Acetyl-D-lactosamine , Cas:32181-59-2

A natural structural element in a variety of glycoconjugates. Substrate for galactosidases, fucosyltransferases, and sialyltransferases. Useful as a lectin inhibitory sugar and for characterizing lectins.N-acetyl-D-Lactosamine is a disaccharide consisting of galactose and N-acetylglucose. It occurs naturally as a structural element in a variety of glycoconjugates. N-acetyl-D-Lactosamine is used to characterize lectins. 2N-Acetyllactosamine, also known as galb1-4glcnacb or lacnac, belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. N-Acetyllactosamine is soluble (in water) and a very weakly acidic compound (based on its pKa). N-Acetyllactosamine has been found in human epidermis, spleen and intestine tissues. Within the cell, N-acetyllactosamine is primarily located in the cytoplasm. N-Acetyllactosamine can be converted into beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminide.N-acetyllactosamine is a beta-D-galactopyranosyl-(1->4)-N-acetyl-D-glucosamine having beta-configuration at the reducing end anomeric centre.CAS Number32181-59-2Product NameN-Acetyl-D-lactosamineIUPAC NameN-[(3R,4R,5S,6R)-2,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamideMolecular FormulaC14H25NO11Molecular Weight383.35 g/molInChIInChI=1S/C14H25NO11/c1-4(18)15-7-9(20)12(6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/t5-,6-,7-,8+,9-,10+,11-,12-,13?,14+/m1/s1InChI KeyHESSGHHCXGBPAJ-ZBELOFFLSA-NSMILESCC(=O)NC1C(C(C(OC1O)CO)OC2C(C(C(C(O2)CO)O)O)O)OSynonymsPNALA, poly(N-acetyllactosamine), poly-N-acetyllactosamineCanonical SMILESCC(=O)NC(C=O)C(C(C(CO)O)OC1C(C(C(C(O1)CO)O)O)O)OIsomeric SMILESCC(=O)N[C@@H](C=O)[C@H]([C@@H]([C@@H](CO)O)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)OCAS?: 32181-59-2 ??: LacNAcGalactopyranosyl-b-1,4-N-acetyl-D-glucosamine2-Acetamido-2-deoxy-D-lactoseGalb1-4GlcNAc MDL?: MFCD00063785 ???: C14H25NO11 ???: 383.35white to off-white crystalline powder.????: 1. Gunnarsson A, et al., Infect. Immun. 1984, 45, p412. Loomes LM, et al., Nature 1984, 307, p5603. J. Biol. Chem. 1981, 256, 104564. Anal. Chem. 1996, 68, 2573-25795. J. Am. Soc. Nephrol. 2015, 26, 2213-2221