A nucleotide sugar
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

CMP-Sialic Acid (sodium salt)

Item No. 16404

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-acetyl-2-(hydrogen 5'-cytidylate)-β-neuraminic acid, monosodium salt
CAS Number
1007117-62-5
Synonyms
  • CMP-Neu5Ac
Molecular Formula
C20H30N4O16P • Na
Formula Weight
636.4
Purity
≥85%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
λmax
274 nm
SMILES
O[C@H]1[C@@H](O)[C@H](N2C=CC(N)=NC2=O)O[C@@H]1COP(O[C@@]3(C(O)=O)C[C@H](O)[C@@H](NC(C)=O)[C@@]([C@H](O)[C@H](O)CO)([H])O3)([O-])=O.[Na+]
InChi Code
InChI=1S/C20H31N4O16P.Na/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34;/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34);/q;+1/p-1/t8-,9+,10+,12
InChi Key
VFRHSOGUONIUOR-HLZBELLTSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $63

    Add

    5 mg

    $197

    Add

    10 mg

    $363

    Add

    25 mg

    $827

    Add
    Cayman Chemical
    Neutrophil Biology Wall Poster

    Explore how neutrophils shape the immune response in health and disease. This poster highlights neutrophil pathogen defense mechanisms, including phagocytosis, degranulation, and NETosis, as well as neutrophil roles in inflammation and NET-associated pathologies.

    DOWNLOAD NOW
    Product Description

    CMP-Sialic acid is a form of the sugar N-acetylneuraminic acid (Neu5Ac) O-linked with the nucleotide cytidine-5’-monophosphate (CMP). In vertebrates, it is biosynthesized within the nucleus from CTP and Neu5Ac by CMP-sialic acid synthetases.1 Sialyltransferases transfer Neu5Ac from CMP-sialic acid to various acceptor substrates, most commonly at terminal positions of the oligosaccharide component of glycoproteins or glycolipids.2,3 Sialic acid-containing glycans at the cell surface play important roles in cell interactions and have roles in infection, inflammation, and cancer.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Münster-Kühnel, A.K., Tiralongo, J., Krapp, S., et al. Structure and function of vertebrate CMP-sialic acid synthetases. Glycobiology 14(10), 43R-51R (2004).

    2. Tsuji, S. Molecular cloning and functional analysis of sialyltransferases. J. Biochem. 120(1), 1-13 (1996).

    3. Audry, M., Jeanneau, C., Imberty, A., et al. Current trends in the structure-activity relationships of sialyltransferases. Glycobiology 21(6), 716-726 (2011).

    4. Hennet, T. From glycosylation disorders back to glycosylation: What have we learned? Biochim. Biophys. Acta 1792(9), 921-924 (2009).

    5. Samraj, A.N., Läubli, H., Varki, N., et al. Involvement of a non-human sialic acid in human cancer. Front. Oncol. 4, 33 (2014).