136198-41-9 , LacdiNAc;
GalNAc-b-1-4-GlcNAc ;
2-Acetamido-4-O-(2-acetamido-2-deoxy-b-D-galactopyranosyl)-2-deoxy-D-glucopyranose,
Cas:136198-41-9
C16H28N2O11 / 424.40
2-Acetamido-4-O-(2-acetamido-2-deoxy-b-D-galactopyranosyl)-2-deoxy-D-glucopyranose
2-Acetamido-4-O-(2-acetamido-2-deoxy-b-D-galactopyranosyl)-2-deoxy-D-glucopyranose is a glycan that is found in pluripotent cells. This glycan was initially identified by titration calorimetry and has been shown to have biological properties that inhibit leukemia inhibitory factor. The structural analysis of this glycans revealed that it contains type 1 glycans, which are composed of a single chain of glucose molecules with one or more terminal alpha (1→3) linked sialic acid residues. The 2-acetamido group on the end of the molecule is attached through an amide bond to an amino group on a neighboring sugar molecule. The 2 deoxy moiety on the other end of the molecule indicates that this sugar has two hydroxyl groups, rather than three as in a normal sugar molecule.
CAS Number | 136198-41-9 |
Product Name | 2-Acetamido-4-O-(2-acetamido-2-deoxygalactopyranosyl)-2-deoxyglucopyranose |
IUPAC Name | N-[(2S,3R,4R,5R,6R)-2-[(2R,3S,4R,5R)-5-acetamido-1,2,4-trihydroxy-6-oxohexan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide |
Molecular Formula | C16H28N2O11 |
Molecular Weight | 424.4 g/mol |
InChI | InChI=1S/C16H28N2O11/c1-6(22)17-8(3-19)12(25)15(9(24)4-20)29-16-11(18-7(2)23)14(27)13(26)10(5-21)28-16/h3,8-16,20-21,24-27H,4-5H2,1-2H3,(H,17,22)(H,18,23)/t8-,9+,10+,11+,12+,13-,14+,15+,16-/m0/s1 |
InChI Key | PLJAKLUDUPBLGD-HFMMELOMSA-N |
SMILES | CC(=O)NC1C(C(C(OC1OC(C(CO)O)C(C(C=O)NC(=O)C)O)CO)O)O |
Synonyms | 2-acetamido-4-O-(2-acetamido-2-deoxygalactopyranosyl)-2-deoxyglucopyranose, GalNAc-1-4-GlcNAc, lacdiNAc, N,N'-diacetyllactosediamine, N-acetylgalactosaminyl-1-4-N-acetylglucosamine |
Canonical SMILES | CC(=O)NC1C(C(C(OC1OC(C(CO)O)C(C(C=O)NC(=O)C)O)CO)O)O |
Isomeric SMILES | CC(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@H]1O[C@H]([C@@H](CO)O)[C@@H]([C@H](C=O)NC(=O)C)O)CO)O)O |
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