L-Homocitrulline

• CAT Number: R042833
• CAS Number: 1190-49-4
• Molecular Formula: C7H15N3O3
• Molecular Weight: 189.215
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: (2S)-2-amino-6-(carbamoylamino)hexanoic acid
• InChI: 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
• InChIKey: XIGSAGMEBXLVJJ-YFKPBYRVSA-N
• SMILES: C(CCNC(=O)N)CC(C(=O)O)N

L-Homocitrulline (CAS 1190-49-4)  is an amino acid and metabolite of the non-proteinogenic amino acid Ornithine. L-Homocitrulline is an analog of L-Citrulline. L-Homocitrulline naturally occurs in milk products. Current studies suggest that it is the depletion of the ornithine supply that leads to an ehnaced synthesis of L-Homocitrulline. This helps to explain why L-Homocitrulline is found in larger amounts in the urine of individuals with urea cycle disorders. Besides urine, L-Homocitrulline may also be found in blood through quantitative amino acid analysis.

 

Reference

1.Turunen, Sanna, et al. "Anticitrulline antibodies can be caused by homocitrulline‐containing proteins in rabbits." Arthritis & Rheumatism 62.11 (2010): 3345-3352.
2.Shi, Jing, et al. "Autoantibodies recognizing carbamylated proteins are present in sera of patients with rheumatoid arthritis and predict joint damage." Proceedings of the National Academy of Sciences 108.42 (2011): 17372-17377.
3.Turunen, Sanna, et al. "Separate and overlapping specificities in rheumatoid arthritis antibodies binding to citrulline-and homocitrulline-containing peptides related to type I and II collagen telopeptides." Arthritis research & therapy 17.1 (2015): 1-7.
4.Turunen, Sanna, et al. "Different amounts of protein-bound citrulline and homocitrulline in foot joint tissues of a patient with anti-citrullinated protein antibody positive erosive rheumatoid arthritis." Journal of translational medicine 11.1 (2013): 1-5.