CAS 7772-79-4

β-D-Glucopyranose, 2-(acetylamino)-2-deoxy-, 1,3,4,6-tetraacetate

Description:

β-D-Glucopyranose, 2-(acetylamino)-2-deoxy-, 1,3,4,6-tetraacetate, commonly referred to as a derivative of glucosamine, is a carbohydrate compound characterized by its structure as a pyranose form of glucose with specific acetylation at multiple hydroxyl groups. This compound features a glucopyranose ring, which is a six-membered cyclic structure, and includes an acetylamino group at the 2-position, indicating the presence of an acetyl group attached to an amino group. The tetraacetate designation signifies that four hydroxyl groups on the glucose molecule have been acetylated, enhancing its lipophilicity and potentially influencing its biological activity. This compound is typically white to off-white in appearance and is soluble in polar solvents. It is often used in biochemical research and synthesis, particularly in studies related to glycosylation and carbohydrate chemistry. The presence of the acetyl groups can also affect the compound's reactivity and interactions with other biomolecules, making it a valuable tool in various chemical and pharmaceutical applications.

Formula: C₁₆H₂₃NO₁₀

InChI: InChI=1S/C16H23NO10/c1-7(18)17-13-15(25-10(4)21)14(24-9(3)20)12(6-23-8(2)19)27-16(13)26-11(5)22/h12-16H,6H2,1-5H3,(H,17,18)/t12-,13-,14-,15-,16-/m1/s1

InChI key: InChIKey=OVPIZHVSWNOZMN-OXGONZEZSA-N

SMILES: O(C(C)=O)[C@H]1[C@H](OC(C)=O)[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@@H]1NC(C)=O

Synonyms:

• 1,3,4,6-Tetra-O-acetyl-N-acetyl-β-<span class="text-smallcaps">D</span>-glucosamine
• 1,3,4,6-tetra-O-acetyl-2-(acetylamino)-2-deoxy-beta-D-glucopyranose
• 1,3,4,6-tetra-O-acetyl-2-(acetylamino)-2-deoxy-beta-L-allopyranose
• 1,3,4,6-tetra-O-acetyl-2-(acetylamino)-2-deoxyhexopyranose
• 2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-<span class="text-smallcaps">D</span>-glucopyranose
• 2-Acetamido-2-deoxy-1,3,4,6-tetra-O-acetyl-β-<span class="text-smallcaps">D</span>-glucopyranose
• 2-Acetamido-2-deoxy-β-<span class="text-smallcaps">D</span>-glucopyranose 1,3,4,6-tetraacetate
• Glucopyranose, 2-acetamido-2-deoxy-, 1,3,4,6-tetraacetate, β-<span class="text-smallcaps">D</span>-
• N-Acetyl-beta-D-glucosamine tetraacetate
• N-Acetyl-β-<span class="text-smallcaps">D</span>-glucosamine tetraacetate
• NSC 224432
• β-<span class="text-smallcaps">D</span>-Glucopyranose, 2-(acetylamino)-2-deoxy-, 1,3,4,6-tetraacetate
• N-Acetyl-β-D-glucosamine tetraacetate
• 2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose
• 1,3,4,6-Tetra-O-acetyl-N-acetyl-β-D-glucosamine
• β-D-Glucopyranose, 2-(acetylamino)-2-deoxy-, 1,3,4,6-tetraacetate

β-D-Glucosamine pentaacetate, 96%

CAS: 7772-79-4

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₁₆H₂₃NO₁₀

Purity: 96%

Color and Shape: Crystals or powder or crystalline powder or fused solid, White to pale cream

Molecular weight: 389.36

Ref: 02-L09020

2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose

CAS: 7772-79-4

Formula: C₁₆H₂₃NO₁₀

Purity: 97%

Color and Shape: Solid

Molecular weight: 389.3545

Ref: IN-DA003VG9

β-D-Glucosamine Pentaacetate

CAS: 7772-79-4

β-D-Glucosamine pentaacetate is an N-acetylglucosamine derivative that has been shown to promote hyaluronic acid production.

Formula: C₁₆H₂₃NO₁₀

Color and Shape: Solid

Molecular weight: 389.35

Ref: TM-T35418

2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose

CAS: 7772-79-4

Formula: C₁₆H₂₃NO₁₀

Purity: >98.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 389.36

Ref: 3B-A1459

N-Acetyl-β-D-glucosamine tetraacetate

CAS: 7772-79-4

Formula: C₁₆H₂₃NO₁₀

Purity: 95%

Color and Shape: White crystalline powder

Molecular weight: 389.357

Ref: 10-F239393

2-Acetamido-2-deoxy-β-D-glucopyranose 1,3,4,6-tetraacetate

CAS: 7772-79-4

2-Acetamido-2-deoxy-β-D-glucopyranose 1,3,4,6-tetraacetate

Formula: C₁₆H₂₃NO₁₀

Purity: 98%

Color and Shape: white to off-white solid

Molecular weight: 389.35g/mol

Ref: 54-BIA1238

β-D-Glucosamine Pentaacetate

CAS: 7772-79-4

Formula: C₁₆H₂₃NO₁₀

Molecular weight: 389.37

Ref: 7W-GC2653

2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-b-D-glucopyranose

CAS: 7772-79-4

Promotes hyaluronic acid production; synthetic building block

Formula: C₁₆H₂₃NO₁₀

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 389.36 g/mol

Ref: 3D-MA06633

b-D-Glucosamine Pentaacetate

Controlled Product

CAS: 7772-79-4

Applications β-D-Glucosamine Pentaacetate is an N-acetylglucosamine derivative that has been shown to promote hyaluronic acid production.
References Bastida, A., et al.: Biotechnol. Bioeng., 58, 486 (1998), Mong, T., et al.: Chem. Biochem., 4, 835 (2003), Mogensen, J., et al.: Biochemistry, 44, 1719 (2005), Schulz, T.,Schumacher, U. and Prehm, P. Hyaluronan export by the ABC transporter MRP5 and its modulation by intracellular cGMP. The Journal of Biological Chemisty 282(29), 20999-21004 (2007).

Formula: C₁₆H₂₃NO₁₀

Color and Shape: Neat

Molecular weight: 389.35

Ref: TR-G515000