Homocitrulline

Homocitrulline is an amino acid and a product of carbamylation, a post-translational modification of proteins and amino acids. It is formed by the adduction of isocyanic acid, a product of urea degradation or thiocyanate oxidation induced by myeloperoxidase (MPO), to the epsilon-amino group of lysine residues. Protein-bound homocitrulline levels are increased in the aortas of transgenic Ldlr-/- mice expressing human MPO fed a high-fat atherogenic diet. Intra-articular injection of homocitrulline-containing peptides induce the development of arthritis in mice. Homocitrulline-containing peptide and anti-homocitrulline antibody levels are increased in whole blood from patients with erosive rheumatoid arthritis compared to patients with non-erosive rheumatoid arthritis.Formal Name: N6-(aminocarbonyl)-L-lysine. CAS Number: 1190-49-4. Synonyms: epsilon-Carbamyllysine, L-Epsilon-Amino-Carbamoyl-Lysine, L-Homocitrulline, NSC 27428. Molecular Formula: C7H15N3O3. Formula Weight: 189.2. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: DMF: Slightly soluble, DMSO: Slightly soluble, Ethanol: Slightly soluble, PBS (pH 7.2): 3 mg/ml. SMILES: OC([C@@H](N)CCCCNC(N)=O)=O. InChi Code: InChI=1S/C7H15N3O3/c8-5(6(11)12)3-1-2-4-10-7(9)13/h5H,1-4,8H2,(H,11,12)(H3,9,10,13)/t5-/m0/s1. InChi Key: XIGSAGMEBXLVJJ-YFKPBYRVSA-N.