N-[(3R,4R,5R,6R)-2,5-dihydroxy-6-(hydroxymethyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide

• ChemBase编号: 89590
• 分子式: C14H25NO11
• 平均质量: 383.3484
• 单一同位素质量: 383.14276063
• SMILES: O=C(N[C@@H]1[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](OC1O)CO)C
• Canonical SMILES: OC[C@H]1OC(O)[C@@H]([C@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)NC(=O)C
• InChI: InChI=1S/C14H25NO11/c1-4(18)15-7-12(9(20)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/s1
• InChIKey: HMQPEDMEOBLSQB-UITYFYQISA-N

名称和登记号

名称

• IUPAC标准名: N-[(3R,4R,5R,6R)-2,5-dihydroxy-6-(hydroxymethyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide
• IUPAC传统名: β-D-Gal-(1->3)-D-GalNAc; Galβ1-3GalNAc
• 别名: Gal1-b-3GalNAc; 2-Acetamido-2-deoxy-3-O-(beta-D-galactopyranosyl)-D-galactopyranose; β-D-Galactosyl-(1-3)-N-acetylgalactosamine; Gal1-β-3GalNAc; O-β-D-Galactopyranosyl-(1-3)-N-acetylgalactosamine; 2-Acetamido-2-deoxy-3-O-(β-D-galactopyranosyl)-D-galactose; β-D-Gal-[1→3]-D-GalNAc; Galacto-N-biose; 2-ACETAMIDO-2-DEOXY-3-O-(β-D-GALACTOPYRANOSYL)-D-GALACTOPYRANOSE

登记号

• CAS号: 20972-29-6; 3554-90-3
• MDL号: MFCD00063995
• PubChem SID: 162076463
• PubChem CID: 441248

理论计算性质

• Acid pKa: 11.494147
• 质子受体: 11
• 质子供体: 8
• LogD (pH = 5.5): -4.9914103
• LogD (pH = 7.4): -4.991444
• Log P: -4.9914103
• 摩尔折射率: 79.438 cm^3
• 极化性: 33.212086 Å^3
• 极化表面积: 198.4 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: White Solid
• 熔点: 159-160°C; 159-160°C

安全信息

• 保存条件: -20°C Freezer; 2-8°C

产品相关信息

• 纯度: ≥98%

详细说明

MP Biomedicals - 02154180

β-D-Gal-[1→3]-D-GalNAc
Purity: ≥98% N-Acetylglucosaminyltransferase substrate1. Also used to study lectin inhibition2.

Apollo Scientific Ltd - OR5200T

Found inhydrolysates of blood group A,B,H,and Lewissubstances and forms an essential part of their antigenic determinants.

Toronto Research Chemicals - A152000

It is found in hydrolysates of blood group A,B,H, and the substances and forms an essential part of their antigenic determinants. It is also inherent in the structure of the brain gangliosides in which it constitutes the terminal part of the molecule.

参考文献

• Williams, D., et al., J. Biol. Chem.
• Rege, V.P., et al.: Nature, 200, 532 (1963)
• Svennerholm, L.: J. Lipid Res., 5, 145 (1963)
• Gastaldi, D., et al.: J. Nephrol., 20, 689 (1963)
• Aoki, K., et al.: J. Biol. Chem., 283, 30385 (1963)
• Nakajima, M., et al.: App. Env. Microbiol., 74, 6333 (2008)