C	2215.1	Standard polar	33892256
Glycyl-glycine,2TMS,isomer #2	C[Si](C)(C)OC(=O)CN(C(=O)CN)[Si](C)(C)C	1540.8	Semi standard non polar	33892256
Glycyl-glycine,2TMS,isomer #2	C[Si](C)(C)OC(=O)CN(C(=O)CN)[Si](C)(C)C	1638.2	Standard non polar	33892256
Glycyl-glycine,2TMS,isomer #2	C[Si](C)(C)OC(=O)CN(C(=O)CN)[Si](C)(C)C	2303.7	Standard polar	33892256
Glycyl-glycine,2TMS,isomer #3	C[Si](C)(C)N(CC(=O)NCC(=O)O)[Si](C)(C)C	1780.3	Semi standard non polar	33892256
Glycyl-glycine,2TMS,isomer #3	C[Si](C)(C)N(CC(=O)NCC(=O)O)[Si](C)(C)C	1690.8	Standard non polar	33892256
Glycyl-glycine,2TMS,isomer #3	C[Si](C)(C)N(CC(=O)NCC(=O)O)[Si](C)(C)C	2392.4	Standard polar	33892256
Glycyl-glycine,2TMS,isomer #4	C[Si](C)(C)NCC(=O)N(CC(=O)O)[Si](C)(C)C	1653.6	Semi standard non polar	33892256
Glycyl-glycine,2TMS,isomer #4	C[Si](C)(C)NCC(=O)N(CC(=O)O)[Si](C)(C)C	1697.9	Standard non polar	33892256
Glycyl-glycine,2TMS,isomer #4	C[Si](C)(C)NCC(=O)N(CC(=O)O)[Si](C)(C)C	2084.6	Standard polar	33892256
Glycyl-glycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CNC(=O)CN([Si](C)(C)C)[Si](C)(C)C	1830.5	Semi standard non polar	33892256
Glycyl-glycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CNC(=O)CN([Si](C)(C)C)[Si](C)(C)C	1770.1	Standard non polar	33892256
Glycyl-glycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CNC(=O)CN([Si](C)(C)C)[Si](C)(C)C	1968.0	Standard polar	33892256
Glycyl-glycine,3TMS,isomer #2	C[Si](C)(C)NCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1643.8	Semi standard non polar	33892256
Glycyl-glycine,3TMS,isomer #2	C[Si](C)(C)NCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1724.2	Standard non polar	33892256
Glycyl-glycine,3TMS,isomer #2	C[Si](C)(C)NCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1857.4	Standard polar	33892256
Glycyl-glycine,3TMS,isomer #3	C[Si](C)(C)N(CC(=O)O)C(=O)CN([Si](C)(C)C)[Si](C)(C)C	1790.4	Semi standard non polar	33892256
Glycyl-glycine,3TMS,isomer #3	C[Si](C)(C)N(CC(=O)O)C(=O)CN([Si](C)(C)C)[Si](C)(C)C	1845.2	Standard non polar	33892256
Glycyl-glycine,3TMS,isomer #3	C[Si](C)(C)N(CC(=O)O)C(=O)CN([Si](C)(C)C)[Si](C)(C)C	1959.5	Standard polar	33892256
Glycyl-glycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1810.7	Semi standard non polar	33892256
Glycyl-glycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1848.6	Standard non polar	33892256
Glycyl-glycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1779.7	Standard polar	33892256
Glycyl-glycine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)CN	1767.8	Semi standard non polar	33892256
Glycyl-glycine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCC(=O)NCC(=O)O	1833.5	Semi standard non polar	33892256
Glycyl-glycine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)CN	1752.4	Semi standard non polar	33892256
Glycyl-glycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2117.9	Semi standard non polar	33892256
Glycyl-glycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2013.0	Standard non polar	33892256
Glycyl-glycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2253.9	Standard polar	33892256
Glycyl-glycine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CN)[Si](C)(C)C(C)(C)C	1999.0	Semi standard non polar	33892256
Glycyl-glycine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CN)[Si](C)(C)C(C)(C)C	2021.1	Standard non polar	33892256
Glycyl-glycine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CN)[Si](C)(C)C(C)(C)C	2339.2	Standard polar	33892256
Glycyl-glycine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CC(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C	2216.0	Semi standard non polar	33892256
Glycyl-glycine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CC(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C	2065.3	Standard non polar	33892256
Glycyl-glycine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CC(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C	2346.9	Standard polar	33892256
Glycyl-glycine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2123.6	Semi standard non polar	33892256
Glycyl-glycine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2068.5	Standard non polar	33892256
Glycyl-glycine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2210.4	Standard polar	33892256
