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

• ChemBase ID: 104028
• Molecular Formular: C14H25NO11
• Molecular Mass: 383.3484
• Monoisotopic Mass: 383.14276063
• SMILES: O=C(N[C@@H]1[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](OC1O)CO)C
• Canonical SMILES: OC[C@H]1OC(O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)O)NC(=O)C
• InChI: InChI=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/s1
• InChIKey: KFEUJDWYNGMDBV-RPHKZZMBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(3R,4R,5S,6R)-2,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide
• IUPAC Traditional name: Gal-β1,4-GlcNAc
• Synonyms: β-D-Gal-[1→4]-D-GlcNAc; N-ACETYLLACTOSAMINE; β-D-Gal-(1→4)-D-GlcNAc; 2-Acetamido-2-deoxy-4-O-β-D-galactopyranosyl-D-glucopyranose; LN; N-Acetyl-4-O-(β-D-galactopyranosyl)-D-glucosamine; N-Acetyl-D-lactosamine; LacNAc, 2-(Acetylamino)-2-deoxy-4-O-β-D-galactopyranosyl-D-glucose; N-Acetyl-4-O-β-D-galactopyranosyl-D-glucosamine; Galβ-(1-4)-D-GlcNAc

Database IDs

• CAS Number: 32181-59-2
• MDL Number: MFCD00063785
• Beilstein Number: 96808
• PubChem SID: 24891280; 162091420
• PubChem CID: 9800166

CALCULATED PROPERTIES

• Acid pKa: 11.501288
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -4.9914103
• LogD (pH = 7.4): -4.9914436
• Log P: -4.9914103
• Molar Refractivity: 79.438 cm^3
• Polarizability: 33.212086 Å^3
• Polar Surface Area: 198.4 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Crystalline Solid
• Melting Point: 170-172°C dec.

Safety Information

• Storage Condition: Refrigerator
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%; ≥98%

DETAILS

MP Biomedicals - 02154182

(β-D-Gal-[1→4]-D-GlcNAc) Purity: ≥98% A component oligosccharide portion of many N- and O-linked glycoproteins. It is a building unit for the antigenic determinants of a number of certain

Sigma Aldrich - A6259

Application
Useful in studies of galactosidase, fucosyltransferase, sialyltransferase, and lectin inhibition.
Preparation Note
Enzymatically prepared.

Sigma Aldrich - A7791

Application
Useful in studies of galactosidase, fucosyltransferase, sialyltransferase, and lectin inhibition.
N-Acetyl-D-lactosamine is used as a specific lectin target molecule in the identification and differentiation of sugar binding molecules such as the galectins. N-Acetyl-D-lactosamine is used in studies of galactosidase, fucosyltransferase, sialyltransferase, and lectin inhibition.
包装
10 mg in autosmp vl
Preparation Note
Synthetic

Toronto Research Chemicals - A180000

A component of oligosaccharide portion of many N- and O-linked glycoproteins. It is a building unit for the antigenic determinants of a number of certain human blood group activities as well as of the ABH Type 2 determinants.

REFERENCES

• Biochemistry, 7, 2976 (1968)
• FEBS Lett., 104, 135 (1968)
• J. Biol. Chem., 256, 10456 (1968)
• Anal. Chem. 68, 2573-2579 (1996)