114661-01-7 , STN Epitope; 6-O-a-Sialyl-2-acetamido-2-deoxy-a-D-galactopyranosyl-1-O-serine

114661-01-7 , STN Epitope; 6-O-a-Sialyl-2-acetamido-2-deoxy-a-D-galactopyranosyl-1-O-serine ;
2-Acetamido-6-O-(a-2-N-acetylneuraminyl)-2-deoxy-a-D-galactopyranosyl serine
C22H37N3O16 / 599.54
MFCD01320461

STN Epitope; 6-O-a-Sialyl-2-acetamido-2-deoxy-a-D-galactopyranosyl-1-O-serine ;

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

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.

CAS Number	114661-01-7
Product Name	STn Epitope
IUPAC Name	5-acetamido-2-[[5-acetamido-6-(2-amino-2-carboxyethoxy)-3,4-dihydroxyoxan-2-yl]methoxy]-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
Molecular Formula	C₂₂H₃₇N₃O₁₆
Molecular Weight	599.5 g/mol
InChI	InChI=1S/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)
InChI Key	RMINQIRDFIBNLE-NNRWGFCXSA-N
SMILES	CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)OCC2C(C(C(C(O2)OCC(C(=O)O)N)NC(=O)C)O)O)O
Synonyms	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; O-[2-(acetylamino)-6-O-(N-acetyl-α-neuraminosyl)-2-deoxy-α-D-galactopyranosyl]-L-serine;
Canonical SMILES	CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)OCC2C(C(C(C(O2)OCC(C(=O)O)N)NC(=O)C)O)O)O
Isomeric SMILES	CC(=O)N[C@@H]1[C@H](C[C@@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)OC[C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)OC[C@@H](C(=O)O)N)NC(=O)C)O)O)O