MetaCyc Compound: D-lysine

Synonyms: D-2,6-diaminohexanoic acid

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

Chemical Formula: C6H15N2O2

Molecular Weight: 147.2 Daltons

Monoisotopic Molecular Weight: 146.105527704 Daltons

D-lysine compound structure

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

InChI: InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p+1/t5-/m1/s1


Unification Links: CAS:923-27-3 , ChEBI:32557 , ChemSpider:4574333 , HMDB:HMDB03405 , KEGG:C00739 , PubChem:5460922

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 69.714745 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

L-lysine degradation V :
D-lysine + oxygen + H2O → 2-keto-6-aminocaproate + ammonium + hydrogen peroxide

Not in pathways:
UDP-N-acetyl-α-D-muramoyl-L-alanyl-D-glutamate + D-lysine + ATP → N6-(UDP-N-acetyl-α-D-muramoyl-L-alanyl-γ-D-glutamyl)-D-lysine + ADP + phosphate + H+

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

Reactions known to produce the compound:

L-lysine degradation V :
L-lysine → D-lysine

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

In Reactions of unknown directionality:

Not in pathways:
D-lysine = 2,5-diaminohexanoate

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

Not in pathways:
a 5-L-glutamyl-[peptide] + an amino acid = a 5-L-glutamyl-amino acid + a peptide

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

This compound has been characterized as an alternative substrate of the following enzymes: lysine 5,6-aminomutase


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

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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 19.0 on Mon May 25, 2015, biocyc14.