yingweiwo

Aceneuramic acid hydrate

Alias: NPC-09 Ace-ER UX-001 Neu-5Ac N-Acetylneuraminic Acid Hydrate Neu5Ac HydrateSA-ER AceERAceneuramic acidNANA Hydrate
Cat No.:V10063 Purity: ≥98%
N-Acetylneuraminic acid is a sialic acid monosaccharide ubiquitous on cell membrane glycoproteins and glycolipids of mammalian cell ganglioglycerides, and plays a biological role in neurotransmission, leukocyte vasodilation, and viral or bacterial infection.
Aceneuramic acid hydrate
Aceneuramic acid hydrate Chemical Structure CAS No.: 131-48-6
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1g
Other Sizes

Other Forms of Aceneuramic acid hydrate:

  • N-Acetylneuraminic acid-13C
  • N-Acetylneuraminic acid-13C-1
  • N-Acetylneuraminic acid-13C-2
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Top Publications Citing lnvivochem Products
Product Description
N-Acetylneuraminic acid is a sialic acid monosaccharide ubiquitous on cell membrane glycoproteins and glycolipids of mammalian cell ganglioglycerides, and plays a biological role in neurotransmission, leukocyte vasodilation, and viral or bacterial infection.
Aceneuramic acid hydrate, also known as N-acetylneuraminic acid (Neu5Ac) or sialic acid, is the predominant sialic acid found in human cells. It is a nine-carbon monosaccharide that serves as a critical terminal component of glycoproteins and glycolipids. Aceneuramic acid has the molecular formula C11H19NO9 and a molecular weight of 309.27. It is also known by the names lactaminic acid and NANA.
Biological Activity I Assay Protocols (From Reference)
Targets
Aceneuramic acid targets sialidases (neuraminidases), enzymes that cleave sialic acid residues from glycoproteins and glycolipids. It exhibits inhibitory activity against influenza sialidase type A and type B. As a sialic acid, it is involved in various biological processes, including cell-cell recognition, immune modulation, and pathogen adhesion. Aceneuramic acid is ubiquitous on cell membrane glycoproteins and glycolipids of mammalian cells.
ln Vitro
In vitro, aceneuramic acid exhibits a range of inhibitory and bioactive properties. It has been tested for inhibition of influenza sialidase type A and type B. As a sialic acid, it is involved in various cellular processes and has been studied for its role in immunomodulation. The compound's bioactivity is related to its function as a terminal monosaccharide on cell surface glycoconjugates.
ln Vivo
In vivo, aceneuramic acid plays essential roles in mammalian physiology. As the predominant sialic acid in humans, it is involved in cell-cell recognition, immune function, and pathogen interactions. It is a component of gangliosides and glycoproteins that are critical for normal cellular function. Specific in vivo efficacy data for therapeutic applications are limited in publicly available sources.
Enzyme Assay
In non-cell-based biochemical assays, aceneuramic acid's activity is evaluated using enzyme inhibition assays. Its inhibition of influenza sialidase type A and type B is measured using fluorometric or spectrophotometric methods that detect the cleavage of sialic acid-containing substrates. These assays confirm the compound's activity as a sialidase inhibitor.
Cell Assay
In vitro cellular assays for aceneuramic acid involve testing its effects on cultured cells. Studies may measure its incorporation into cell surface glycoproteins and glycolipids, its effects on cell signaling, or its ability to inhibit viral attachment and entry. The compound's immunomodulatory properties have been studied in various cellular models.
Animal Protocol
In vivo animal studies for aceneuramic acid have been conducted in models of viral infection and immune modulation. As a sialidase inhibitor, it has been evaluated for its potential to inhibit influenza virus infection. However, specific protocols and detailed data are limited in publicly available sources. The compound's role as an endogenous metabolite complicates the interpretation of exogenous administration studies.
ADME/Pharmacokinetics
Aceneuramic acid is an endogenous metabolite that is synthesized and metabolized in the body. It is a component of glycoproteins and glycolipids and is involved in various physiological processes. The compound has a molecular weight of 309.27. As an endogenous compound, its pharmacokinetics are complex and involve synthesis, degradation, and recycling pathways.
Toxicity/Toxicokinetics
Toxicological data for aceneuramic acid are limited as the compound is an endogenous metabolite. At physiological concentrations, it is well-tolerated. As a research compound, it should be handled with appropriate safety precautions. Its safety profile is consistent with that of other endogenous metabolites used in research applications.
References

[1]. N-Acetylneuraminic Acid Inhibits Melanogenesis via Induction of Autophagy. Cosmetics 2024, 11, 82.

