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N-acetylglucosamine

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Identification
Molecular formula
C8H15NO6
CAS number
7512-17-6
IUPAC name
N-[2,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]acetamide
State
State

At room temperature, N-acetylglucosamine is a solid. It remains in a stable, powdery form under ambient conditions. It is crucial to store it in a dry place to prevent moisture absorption, which could potentially lead to clumping or dissolution.

Melting point (Celsius)
221.00
Melting point (Kelvin)
494.00
Boiling point (Celsius)
360.00
Boiling point (Kelvin)
633.00
General information
Molecular weight
221.21g/mol
Molar mass
221.2090g/mol
Density
1.7540g/cm3
Appearence

N-acetylglucosamine is typically a white, odorless, crystalline powder. It is readily soluble in water and tends to assume a crystalline form due to its monosaccharide nature. The compound's appearance is typical of many simple sugars and sugar derivatives, shining translucent or buff coloration can sometimes be observed depending on the degree of crystal purity.

Comment on solubility

Solubility Characteristics of N-[2,5-Dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]acetamide

N-[2,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]acetamide (C8H15NO6) presents interesting solubility properties due to its complex structure and multiple hydroxyl groups. The solubility of such compounds is often influenced by several factors:

  • Hydroxyl Groups: The presence of hydroxyl (-OH) groups typically enhances solubility in polar solvents, particularly water, due to hydrogen bonding.
  • Structural Complexity: The intricate arrangement of tetrahydropyran and other substituents may affect solubility by introducing steric hindrance or altering intermolecular interactions.
  • pH Dependence: Changes in pH can influence the ionization of amines and acids within the compound, further modifying its solubility profile.

While solubility data may vary, one might anticipate that N-[2,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]acetamide exhibits good solubility in water and other polar solvents. This is largely due to its multiple -OH groups that can engage in significant hydrogen bonding with solvent molecules. As a rule of thumb, “the more hydroxyl groups a compound has, the more soluble it generally is in water.” Hence, this compound's solubility in aqueous solutions is expected to be quite favorable.

In conclusion, solubility plays a crucial role in determining the applicability and interaction of N-[2,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]acetamide in various chemical and biological processes.

Interesting facts

Interesting Facts about N-[2,5-Dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]acetamide

N-[2,5-Dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]acetamide is a fascinating compound with various noteworthy characteristics:

  • Complex Structure: This compound features a highly intricate structure comprising multiple sugar-like units, indicative of its biological significance.
  • Role in Biochemistry: Due to its multi-hydroxylated nature, it is likely to participate in biological pathways, potentially serving as a precursor to important biomolecules.
  • Potential Applications: Compounds with similar structures have been studied for their roles as antioxidants, antimicrobial agents, and therapeutic agents in various diseases.
  • Research Interest: Scientists are particularly interested in how such compounds interact with biological systems, which may lead to novel drug discoveries.
  • Synthetic Routes: The synthesis of this compound poses unique challenges and provides insights into the chemistry of carbohydrate derivatives, showcasing the creativity involved in organic synthesis.

Quotes by prominent chemists put it best: “The most exciting aspect of chemistry is the discovery of new connections between compounds and the potential they hold.” Understanding compounds like this provides a glimpse into the vast possibilities of chemical exploration.
Overall, N-[2,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]acetamide is not merely a compound but a window into the intriguing world of organic and medicinal chemistry.

Synonyms
MFCD00036714
Galacto-N-biose
Lacto-N-biose
HexNAc-Hex
50787-09-2
489-52-1
T Antigen
2-Acetamido-2-deoxy-3-O-(b-D-galactopyranosyl)-D-glucopyranose
2-Acetamido-2-deoxy-3-O-(beta-D-galactopyranosyl)-D-glucopyranose
2-ACETAMIDO-2-DEOXY-3-O-(ALPHA-D-GALACTOPYRANOSYL)-D-GALACTOSE
Gal beta(1-3)GalNAc
SCHEMBL13479975
N-[(3R,4R,5R,6R)-2,5-dihydroxy-6-(hydroxymethyl)-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide
N-[(3R,4R,5S,6R)-2,5-dihydroxy-6-(hydroxymethyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide
MFCD00063995
AB02560
OL01707
SY074105
SY286995
DB-045443
DB-051845
G0439
2-(Acetylamino)-2-deoxy-3-O-beta-D-galactopyranosyl-D-glucopyranose
2-acetamido-2-deoxy-3-o-(a-dgalactopyranosyl)-D-galactopyranose
Gal-b-1,3-GlcNAc;2-Acetamido-2-deoxy-3-O-(b-D-galactopyranosyl)-D-glucopyranose
6\'-CHLORO-2-(N-(2-DIETHYLAMINOETHYL)-N-METHYLAMINO)-ORTHO-ACETOTOLUIDIDE DIHYDROCHLORIDE
N-[2,5-DIHYDROXY-6-(HYDROXYMETHYL)-4-{[3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL]OXY}OXAN-3-YL]ACETAMIDE