Glycyl-glycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2449.7	Semi standard non polar	33892256
Glycyl-glycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2341.7	Standard non polar	33892256
Glycyl-glycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2236.5	Standard polar	33892256
Glycyl-glycine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2322.5	Semi standard non polar	33892256
Glycyl-glycine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2304.2	Standard non polar	33892256
Glycyl-glycine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2208.1	Standard polar	33892256
Glycyl-glycine,3TBDMS,isomer #3	CC(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)C	2426.3	Semi standard non polar	33892256
Glycyl-glycine,3TBDMS,isomer #3	CC(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)C	2379.1	Standard non polar	33892256
Glycyl-glycine,3TBDMS,isomer #3	CC(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)C	2255.2	Standard polar	33892256
Glycyl-glycine,4TBDMS,isomer #1	CC(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)C	2636.4	Semi standard non polar	33892256
Glycyl-glycine,4TBDMS,isomer #1	CC(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)C	2585.4	Standard non polar	33892256
Glycyl-glycine,4TBDMS,isomer #1	CC(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)C	2248.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Glycyl-glycine GC-MS (4 TMS)	splash10-00di-2910000000-ba948ec1f3049dba6890	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Glycyl-glycine GC-MS (3 TMS)	splash10-00di-2900000000-91132b8ff819b3ae47dc	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Glycyl-glycine EI-B (Non-derivatized)	splash10-001i-9000000000-e81c9e2483d01587c1bd	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Glycyl-glycine EI-B (Non-derivatized)	splash10-001i-9000000000-156d6e678bff48157df2	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Glycyl-glycine GC-EI-TOF (Non-derivatized)	splash10-00di-1900000000-4cc7d622d8302ea78998	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Glycyl-glycine GC-EI-TOF (Non-derivatized)	splash10-00di-1910000000-4b3d1fa3d216c551cb12	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Glycyl-glycine GC-EI-TOF (Non-derivatized)	splash10-00di-1900000000-588aa5f9b282e25fb005	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Glycyl-glycine GC-EI-TOF (Non-derivatized)	splash10-00di-9700000000-de41939f179394ca4fd9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Glycyl-glycine GC-EI-TOF (Non-derivatized)	splash10-00di-9800000000-6a5f2500f08c12371f1f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Glycyl-glycine GC-MS (Non-derivatized)	splash10-00di-2910000000-ba948ec1f3049dba6890	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Glycyl-glycine GC-MS (Non-derivatized)	splash10-00di-2900000000-91132b8ff819b3ae47dc	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glycyl-glycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a59-9000000000-8abf1a0641d024ca8310	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glycyl-glycine GC-MS (1 TMS) - 70eV, Positive	splash10-05a9-9100000000-7a4991aa2e80bb0b6709	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glycyl-glycine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glycyl-glycine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine LC-ESI-QQ , negative-QTOF	splash10-001i-0900000000-ed69bb1a3dbb10d0d5e8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine LC-ESI-QQ , negative-QTOF	splash10-00dr-9100000000-d1fb7ab0c1ba8cc65835	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine LC-ESI-QQ , negative-QTOF	splash10-00di-9000000000-7ba83a3b96d2fc869ebe	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine LC-ESI-QQ , negative-QTOF	splash10-00di-9000000000-6173af951359b504bcd8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine LC-ESI-QQ , negative-QTOF	splash10-0006-9000000000-939e8bb535cf95146346	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine LC-ESI-QTOF , negative-QTOF	splash10-008i-9800000000-bda55e81f5401b1bf95f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine LC-ESI-QQ , positive-QTOF	splash10-003r-6900000000-086c493e2bef9931c65e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine