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DN-Acetylgalactosamine

Cat No.:V82154 Purity: ≥98%
DN-Acetylgalactosamine is an endogenously produced metabolite.
DN-Acetylgalactosamine
DN-Acetylgalactosamine Chemical Structure CAS No.: 1811-31-0
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
500mg
Other Sizes

Other Forms of DN-Acetylgalactosamine:

  • N-Acetyl-D-glucosamine-13C6 (N-acetyl-D-glucosamine; N-Acetyl-2-amino-2-deoxy-D-glucose-13C6)
  • N-Acetyl-D-glucosamine-13C8,15N (N-Acetyl-2-amino-2-deoxy-D-glucose-13C8,15N)
  • N-Acetyl-D-glucosamine 6-sulfate sodium
  • N-Acetyl-D-glucosamine-d3
  • N-Acetyl-D-glucosamine-13C
  • Acetylglucosamine
  • D-N-Acetylgalactosamine-13C
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
DN-Acetylgalactosamine is an endogenously produced metabolite.
DN-Acetylgalactosamine (N-Acetyl-D-galactosamine) (CAS: 1811-31-0) is an aminosugar derivative that serves as the initiating sugar for mucin-type O-linked glycosylation (O-GalNAc) in many glycoproteins. It is a biochemical research standard and substrate.
Biological Activity I Assay Protocols (From Reference)
Targets
Human Endogenous Metabolite
DN-Acetylgalactosamine targets polypeptide N-acetylgalactosaminyltransferases (ppGalNAc-Ts), a large family of glycosyltransferases (20 members in humans) that catalyze the transfer of GalNAc from UDP-GalNAc to serine or threonine residues on proteins, initiating mucin-type O-glycosylation.
ln Vitro
In vitro, DN-Acetylgalactosamine can be incorporated into synthetic glycopeptides by ppGalNAc-Ts. It is used to study the substrate specificity of individual ppGalNAc-T isoforms (T1, T2, T10, etc.) and to produce O-glycosylated proteins for structural studies.
ln Vivo
Animal studies are conducted in ppGalNAc-T knockout mice to assess the role of O-GalNAc glycosylation in development and immune function. DN-Acetylgalactosamine itself is not administered; rather, glycosylation patterns are analyzed in tissues from animals with genetic alterations in the ppGalNAc-T family.
Enzyme Assay
A non-cell assay uses purified ppGalNAc-T enzyme, UDP-GalNAc (or UDP-[3H]-GalNAc), and a synthetic acceptor peptide (e.g., Muc2-derived peptide). The reaction mixture is incubated at 37degC for 1-24 hours. Glycosylated peptide is separated from unincorporated UDP-GalNAc by reversed-phase HPLC or C18 SPE, and incorporation is quantified by scintillation counting or MS.
Cell Assay
CHO cells or HEK293 cells are transfected with specific ppGalNAc-T isoforms. Cells are cultured with labeled sugar precursors (e.g., [3H]-galactosamine) to study O-glycosylation of reporter proteins. Glycosylation is analyzed by lectin blotting with VVL or HPA lectins, which specifically bind to terminal GalNAc residues.
Animal Protocol
Mice with targeted deletions of ppGalNAc-T isoforms are used to study the in vivo functions of specific transferases. Tissues from these animals are collected and analyzed for changes in O-glycosylation patterns, as well as for developmental and immune phenotypes. DN-Acetylgalactosamine itself is not administered in these studies.
ADME/Pharmacokinetics
As a precursor to UDP-GalNAc, DN-Acetylgalactosamine is efficiently taken up by cells and metabolized via the hexosamine biosynthetic pathway. It is water-soluble and stable in solution. Its pharmacokinetics are those of a small, polar sugar, with rapid renal clearance. It does not accumulate in tissues.
Toxicity/Toxicokinetics
DN-Acetylgalactosamine is non-toxic and is a normal constituent of human glycoproteins and mucins. High doses may cause mild gastrointestinal discomfort due to osmotic effects. It is generally recognized as safe for laboratory use and is a natural metabolite found in human tissues and body fluids.
Additional Infomation
N-acetyl derivatives of glucosamine.
This compound is widely used in glycobiology research as a substrate for O-glycosylation studies, a standard for HPLC analysis of amino sugars, and a building block for the synthesis of tumor-associated carbohydrate antigens (e.g., Tn antigen). It is also used in the study of autoimmune diseases and cancer immunology.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C8H15NO6
Molecular Weight
221.21
Exact Mass
221.089
CAS #
1811-31-0
Related CAS #
N-Acetyl-D-glucosamine;7512-17-6;D-N-Acetylgalactosamine-13C;478518-53-5
PubChem CID
343911
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
636.4±55.0 °C at 760 mmHg
Melting Point
160-161
Flash Point
338.7±31.5 °C
Vapour Pressure
0.0±4.3 mmHg at 25°C
Index of Refraction
1.542
LogP
-2.68
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
6
Heavy Atom Count
15
Complexity
221
Defined Atom Stereocenter Count
0
SMILES
CC(=O)N[C@@H](C=O)[C@H]([C@H]([C@@H](CO)O)O)O
InChi Key
MBLBDJOUHNCFQT-OSMVPFSASA-N
InChi Code
InChI=1S/C8H15NO6/c1-4(12)9-5(2-10)7(14)8(15)6(13)3-11/h2,5-8,11,13-15H,3H2,1H3,(H,9,12)/t5-,6+,7+,8-/m0/s1
Chemical Name
N-[(2R,3R,4R,5R)-3,4,5,6-tetrahydroxy-1-oxohexan-2-yl]acetamide
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

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 :~100 mg/mL (~452.06 mM)
DMSO :~100 mg/mL (~452.06 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (11.30 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (11.30 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (11.30 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 100 mg/mL (452.06 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.5206 mL 22.6030 mL 45.2059 mL
5 mM 0.9041 mL 4.5206 mL 9.0412 mL
10 mM 0.4521 mL 2.2603 mL 4.5206 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

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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?
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  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • 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:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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.)
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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.

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