CAS 19026-22-3

2-acetamido-2-deoxy-D-glucono-δ-lactone

Description:

2-Acetamido-2-deoxy-D-glucono-δ-lactone, also known as N-acetyl-D-glucosamine-δ-lactone, is a chemical compound characterized by its lactone structure, which is a cyclic ester formed from the condensation of a hydroxy acid. This compound is derived from D-glucosamine and features an acetamido group, contributing to its solubility and reactivity. It typically appears as a white to off-white crystalline solid and is soluble in water due to the presence of hydroxyl groups. The lactone form indicates that it can undergo hydrolysis to regenerate the corresponding acid and alcohol. This compound is of interest in biochemical applications, particularly in the study of glycosaminoglycans and polysaccharides, as it can serve as a building block in the synthesis of various biomolecules. Its properties, such as melting point, boiling point, and specific reactivity, can vary based on environmental conditions and the presence of other substances. Overall, 2-acetamido-2-deoxy-D-glucono-δ-lactone plays a significant role in organic synthesis and biochemistry.

Formula: C₈H₁₃NO₆

InChI: InChI=1/C8H13NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-7,10,12-13H,2H2,1H3,(H,9,11)

InChI key: InChIKey=NELQYZRSPDCGRQ-DBRKOABJSA-N

SMILES: N(C(C)=O)[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1=O

Synonyms:

• 2-Acetamido-2-deoxy-<span class="text-smallcaps">D</span>-glucono-(1→5)-lactone
• 2-Acetamido-2-deoxy-<span class="text-smallcaps">D</span>-gluconolactone
• 2-Acetamido-2-deoxy-D-glucono-(1,5)-lactone
• 2-Acetamido-2-deoxy-D-glucono-.delta.-lactone
• 2-Acetamido-2-deoxygluconolactone
• <span class="text-smallcaps">D</span>-Gluconic acid, 2-(acetylamino)-2-deoxy-, δ-lactone
• Cd 80110
• Gluconic acid, 2-acetamido-2-deoxy-, δ-lactone, <span class="text-smallcaps">D</span>-
• N-Acetylglucosamino-1,5-lactone
• N-Acetylglucosaminono-(1→5)-lactone
• N-[(3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-oxotetrahydro-2H-pyran-3-yl]acetamide (non-preferred name)
• N-[4,5-dihydroxy-6-(hydroxymethyl)-2-oxotetrahydro-2H-pyran-3-yl]acetamide (non-preferred name)
• Gluconic acid, 2-acetamido-2-deoxy-, δ-lactone, D-
• D-Gluconic acid, 2-(acetylamino)-2-deoxy-, δ-lactone
• 2-Acetamido-2-deoxy-D-gluconolactone
• 2-Acetamido-2-deoxy-D-glucono-(1→5)-lactone
• Einecs 242-761-3
• N-Acetyl-D-glucosamino-1,5-lactone, 2-Acetamido-2-deoxy-D-gluconolactone

N-((3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-oxotetrahydro-2H-pyran-3-yl)acetamide

CAS: 19026-22-3

Formula: C₈H₁₃NO₆

Purity: 90%

Color and Shape: Solid

Molecular weight: 219.1919

Ref: IN-DA002EFP

2-Acetamido-2-deoxy-D-glucono-1,5-lactone

CAS: 19026-22-3

Molecular weight: 219.19

Ref: 7W-GC1049

2-Acetamido-2-deoxy-D-glucono-1,5-lactone

CAS: 19026-22-3

2-Acetamido-2-deoxy-D-glucono-1,5-lactone

Purity: ≥95%

Color and Shape: Solid

Molecular weight: 219.19g/mol

Ref: 54-OR5600T

2-Acetamido-2-deoxy-D-glucono-1,5-lactone (>80%)

Controlled Product

CAS: 19026-22-3

Applications Used to inhibit breakdown of products by beta-hexosaminidase(s) when the culture medium is used as an enzyme source.
References Sasaki, K., et al.: Proc. Natl. Acad. Sci. USA, 94, 14294 (1997)

Formula: C₈H₁₃NO₆

Purity: >80%

Color and Shape: Off-White

Molecular weight: 219.19

Ref: TR-A156000

2-Acetamido-2-deoxy-D-glucono-1,5-lactone

CAS: 19026-22-3

2-Acetamido-2-deoxy-D-glucono-1,5-lactone is a diagnostic agent that inhibits the activities of enzymes such as protein synthesis and cell division. It can be used to identify viral infections in animals, plants and marine microorganisms. 2-Acetamido-2-deoxy-D-glucono-1,5-lactone has been shown to inhibit the biochemical activity of enzymes in cells grown in culture. 2AADG is also a diagnostic agent that can be used to detect tumors in subcutaneous tissues due to its ability to inhibit the production of proteins essential for cell division.

Formula: C₈H₁₃NO₆

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 219.19 g/mol

Ref: 3D-MA06623