N-Acetylglucosamine-6-phosphate

CAS Number18191-20-3
Molecular FormulaC8H16NO9P
Molecular Weight301.19
InChI KeyBRGMHAYQAZFZDJ-RTRLPJTCSA-N
LogP-4.2
Synonyms
  • N-Acetyl-D-glucosamine 6-phosphate
  • 18191-20-3
  • N-acetyl-D-glucosamine-6-phosphate
  • D-Glucopyranose, 2-(acetylamino)-2-deoxy-, 6-(dihydrogen phosphate)
  • [(2R,3S,4R,5R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methyl dihydrogen phosphate
  • 2-acetamido-2-deoxy-6-O-phosphono-D-glucopyranose
  • N-acetylglucosamine-6-P
  • N-Acetylglucosamine 6-phosphate
  • N-acetyl-glucosamine-6-P
  • N-acetyl-D-glucosamine-6-P
  • N-acetyl-D-galactosamine-6-phosphate
  • N-acetyl-glucosamine-6-phosphate
  • D-Glucose, 2-(acetylamino)-2-deoxy-, 6-(dihydrogen phosphate)
  • N-acetylglucosamine-6-phosphate
  • SCHEMBL20291477
  • CHEBI:15784
  • DTXSID101161941
  • DB03951
  • HY-147062
  • C00357

Applications:

LCMS Method for Analysis of N-Acetylglucosamine-6-phosphate and N-Acetylglucosamine-1-phosphate on Newcrom B Column

December 10, 2024

HPLC Method for Analysis of N-Acetylglucosamine-1-phosphate, N-Acetylglucosamine-6-phosphate on Newcrom B by SIELC Technologies

HPLC Method for Analysis of N-Acetylglucosamine-1-phosphate, N-Acetylglucosamine-6-phosphate on Newcrom B Column by SIELC Technologies


 High Performance Liquid Chromatography (HPLC) Method for Analysis of N-Acetylglucosamine-1-phosphate, N-Acetylglucosamine-6-phosphate

N-Acetylglucosamine-6-phosphate (GlcNAc-6-P) and N-Acetylglucosamine-1-phosphate (GlcNAc-1-P) are two phosphorylated derivatives of N-acetylglucosamine (GlcNAc), a monosaccharide that is part of various biological structures, such as glycoproteins and glycosaminoglycans.

  1. N-Acetylglucosamine-6-phosphate (GlcNAc-6-P):
    • This molecule is an intermediate in the biosynthesis of glycosaminoglycans like hyaluronic acid and chondroitin sulfate.
    • It is involved in several metabolic pathways, including those related to the formation of UDP-GlcNAc, a precursor for glycosylation reactions.
    • The 6-phosphate group is added to the carbon-6 position of the GlcNAc molecule.
  2. N-Acetylglucosamine-1-phosphate (GlcNAc-1-P):
    • This compound is an important intermediate in the synthesis of glycoproteins and glycosaminoglycans.
    • It plays a role in the biosynthesis of UDP-GlcNAc, which is used in glycosylation processes.
    • The 1-phosphate group is attached to the carbon-1 position of the GlcNAc molecule.
    • This compound can also participate in the formation of glycosaminoglycans like heparan sulfate and chondroitin sulfate.

Both GlcNAc-6-P and GlcNAc-1-P are involved in the regulation of metabolism and glycosylation, but they differ in the position of the phosphate group on the glucose structure.

N-Acetylglucosamine-6-phosphate (GlcNAc-6-P) and N-Acetylglucosamine-1-phosphate (GlcNAc-1-P) can be retained, separated and analyzed using an Newcrom B mixed-mode stationary phase column. The analysis employs a gradient method with a simple mobile phase consisting of water, acetonitrile (MeCN), and formic acid as a buffer. Detection is achieved using LC MS.

ColumnNewcrom B, 3.2 x 150 mm, 3 µm, 100 A
Mobile PhaseMeCN/H2O – 60/40 %
BufferFormic Acid – 1.0%
Flow Rate0.5 ml/min
DetectionSIM 300 -, SIM 302 +
Sample0.5 mg/ml
Injection volume1 µl
LOD*300 ppb
* LOD was determined for this combination of instrument, method, and analyte, and it can vary from one laboratory to another even when the same general type of analysis is being performed.

Class of Compounds
Amino sugars
Analyzing CompoundsN-Acetylglucosamine-1-phosphate, N-Acetylglucosamine-6-phosphate

Application Column

Newcrom B

Column Diameter: 3.2 mm
Column Length: 150 mm
Particle Size: 3 µm
Pore Size: 100 A

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Application Analytes:
N-Acetylglucosamine-1-phosphate
N-Acetylglucosamine-6-phosphate

Application Detection:
LC MS Detection
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.