CAS 114661-01-7

3-O-(2-acetamido-6-O-(N-acetylneuraminyl)-2-deoxygalactosyl)serine

Description:

3-O-(2-acetamido-6-O-(N-acetylneuraminyl)-2-deoxygalactosyl)serine is a complex glycosylated amino acid derivative. This compound features a serine backbone that is glycosylated at the 3-position with a disaccharide moiety consisting of a 2-acetamido-2-deoxygalactose unit linked to a sialic acid (N-acetylneuraminic acid). The presence of the acetamido groups indicates that the compound has functional groups that can participate in hydrogen bonding and may influence its solubility and reactivity. The sialic acid component is known for its role in cellular recognition processes, particularly in the context of glycoproteins and glycolipids. This compound may exhibit biological activity related to cell signaling or interaction due to its structural features. Its molecular structure suggests potential applications in biochemistry and medicinal chemistry, particularly in the study of glycosylation effects on protein function and interactions. As with many glycosylated compounds, its stability, solubility, and reactivity can be influenced by environmental conditions such as pH and temperature.

Formula: C₂₂H₃₇N₃O₁₆

InChI: InChI=1/C22H37N3O16/c1-7(27)24-13-10(29)3-22(21(36)37,41-18(13)15(31)11(30)4-26)39-6-12-16(32)17(33)14(25-8(2)28)20(40-12)38-5-9(23)19(34)35/h9-18,20,26,29-33H,3-6,23H2,1-2H3,(H,24,27)(H,25,28)(H,34,35)(H,36,37)/t9-,10-,11+,12+,13+,14+,15+,16-,17+,18+,20-,22+/m0/s1

Synonyms:

• 3-O-(2-Acetamido-6-O-(N-acetyl-alpha-D-neuraminyl)-2-deoxy-alpha-D-galactosyl)-L-serine
• Aandgs
• (2R,4S,5R,6R)-5-(acetylamino)-2-({(2R,3R,4R,5R,6S)-5-(acetylamino)-6-[(2S)-2-amino-2-carboxyethoxy]-3,4-dihydroxytetrahydro-2H-pyran-2-yl}methoxy)-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]tetrahydro-2H-pyran-2-carboxylic acid (non-preferred name)
• 3-O-(2-Acetamido-6-O-(N-acetylneuraminyl)-2-deoxygalactosyl)serine
• O-[2-(acetylaMino)-6-O-(N-acetyl-α-neuraMinosyl)-2-deoxy-α-D-galactopyranosyl]-L-serine
• 2-Acetamido-6-O-(a-2-N-acetylneuraminyl)-2-deoxy-a-D-galactopyranosyl serine
• Serinyl 2-AcetaMido-2-deoxy-6-O-(α-2-N-AcetylnuraMinyl)-α-D-galactopyranosyl
• 6-O-α-Sialyl-2-acetaMido-2-deoxy-α-D-galactopyranosyl-1-O-L-serine
• L-Serine, O-[2-(acetylamino)-6-O-(N-acetyl-α-neuraminosyl)-2-deoxy-α-D-galactopyranosyl]-

L-Serine, O-[2-(acetylamino)-6-O-(N-acetyl-α-neuraminosyl)-2-deoxy-α-D-galactopyranosyl]-

CAS: 114661-01-7

Formula: C₂₂H₃₇N₃O₁₆

Purity: 95%

Color and Shape: Solid

Molecular weight: 599.5397

Ref: IN-DA000EYK

2-Acetamido-6-O-(a-2-N-acetylneuraminyl)-2-deoxy-a-D-galactopyranosyl serine

CAS: 114661-01-7

2-Acetamido-6-O-(a-2-N-acetylneuraminyl)-2-deoxy-a-D-galactopyranosyl serine is a monosaccharide sugar that is the terminal sugar at the nonreducing end of the glycosidic linkage in gangliosides. It has been shown to be a marker for colorectal adenocarcinoma and may be used as a prognostic marker. 2-Acetamido-6-O-(a-2-N-acetylneuraminyl)-2-deoxy--aDgalactopyranosyl serine, along with other gangliosides, has been found to be elevated in maternal blood and human serum during bowel diseases such as ulcerative colitis. This molecule has also been shown to have structural similarities to antigens that are associated with infectious diseases such as malaria.

Formula: C₂₂H₃₇N₃O₁₆

Purity: Min. 95 Area-%

Color and Shape: White Powder

Molecular weight: 599.54 g/mol

Ref: 3D-OA07388