A non-proteinogenic amino acid
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Citrulline

Item No. 35648

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N5-(aminocarbonyl)-L-ornithine
CAS Number
372-75-8
Synonyms
  • N5-Carbamoyl Ornithine
  • L-Citrulline
  • NSC 27425
Molecular Formula
C6H13N3O3
Formula Weight
175.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 1 mg/mL
SMILES
NC(NCCC[C@H](N)C(O)=O)=O
InChi Code
InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1
InChi Key
RHGKLRLOHDJJDR-BYPYZUCNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $29

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    10 g

    $51

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    25 g

    $120

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    50 g

    $197

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    Cayman Chemical
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    Product Description

    Citrulline is a non-proteinogenic amino acid that is produced by deimination of arginine through the post-translational modification citrullination.1 Citrullination is catalyzed by protein arginine deiminases (PADs) that convert positively charged arginine to electrically neutral citrulline, decreasing the isoelectric point of the protein, altering the native protein structure, and influencing protein ionic interactions.2 Protein citrullination has roles in many physiological and pathological processes, including autoimmunity, cancer, and neurodegenerative disorders.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yuzhalin, A.E. Citrullination in cancer. Cancer Res. 79(7), 1274-1284 (2019).

    2. György, B., Tóth, E., Falus, A., et al. Citrullination: A posttranslational modification in health and disease. Int. J. Biochem. Cell Biol. 38(10), 1662-1677 (2006).

    3. Lee, C.-Y., Wang, D., Wilhelm, M., et al. Mining the human tissue proteome for protein citrullination. Mol. Cell Proteomics 17(7), 1378-1391 (2018).