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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-12 21:25:35 UTC
Update Date2022-09-22 18:34:55 UTC
HMDB IDHMDB0003459
Secondary Accession Numbers
  • HMDB03459
Metabolite Identification
Common NameD-Alanyl-D-alanine
DescriptionThe ATP-dependent carboxylate-amine/thiol ligase superfamily is known to contain enzymes catalyzing the formation of various types of peptide, one of which is d-alanyl-d-alanine.(PMID: 16030213 ). The glycopeptide antibiotic vancomycin acts by binding to the D-alanyl-D-alanine terminus of the cell wall precursor lipid II in the cytoplasmic membrane.(PMID: 17418637 ). D-alanine-D-alanine ligase from Thermotoga maritima ATCC 43589 (TmDdl) was a useful biocatalyst for synthesizing D-amino acid dipeptides.D-Alanine-D-alanine ligase (Ddl) catalyzes the biosynthesis of an essential bacterial peptidoglycan precursor D-alanyl-D-alanine and it represents an important target for development of new antibacterial drugs. (PMID: 17267218 ). D-Alanyl-D-alanine is a microbial metabolite.
Structure
Data?1582752278
Synonyms
ValueSource
(D-Ala)2ChEBI
D-Ala-D-alaChEBI
H-D-Ala-D-ala-OHChEBI
Alanyl-D-alanineHMDB
Ala-alaHMDB
H-Ala-ala-OHHMDB
AlanylalanineHMDB
Alanylalanine, (D)-isomerHMDB
Alanylalanine, (D-ala)-(L-ala)-isomerHMDB
Alanylalanine, (L)-isomerHMDB
Alanylalanine, (L-ala)-(D-ala)-isomerHMDB
Alanylalanine, (L-ala)-(DL-ala)-isomerHMDB
DialanineHMDB
D-Alanyl-L-alanineHMDB
L-Alanyl-D-alanineHMDB
Di-L-alanineHMDB
D-AlanylalanineHMDB
L-Alanyl-L-alanineHMDB
N-D-Alanyl-L-alanineHMDB
N-L-Alanyl-D-alanineHMDB
Chemical FormulaC6H12N2O3
Average Molecular Weight160.1711
Monoisotopic Molecular Weight160.08479226
IUPAC Name(2R)-2-[(2R)-2-aminopropanamido]propanoic acid
Traditional NameD-ala-D-ala
CAS Registry Number923-16-0
SMILES
C[C@@H](N)C(=O)N[C@H](C)C(O)=O
InChI Identifier
InChI=1S/C6H12N2O3/c1-3(7)5(9)8-4(2)6(10)11/h3-4H,7H2,1-2H3,(H,8,9)(H,10,11)/t3-,4-/m1/s1
InChI KeyDEFJQIDDEAULHB-QWWZWVQMSA-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
  • Alanine or derivatives
  • Alpha-amino acid or derivatives
  • Amino acid or derivatives
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Amino acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Carbonyl group
  • Primary amine
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Adverse health effect

Disposition

Biological location

Source

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available134.051http://allccs.zhulab.cn/database/detail?ID=AllCCS00000060
Predicted Molecular Properties
PropertyValueSource
Water Solubility70.7 g/LALOGPS
logP-2.6ALOGPS
logP-3.4ChemAxon
logS-0.36ALOGPS
pKa (Strongest Acidic)3.73ChemAxon
pKa (Strongest Basic)8.39ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92.42 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity37.79 m³·mol⁻¹ChemAxon
Polarizability15.66 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]+137.9131661259
DarkChem[M-H]-132.68331661259
DeepCCS[M+H]+136.9930932474
DeepCCS[M-H]-134.59430932474
DeepCCS[M-2H]-169.61130932474
DeepCCS[M+Na]+144.0730932474
AllCCS[M+H]+138.032859911
AllCCS[M+H-H2O]+134.232859911
AllCCS[M+NH4]+141.532859911
AllCCS[M+Na]+142.532859911
AllCCS[M-H]-132.532859911
AllCCS[M+Na-2H]-134.532859911
AllCCS[M+HCOO]-136.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
D-Alanyl-D-alanineC[C@@H](N)C(=O)N[C@H](C)C(O)=O2310.1Standard polar33892256
D-Alanyl-D-alanineC[C@@H](N)C(=O)N[C@H](C)C(O)=O1388.4Standard non polar33892256
D-Alanyl-D-alanineC[C@@H](N)C(=O)N[C@H](C)C(O)=O1529.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
D-Alanyl-D-alanine,1TMS,isomer #1C[C@@H](N)C(=O)N[C@H](C)C(=O)O[Si](C)(C)C1490.7Semi standard non polar33892256
D-Alanyl-D-alanine,1TMS,isomer #2C[C@@H](NC(=O)[C@@H](C)N[Si](C)(C)C)C(=O)O1515.9Semi standard non polar33892256
D-Alanyl-D-alanine,1TMS,isomer #3C[C@@H](N)C(=O)N([C@H](C)C(=O)O)[Si](C)(C)C1526.6Semi standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #1C[C@@H](N[Si](C)(C)C)C(=O)N[C@H](C)C(=O)O[Si](C)(C)C1602.2Semi standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #1C[C@@H](N[Si](C)(C)C)C(=O)N[C@H](C)C(=O)O[Si](C)(C)C1580.9Standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #1C[C@@H](N[Si](C)(C)C)C(=O)N[C@H](C)C(=O)O[Si](C)(C)C2116.0Standard polar33892256
D-Alanyl-D-alanine,2TMS,isomer #2C[C@@H](N)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1531.3Semi standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #2C[C@@H](N)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1655.7Standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #2C[C@@H](N)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2277.6Standard polar33892256
D-Alanyl-D-alanine,2TMS,isomer #3C[C@@H](N[Si](C)(C)C)C(=O)N([C@H](C)C(=O)O)[Si](C)(C)C1610.1Semi standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #3C[C@@H](N[Si](C)(C)C)C(=O)N([C@H](C)C(=O)O)[Si](C)(C)C1590.7Standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #3C[C@@H](N[Si](C)(C)C)C(=O)N([C@H](C)C(=O)O)[Si](C)(C)C2089.3Standard polar33892256
D-Alanyl-D-alanine,2TMS,isomer #4C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O1703.9Semi standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #4C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O1623.8Standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #4C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2410.0Standard polar33892256
D-Alanyl-D-alanine,3TMS,isomer #1C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1741.1Semi standard non polar33892256
D-Alanyl-D-alanine,3TMS,isomer #1C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1690.3Standard non polar33892256
D-Alanyl-D-alanine,3TMS,isomer #1C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1965.0Standard polar33892256
D-Alanyl-D-alanine,3TMS,isomer #2C[C@@H](N[Si](C)(C)C)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1627.9Semi standard non polar33892256
D-Alanyl-D-alanine,3TMS,isomer #2C[C@@H](N[Si](C)(C)C)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1673.5Standard non polar33892256
D-Alanyl-D-alanine,3TMS,isomer #2C[C@@H](N[Si](C)(C)C)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1802.2Standard polar33892256
D-Alanyl-D-alanine,3TMS,isomer #3C[C@H](C(=O)O)N(C(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1744.8Semi standard non polar33892256
D-Alanyl-D-alanine,3TMS,isomer #3C[C@H](C(=O)O)N(C(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1730.6Standard non polar33892256
D-Alanyl-D-alanine,3TMS,isomer #3C[C@H](C(=O)O)N(C(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2011.3Standard polar33892256
D-Alanyl-D-alanine,4TMS,isomer #1C[C@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1797.9Semi standard non polar33892256
D-Alanyl-D-alanine,4TMS,isomer #1C[C@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1805.2Standard non polar33892256
D-Alanyl-D-alanine,4TMS,isomer #1C[C@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1748.9Standard polar33892256
D-Alanyl-D-alanine,1TBDMS,isomer #1C[C@@H](N)C(=O)N[C@H](C)C(=O)O[Si](C)(C)C(C)(C)C1747.8Semi standard non polar33892256
D-Alanyl-D-alanine,1TBDMS,isomer #2C[C@@H](NC(=O)[C@@H](C)N[Si](C)(C)C(C)(C)C)C(=O)O1808.9Semi standard non polar33892256
D-Alanyl-D-alanine,1TBDMS,isomer #3C[C@@H](N)C(=O)N([C@H](C)C(=O)O)[Si](C)(C)C(C)(C)C1769.4Semi standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #1C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@H](C)C(=O)O[Si](C)(C)C(C)(C)C2053.5Semi standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #1C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@H](C)C(=O)O[Si](C)(C)C(C)(C)C1998.2Standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #1C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@H](C)C(=O)O[Si](C)(C)C(C)(C)C2239.0Standard polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #2C[C@@H](N)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1988.4Semi standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #2C[C@@H](N)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2055.2Standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #2C[C@@H](N)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2373.4Standard polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #3C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@H](C)C(=O)O)[Si](C)(C)C(C)(C)C2088.2Semi standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #3C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@H](C)C(=O)O)[Si](C)(C)C(C)(C)C2016.4Standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #3C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@H](C)C(=O)O)[Si](C)(C)C(C)(C)C2251.2Standard polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #4C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2195.0Semi standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #4C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2041.8Standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #4C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2393.1Standard polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #1C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2435.0Semi standard non polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #1C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2314.2Standard non polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #1C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2263.8Standard polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #2C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2314.6Semi standard non polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #2C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2291.3Standard non polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #2C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2203.9Standard polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #3C[C@H](C(=O)O)N(C(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2424.4Semi standard non polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #3C[C@H](C(=O)O)N(C(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2354.0Standard non polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #3C[C@H](C(=O)O)N(C(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2308.7Standard polar33892256
D-Alanyl-D-alanine,4TBDMS,isomer #1C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2656.0Semi standard non polar33892256
D-Alanyl-D-alanine,4TBDMS,isomer #1C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2577.2Standard non polar33892256
