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N-Acetylglucosamine

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Identification
Molecular formula
C8H15NO6
CAS number
7512-17-6
IUPAC name
N-[2,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]acetamide
State
State
In its pure form, N-Acetylglucosamine is a solid at room temperature. It is also highly soluble in water, leading it to dissolve readily when in contact with moisture.
Melting point (Celsius)
221.00
Melting point (Kelvin)
494.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
273.15
General information
Molecular weight
221.21g/mol
Molar mass
221.2060g/mol
Density
1.4980g/cm3
Appearence
N-Acetylglucosamine appears as a white crystalline powder. It is visibly similar to other sugar compounds and might clump when exposed to moisture due to its hygroscopic nature.
Comment on solubility

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

The solubility of N-[2,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]acetamide (C8H15NO6) is influenced by its complex molecular structure and the presence of multiple hydroxyl (–OH) groups. These functional groups are known to:

  • Enhance **hydrophilicity**: The hydroxyl groups can form hydrogen bonds with water molecules, contributing to increased solubility in aqueous solutions.
  • Create **polarity**: The overall polar character of the molecule facilitates interaction with polar solvents, making the compound more soluble in the right conditions.
  • Impact **temperature** dependence: Solubility could vary significantly with temperature, typically increasing as the temperature rises.

In general, as a rule of thumb, compounds with a higher number of hydroxyl groups tend to exhibit better solubility in water. However, it's essential to consider the balance between hydrophilic and hydrophobic regions within the molecule. In conclusion, N-[2,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]acetamide likely demonstrates **good solubility in water**, primarily due to its favorable structure featuring multiple hydroxyl groups.

Interesting facts

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

N-[2,4-Dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]acetamide is a fascinating compound that exemplifies the complexity and beauty of carbohydrate chemistry. Here are some intriguing insights:

  • Structure and Function: This compound is a glycoside, which means it features a sugar moiety that is connected to a non-sugar molecule. The tetrahydropyran rings highlight how modified sugars can participate in various biological activities.
  • Biological Relevance: Compounds like this often play a crucial role in bioactive processes. Their structural diversity allows them to interact with various proteins and enzymes, impacting metabolic pathways.
  • Potential Applications: Researchers are exploring its potential applications in fields such as drug design and food science. The presence of multiple hydroxyl groups often hints at high reactivity, which can be harnessed for creating new therapeutic agents.
  • Analytical Challenges: The complex structure poses challenges for characterization. Techniques like NMR spectroscopy, mass spectrometry, and chromatography are essential for determining the precise structural features and confirming synthesis.
  • Natural Origin: Compounds similar to this may be derived from natural sources, making them candidates for research in natural product chemistry. The study of such compounds can reveal a wealth of information about their ecological roles.

In the words of chemist and Nobel laureate Linus Pauling, “The best way to have a good idea is to have a lot of ideas.” This compound illustrates the creativity and innovation that can emerge within the realm of carbohydrate chemistry, providing a rich area for exploration and discovery.

As we continue our journey through the world of chemical compounds, it's vital to appreciate the intricate relationships between structure, function, and potential utility in both nature and technology.

Synonyms
N-acetyllactosamine
32181-59-2
55637-63-3
LacNAc
2-Acetamido-2-deoxy-4-O-(beta-D-mannopyranosyl)-D-glucose
MFCD00063785
Man-?-1,4-GlcNAc
SCHEMBL13211438
DTXSID70865623
N-[(3R,4R,5S,6R)-2,4-DIHYDROXY-6-(HYDROXYMETHYL)-5-{[(2S,3S,4S,5S,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL]OXY}OXAN-3-YL]ACETAMIDE
N-[(3S,4R,5S,6R)-2,4-DIHYDROXY-6-(HYDROXYMETHYL)-5-{[(2S,3R,4S,5R,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL]OXY}OXAN-3-YL]ACETAMIDE
AKOS015919228
AB02556
AB66238
OA06652
LS-14349
PD041778
SY009555
CS-0456020
NS00014884
2-Acetamido-2-deoxy-4-O-hexopyranosylhexopyranose
2-Acetamido-2-deoxy-4-O-(?-D-mannopyranosyl)-D-glucopyranose
N-(2,4-dihydroxy-6-(hydroxymethyl)-5-((3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl)acetamide