LC-ESI-QQ , positive-QTOF	splash10-004i-9000000000-6446e10ba29e02e8889d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine LC-ESI-QQ , positive-QTOF	splash10-004i-9000000000-414da3e4ba078845db83	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine LC-ESI-QQ , positive-QTOF	splash10-004i-9000000000-838fb02e1a4a51356aac	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine LC-ESI-QQ , positive-QTOF	splash10-01b9-9000000000-2dce65916bdcc5799b7b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine LC-ESI-QTOF , positive-QTOF	splash10-001i-0900000000-7bab12a2074040375089	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine 20V, Positive-QTOF	splash10-004i-9000000000-60572175e58a269c21cb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine 40V, Positive-QTOF	splash10-0006-9000000000-5b0b47aadbc64a0c0893	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine 10V, Positive-QTOF	splash10-004i-9000000000-6dbb65e50eeae6f5b11c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine 10V, Positive-QTOF	splash10-004i-9000000000-52dc384d9194cbfb6b46	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine 10V, Negative-QTOF	splash10-05g0-9100000000-0294e692c3988bae4d9b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine 20V, Negative-QTOF	splash10-05g0-9000000000-a23bc0b136ea4bdb90d8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glycyl-glycine 20V, Positive-QTOF	splash10-004i-9000000000-3b2fa1da47acfdc57b65	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-glycine 10V, Positive-QTOF	splash10-001i-9500000000-5bb432a63f09472025a8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-glycine 20V, Positive-QTOF	splash10-00gi-9000000000-985944270c18616f5da3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-glycine 40V, Positive-QTOF	splash10-05e9-9000000000-4ad263a0b78114d654fd	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-glycine 10V, Negative-QTOF	splash10-001i-4900000000-c1e049bc22bd20fc2b12	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-glycine 20V, Negative-QTOF	splash10-0089-9500000000-1039b99bd3cc506dcfdb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-glycine 40V, Negative-QTOF	splash10-0abc-9100000000-1cf10876a736a8090b01	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2021-10-10	Wishart Lab	View Spectrum
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2021-10-10	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 500 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Saliva
Sweat
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Urine	Detected but not Quantified	Not Quantified	Not Available	Not Available	Normal	21543078	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.5 (0.0-1.0) uM	Adult (>18 years old)	Both	Prostate Cancer	19212411	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Sweat	Detected but not Quantified	Not Quantified	Infant (0-1 year old)	Not Specified	screen-positive CF	Adriana Nori...	details

Associated Disorders and Diseases

Disease References

Prostate cancer
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
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 ] 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 ] 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
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

176807 (Prostate cancer)
114500 (Colorectal cancer)
219700 (Cystic fibrosis)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Glycylglycine

METLIN ID

Not Available

PubChem Compound

11163

PDB ID

Not Available

ChEBI ID

17201

Food Biomarker Ontology

Not Available

VMH ID

GLYGLY

MarkerDB ID

Not Available

Good Scents ID

rw1248591

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]

Showing metabocard for Glycyl-glycine (HMDB0011733)

MOL for HMDB0011733 (Glycyl-glycine)

3D MOL for HMDB0011733 (Glycyl-glycine)

3D SDF for HMDB0011733 (Glycyl-glycine)

3D-SDF for HMDB0011733 (Glycyl-glycine)

PDB for HMDB0011733 (Glycyl-glycine)

3D PDB for HMDB0011733 (Glycyl-glycine)

SMILES for HMDB0011733 (Glycyl-glycine)

INCHI for HMDB0011733 (Glycyl-glycine)

Structure for HMDB0011733 (Glycyl-glycine)

3D Structure for HMDB0011733 (Glycyl-glycine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra