Metabolic Modeling Tutorial
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Compound: D-asparagine

Superclasses: an amino acid or its derivative an amino acid a D-amino acid
an amino acid or its derivative an amino acid a polar amino acid an uncharged polar amino acid

Chemical Formula: C4H8N2O3

Molecular Weight: 132.12 Daltons

Monoisotopic Molecular Weight: 132.0534921335 Daltons

SMILES: C(CC(C(=O)[O-])[N+])(N)=O

InChI: InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m1/s1

InChIKey: InChIKey=DCXYFEDJOCDNAF-UWTATZPHSA-N

Unification Links: ChEBI:74337 , HMDB:HMDB33780 , KEGG:C01905 , MetaboLights:MTBLC74337 , PubChem:6991971

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -41.14103 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

Not in pathways:
a D-amino acid[in] + an electron-transfer-related quinone[CCO-OUT-CCO-IN] + H2O[in] → a 2-oxo carboxylate[in] + ammonium[in] + an electron-transfer-related quinol[CCO-OUT-CCO-IN]
a D-amino acid + oxygen + H2O → ammonium + hydrogen peroxide + a 2-oxo carboxylate

Reactions known to produce the compound:

Not in pathways:
a D-aminoacyl-tRNA + H2O → a D-amino acid + a tRNA + 2 H+
a protein with N-terminal D-amino acid + H2O → a peptide + a D-amino acid

In Reactions of unknown directionality:

Not in pathways:
acetyl-CoA + a D-amino acid = an N-acetyl-D-amino acid + coenzyme A + H+
an N-carbamoyl D-amino acid + H+ + H2O = a D-amino acid + ammonium + CO2
an N-acylated-D-amino acid + H2O = a D-amino acid + a carboxylate
an L-amino acid = a D-amino acid


a 5-L-glutamyl-[peptide] + an amino acid = a 5-L-glutamyl-amino acid + a peptide

In Transport reactions:
a polar amino acid[extracellular space] + ATP + H2O ↔ a polar amino acid[cytosol] + ADP + phosphate

In Redox half-reactions:
a 2-oxo carboxylate[in] + ammonium[in] + 2 H+[in] + 2 e-a D-amino acid[in] + H2O[in]

Enzymes inhibited by D-asparagine, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: L-asparaginase [Pritsa01]

Inhibitor (Mechanism unknown) of: L-asparaginase [Raha90]


References

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Pritsa01: Pritsa AA, Kyriakidis DA (2001). "L-asparaginase of Thermus thermophilus: purification, properties and identification of essential amino acids for its catalytic activity." Mol Cell Biochem 216(1-2);93-101. PMID: 11216870

Raha90: Raha SK, Roy SK, Dey SK, Chakrabarty SL (1990). "Purification and properties of an L-asparaginase from Cylindrocarpon obtusisporum MB-10." Biochem Int 21(6);987-1000. PMID: 2080924


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Wed Nov 26, 2014, biocyc13.