[2]. Functional Metabolomics Characterizes a Key Role for N-Acetylneuraminic Acid in Coronary Artery Diseases. Circulation. 2018 Mar 27;137(13):1374-1390.

[3]. High fat diet-induced inflammation and oxidative stress are attenuated by N-acetylneuraminic acid in rats. J Biomed Sci. 2015 Oct 24;22:96.

[4]. Synthesis and biological evaluation of N-acetylneuraminic acid-based rotavirus inhibitors. J Med Chem. 1996 Mar 15;39(6):1314-20.

Additional Infomation
N-acetyl-β-neuraminic acid is an anomeric β-configuration derivative of N-acetylneuraminic acid. It is an epitope. Its function is related to β-neuraminic acid. It is the conjugate acid of N-acetyl-β-neuraminic acid ester.
An N-acyl derivative of neuraminic acid. N-acetylneuraminic acid is found in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria. (Cited from Dorland, 28th edition, p. 1518)
5-N-acetyl-β-D-neuraminic acid has been reported in Artemia and humans, with relevant data.
A mucin subclass containing sialic acid.
Aceneuramic acid (N-acetylneuraminic acid, Neu5Ac, sialic acid) is the predominant sialic acid in humans and a critical terminal monosaccharide of glycoproteins and glycolipids. It is a nine-carbon α-keto acid that exhibits inhibitory activity against influenza sialidase type A and type B. Aceneuramic acid is involved in cell-cell recognition, immune modulation, and pathogen interactions. It is also known as lactaminic acid and NANA.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H21NO9
Molecular Weight
311.287
Exact Mass
309.105
CAS #
131-48-6
Related CAS #
N-Acetylneuraminic acid-13C;64162-77-2;N-Acetylneuraminic acid-13C-1;1032998-24-5;N-Acetylneuraminic acid-13C-2;220803-19-0;N-Acetylneuraminic acid-13C-3
PubChem CID
445063
Appearance
White to off-white solid powder
Density
1.6±0.1 g/cm3
Boiling Point
762.3±60.0 °C at 760 mmHg
Melting Point
184-186 °C (dec.)(lit.)
Flash Point
414.8±32.9 °C
Vapour Pressure
0.0±5.8 mmHg at 25°C
Index of Refraction
1.581
LogP
-3.98
Hydrogen Bond Donor Count
7
Hydrogen Bond Acceptor Count
9
Rotatable Bond Count
5
Heavy Atom Count
21
Complexity
403
Defined Atom Stereocenter Count
6
SMILES
CC(=O)N[C@@H]1[C@H](C[C@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)O)O
InChi Key
DXQYQJUKDZLOFX-JKKVJPCISA-N
InChi Code
InChI=1S/C11H19NO8.H2O/c1-4(10(16)17)19-9-7(12-5(2)14)11(18)20-6(3-13)8(9)15/h4,6-9,11,13,15,18H,3H2,1-2H3,(H,12,14)(H,16,17)1H2/t4-,6?,7+,8-,9-,11+/m1./s1
Chemical Name
(2R)-2-(((2S,3S,4R,5S)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)propanoic acid hydrate
Synonyms
NPC-09 Ace-ER UX-001 Neu-5Ac N-Acetylneuraminic Acid Hydrate Neu5Ac HydrateSA-ER AceERAceneuramic acidNANA Hydrate
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~125 mg/mL (~404.18 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (323.34 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication (<60°C).

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.2124 mL 16.0622 mL 32.1244 mL
5 mM 0.6425 mL 3.2124 mL 6.4249 mL
10 mM 0.3212 mL 1.6062 mL 3.2124 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
/

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
+
+
+

Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Contact Us