1. MAPK/ERK Pathway GPCR/G Protein Anti-infection Metabolic Enzyme/Protease
  2. Tyrosinase Ras Influenza Virus Endogenous Metabolite
  3. N-Acetylneuraminic acid

N-Acetylneuraminic acid  (Synonyms: NANA; Lactaminic acid)

Cat. No.: HY-I0400 Purity: 99.95%
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N-Acetylneuraminic acid (NANA; Lactaminic acid), a nonphenolic structure, is the predominant form of sialic from Collocalia esculenta. N-Acetylneuraminic acid plays a biological role in myocardial injury, melanoma and viral or bacterial infection. N-Acetylneuraminic acid inhibits melanogenesis by reducing tyrosinase activity and triggers myocardial injury in vitro and in vivo by activation of the Rho/Rho-associated signaling pathway through binding to RhoA and Cdc42. N-Acetylneuraminic acid may prevent high fat diet (HFD)-induced inflammation and oxidative stress, thereby prevents hyperlipidemia-associated inflammation and oxidative stress. N-Acetylneuraminic acid is promising for research in the field of melanoma, coronary artery, obesity-related diseases and hyperlipidemia.

For research use only. We do not sell to patients.

CAS No. : 131-48-6

Size Price Stock Quantity
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in Water
ready for reconstitution
In-stock
Solution
10 mM * 1 mL in Water In-stock
Solid
100 mg In-stock
1 g In-stock
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Customer Review

Based on 5 publication(s) in Google Scholar

Top Publications Citing Use of Products
Flow Cytometry
Cell Imaging/Staining
RT-PCR
WB
Histological Imaging/Staining

    N-Acetylneuraminic acid purchased from MedChemExpress. Usage Cited in: Int Immunopharmacol. 2023 Jul:120:110410.  [Abstract]

    Flow cytometry analysis of F4/80+CD80+ macrophage and ROS levels in RAW264.7 cells under the conditions of control and N-Acetylneuraminic acid (Neu5Ac) (30 mM).

    N-Acetylneuraminic acid purchased from MedChemExpress. Usage Cited in: Int Immunopharmacol. 2023 Jul:120:110410.  [Abstract]

    N-Acetylneuraminic acid (Neu5Ac) (15 mM) significantly increased mitoROS and oxidative DNA damage in RAW264.7 cells.

    N-Acetylneuraminic acid purchased from MedChemExpress. Usage Cited in: Int Immunopharmacol. 2023 Jul:120:110410.  [Abstract]

    The mRNA expression of CD80 and TNF-α (M1 markers) and ARG-1 and CD206 (M2 markers) following N-Acetylneuraminic acid (Neu5Ac) (5–20 mM) treatment. N-Acetylneuraminic acid (Neu5Ac) up-regulated the mRNA expression of M1 markers CD80 and TNF-α in RAW264.7 cells.

    N-Acetylneuraminic acid purchased from MedChemExpress. Usage Cited in: Int Immunopharmacol. 2023 Jul:120:110410.  [Abstract]

    Western blot of p-LKB1, p-AMPK, Sirt3 protein levels in RAW264.7 for different concentrations of N-Acetylneuraminic acid (Neu5Ac) (5-20 mM). N-Acetylneuraminic acid (Neu5Ac) inhibited the LKB1-AMPK-Sirt3 pathway the same as AC5 which led to ROS activation and M1 polarization.

    N-Acetylneuraminic acid purchased from MedChemExpress. Usage Cited in: Int Immunopharmacol. 2023 Jul:120:110410.  [Abstract]

    Immunostaining of CD68+ macrophages and IL-1beta in aortic sinuses harvested from APOE-/- mice subjected to CFD, CFD + N-Acetylneuraminic acid (Neu5Ac) (30 mg/kg; i.p.; once daily for 10 weeks), HFD, or HFD + N-Acetylneuraminic acid (Neu5Ac). N-Acetylneuraminic acid (Neu5Ac) notably increased the numbers of CD68+ macrophages and the expression of IL-1beta in aortic sinuses.

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    • Biological Activity

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    • References

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    Description

    N-Acetylneuraminic acid (NANA; Lactaminic acid), a nonphenolic structure, is the predominant form of sialic from Collocalia esculenta. N-Acetylneuraminic acid plays a biological role in myocardial injury, melanoma and viral or bacterial infection. N-Acetylneuraminic acid inhibits melanogenesis by reducing tyrosinase activity and triggers myocardial injury in vitro and in vivo by activation of the Rho/Rho-associated signaling pathway through binding to RhoA and Cdc42. N-Acetylneuraminic acid may prevent high fat diet (HFD)-induced inflammation and oxidative stress, thereby prevents hyperlipidemia-associated inflammation and oxidative stress. N-Acetylneuraminic acid is promising for research in the field of melanoma, coronary artery, obesity-related diseases and hyperlipidemia[1][2][3][4][5].

    IC50 & Target

    Microbial Metabolite

     

    Human Endogenous Metabolite

     

    In Vitro

    N-Acetylneuraminic acid (0 - 2 mg/mL, 2 days) has no effect on cell proliferation, but significantly decreases tyrosinase protein level, the number of melanosomes, p62 protein level and increases CCT3, CCT5, LC3-II protein level mRNA levels in B16 melanoma cells[1].
    N-Acetylneuraminic acid (0 - 500 μM, 12 h) specifically binds to RhoA and Cdc42 and activates Rho/ROCK-JNK/ERK signaling in cardiomyocytes[2].

    MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

    Immunofluorescence[1]

    Cell Line: B16 melanoma cells
    Concentration: 0 - 2 mg/mL
    Incubation Time: 2 days
    Result: Was colocalized in the presence of tyrosinase, LAMP-1 and cathepsin L2 at 1 and 2 mg/mL concentrations and reduced p62 levels in B16 melanoma cells.

    Real Time qPCR[1]

    Cell Line: B16 melanoma cells
    Concentration: 0 - 2 mg/mL
    Incubation Time: 2 days
    Result: Significantly decreased tyrosinase protein level in a concentration-dependent manner and increased CCT3 and CCT5 mRNA levels in B16 melanoma cells.

    Western Blot Analysis[1]

    Cell Line: B16 melanoma cells
    Concentration: 0 - 2 mg/mL
    Incubation Time: 2 days
    Result: Significantly increased the LC3-II protein level and decreased the p62 protein level at 1 and 2 mg/mL in B16 melanoma cells.

    Cell Viability Assay[2]

    Cell Line: Neonatal rat ventricular myocytes (NRVMs)
    Concentration: 0.05 - 5 mM
    Incubation Time: 12 h
    Result: Decreased the NRVMs cells viability and increased the release of lactate dehydrogenase and creatine kinase-MB.

    Western Blot Analysis[2]

    Cell Line: NRVMs cells
    Concentration: 0 - 500 μM
    Incubation Time: 12 h
    Result: Induced significant increase and activation in RhoA and Cdc42, also enhanced the phosphorylation of JNK and ERK in NRVMs cells.
    In Vivo

    N-Acetylneuraminic acid (0 - 20 mg/kg, i.p., twice a day for 6 weeks) triggers myocardial injury in healthy rats[2].

    MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

    Animal Model: Healthy rats[2]
    Dosage: 0 - 20 mg/kg
    Administration: i.p., twice a day for 6 weeks
    Result: Increased left ventricular end-diastolic pressure, -dP/dtmax and dp/dtmax, but showed no significant effects on left ventricular systolic pressure in rats.
    Molecular Weight

    309.27

    Formula

    C11H19NO9

    CAS No.
    Appearance

    Solid

    Color

    White to off-white

    SMILES

    OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](NC(C)=O)[C@@H](O)CC(C(O)=O)=O

    Structure Classification
    Initial Source
    Shipping

    Room temperature in continental US; may vary elsewhere.

    Storage

    -20°C, stored under nitrogen

    *In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)

    Solvent & Solubility
    In Vitro: 

    H2O : 125 mg/mL (404.18 mM; Need ultrasonic)

    Preparing
    Stock Solutions
    Concentration Solvent Mass 1 mg 5 mg 10 mg
    1 mM 3.2334 mL 16.1671 mL 32.3342 mL
    5 mM 0.6467 mL 3.2334 mL 6.4668 mL
    View the Complete Stock Solution Preparation Table

    * Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
    Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

    * Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

    • Molarity Calculator

    • Dilution Calculator

    Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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    Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

    This equation is commonly abbreviated as: C1V1 = C2V2

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    In Vivo:

    For the following dissolution methods, please prepare the working solution directly. It is recommended to prepare fresh solutions and use them promptly within a short period of time.
    The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

    • Protocol 1

      Add each solvent one by one:  PBS

      Solubility: 100 mg/mL (323.34 mM); Clear solution; Need ultrasonic and warming and heat to 60°C

    In Vivo Dissolution Calculator
    Please enter the basic information of animal experiments:

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    Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
    Calculation results:
    Working solution concentration: mg/mL
    This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.
    The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only.If necessary, please contact MedChemExpress (MCE).
    Purity & Documentation

    Purity: 99.95%

    References

    Complete Stock Solution Preparation Table

    * Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
    Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

    Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
    H2O 1 mM 3.2334 mL 16.1671 mL 32.3342 mL 80.8355 mL
    5 mM 0.6467 mL 3.2334 mL 6.4668 mL 16.1671 mL
    10 mM 0.3233 mL 1.6167 mL 3.2334 mL 8.0836 mL
    15 mM 0.2156 mL 1.0778 mL 2.1556 mL 5.3890 mL
    20 mM 0.1617 mL 0.8084 mL 1.6167 mL 4.0418 mL
    25 mM 0.1293 mL 0.6467 mL 1.2934 mL 3.2334 mL
    30 mM 0.1078 mL 0.5389 mL 1.0778 mL 2.6945 mL
    40 mM 0.0808 mL 0.4042 mL 0.8084 mL 2.0209 mL
    50 mM 0.0647 mL 0.3233 mL 0.6467 mL 1.6167 mL
    60 mM 0.0539 mL 0.2695 mL 0.5389 mL 1.3473 mL
    80 mM 0.0404 mL 0.2021 mL 0.4042 mL 1.0104 mL
    100 mM 0.0323 mL 0.1617 mL 0.3233 mL 0.8084 mL

    * Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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      Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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