D-Alanyl-D-alanine,4TBDMS,isomer #1C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2244.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - D-Alanyl-D-alanine GC-EI-TOF (Non-derivatized)splash10-0f79-0900000000-5d9afc4a11f868ffd54e2018-05-25HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - D-Alanyl-D-alanine GC-EI-TOF (Non-derivatized)splash10-014i-0900000000-8c6c90ec8315f93e4ad42018-05-25HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - D-Alanyl-D-alanine GC-EI-TOF (Non-derivatized)splash10-0f79-0900000000-5d9afc4a11f868ffd54e2018-05-25HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - D-Alanyl-D-alanine GC-EI-TOF (Non-derivatized)splash10-014i-0900000000-8c6c90ec8315f93e4ad42018-05-25HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D-Alanyl-D-alanine GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9100000000-b16775fe354ea161228e2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D-Alanyl-D-alanine GC-MS (1 TMS) - 70eV, Positivesplash10-00r6-9400000000-b5b87eed7f3175b80e2e2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D-Alanyl-D-alanine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Alanyl-D-alanine LC-ESI-QTOF , positive-QTOFsplash10-03dl-6900000000-90b25f3c22007ea839b52017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Alanyl-D-alanine 35V, Negative-QTOFsplash10-0a4i-0900000000-bd7876a01b4ebfb8700f2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Alanyl-D-alanine 35V, Positive-QTOFsplash10-0006-9000000000-8d6a984538d3c099b09f2021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 10V, Positive-QTOFsplash10-0296-5900000000-799966b5c9620715d16a2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 20V, Positive-QTOFsplash10-0006-9200000000-513a3e368e7c6334e54f2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 40V, Positive-QTOFsplash10-006x-9000000000-0724d314ee5219f1c7282015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 10V, Negative-QTOFsplash10-0a4i-2900000000-b6d1f12edd1486d8cbb42015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 20V, Negative-QTOFsplash10-059i-9600000000-8635adeca87ba2d6a6662015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 40V, Negative-QTOFsplash10-00du-9000000000-17647b2edc99cfa2d13b2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 10V, Negative-QTOFsplash10-052o-4900000000-aae09911d82d8cfafc1f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 20V, Negative-QTOFsplash10-000i-9100000000-fcc1d4e4f5652338825f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 40V, Negative-QTOFsplash10-0006-9000000000-f5f0d3e84942d47714c62021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 10V, Positive-QTOFsplash10-0006-9100000000-a9556cdd03ea097d92132021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 20V, Positive-QTOFsplash10-0006-9000000000-2cbbf675159b82ddf5e82021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 40V, Positive-QTOFsplash10-0006-9000000000-ac3751498e9cf095d11f2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Prostate Tissue
  • Saliva
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
SalivaDetected and Quantified0.119 +/- 0.176 uMAdult (>18 years old)Not Specified
Normal
    • Sugimoto et al. (...
details
SalivaDetected and Quantified0.184 +/- 0.138 uMAdult (>18 years old)Not Specified
Normal
    • Sugimoto et al. (...
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 SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Prostate TissueDetected and Quantified0.5 (0.0-1.0) umol/g tissueAdult (>18 years old)Both
Prostate cancer
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 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB003740
KNApSAcK IDC00019576
Chemspider ID4573916
KEGG Compound IDC00993
BioCyc IDD-ALA-D-ALA
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6937
PubChem Compound5460362
PDB IDNot Available
ChEBI ID16576
Food Biomarker OntologyNot Available
VMH IDM03164
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNeuhaus, Francis C. Enzymic synthesis of D-alanyl-D-alanine. Biochemical and Biophysical Research Communications (1960), 3 401-5.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Ladesic B, Tomasic J, Kveder S, Hrsak I: The metabolic fate of 14C-labeled immunoadjuvant peptidoglycan monomer. II. In vitro studies. Biochim Biophys Acta. 1981 Nov 18;678(1):12-7. [PubMed:6118181 ]
  2. Franken N, Seidl PH, Kuchenbauer T, Kolb HJ, Schleifer KH, Weiss L, Tympner KD: Specific immunoglobulin A antibodies to a peptide subunit sequence of bacterial cell wall peptidoglycan. Infect Immun. 1984 Apr;44(1):182-7. [PubMed:6423541 ]
  3. Tabata K, Ikeda H, Hashimoto S: ywfE in Bacillus subtilis codes for a novel enzyme, L-amino acid ligase. J Bacteriol. 2005 Aug;187(15):5195-202. [PubMed:16030213 ]
  4. Jansen A, Turck M, Szekat C, Nagel M, Clever I, Bierbaum G: Role of insertion elements and yycFG in the development of decreased susceptibility to vancomycin in Staphylococcus aureus. Int J Med Microbiol. 2007 Jul;297(4):205-15. Epub 2007 Apr 5. [PubMed:17418637 ]
  5. Kovac A, Majce V, Lenarsic R, Bombek S, Bostock JM, Chopra I, Polanc S, Gobec S: Diazenedicarboxamides as inhibitors of D-alanine-D-alanine ligase (Ddl). Bioorg Med Chem Lett. 2007 Apr 1;17(7):2047-54. Epub 2007 Jan 17. [PubMed:17267218 ]