Product Name

  • Name

    N-ACETYLLACTOSAMINE

  • EINECS
  • CAS No. 32181-59-2
  • Article Data6
  • CAS DataBase
  • Density 1.64 g/cm3
  • Solubility H2O: 10 mg/mL, clear, colorless
  • Melting Point 191-192 °C
  • Formula C14H25NO11
  • Boiling Point 805.5 °C at 760 mmHg
  • Molecular Weight 383.353
  • Flash Point 441 °C
  • Transport Information
  • Appearance White Crystalline Solid
  • Safety 26-36/37
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 32181-59-2 (N-ACETYLLACTOSAMINE)
  • Hazard Symbols IrritantXi
  • Synonyms D-Glucosamine,N-acetyl-4-O-b-D-galactopyranosyl-(6CI);D-Glucose, 2-acetamido-2-deoxy-4-O-b-D-galactopyranosyl- (7CI,8CI);2-Acetamido-2-deoxy-4-O-b-D-galactopyranosyl-D-glucose;Lactosamine, N-acetyl-;N-Acetyl-4-O-b-D-galactopyranosyl-D-glucosamine;N-Acetyllactosamine;4)-2-deoxy-2-acetamido-D-glucose;
  • PSA 198.40000
  • LogP -4.86250

Synthetic route

2-acetamido-2-deoxy-D-glucose
7512-17-6

2-acetamido-2-deoxy-D-glucose

4-nitrophenyl-β-D-galactopyranoside
3150-24-1

4-nitrophenyl-β-D-galactopyranoside

A

β-Galp-(1->6)-GlcNAc
13071-21-1, 34621-78-8, 50787-10-5, 58650-61-6, 72142-81-5, 72521-11-0, 84730-38-1, 109446-44-8, 119870-65-4

β-Galp-(1->6)-GlcNAc

B

N-acetyllactosamine
32181-59-2

N-acetyllactosamine

Conditions
ConditionsYield
With Biolacta N5 In 2-hydroxy-1,3-dioxane at 30℃; pH=5; aq. buffer; Enzymatic reaction; regioselective reaction;A 91%
B 9%
With Biolacta N5 at 30℃; pH=5; aq. buffer; Enzymatic reaction; regioselective reaction;A 17%
B 83%
...Expand
O4-β-D-galactopyranosyl-D-arabino-[2]hexosulose-bis-phenylhydrazone
4746-17-2, 4746-19-4, 4746-20-7, 118634-17-6

O4-β-D-galactopyranosyl-D-arabino-[2]hexosulose-bis-phenylhydrazone

N-acetyllactosamine
32181-59-2

N-acetyllactosamine

Conditions
ConditionsYield
With palladium on activated charcoal; ethanol; acetic acid Hydrogenation.Behandlung des Reaktionsprodukts mit Acetanhydrid, Pyridin und wenig Triaethylamin und anschliessend mit Ammoniak in Methanol;
O3-β-D-galactopyranosyl-D-arabinose-phenylimine

O3-β-D-galactopyranosyl-D-arabinose-phenylimine

N-acetyllactosamine
32181-59-2

N-acetyllactosamine

Conditions
ConditionsYield
With hydrogen cyanide; N,N-dimethyl-formamide Hydrieren des Reaktionsprodukts an Palladium/Bariumsulfat in wss. Salzsaeure und Behandeln mit Acetanhydrid, Natriumacetat und wss. Methanol;
3-O-β-D-galactopyranosyl-D-arabinose
6057-48-3

3-O-β-D-galactopyranosyl-D-arabinose

N-acetyllactosamine
32181-59-2

N-acetyllactosamine

D-(+)-lactose
63-42-3

D-(+)-lactose

N-acetyl-D-glucosamine

N-acetyl-D-glucosamine

N-acetyllactosamine
32181-59-2

N-acetyllactosamine

Conditions
ConditionsYield
With lactobacillus-bifidus-cultures
uridine 5'-diphospho-D-galactose
2956-16-3

uridine 5'-diphospho-D-galactose

2-acetamido-2-deoxy-D-glucose
7512-17-6

2-acetamido-2-deoxy-D-glucose

N-acetyllactosamine
32181-59-2

N-acetyllactosamine

Conditions
ConditionsYield
With β1–4-galactosyltransferase from Neisseria meningitidis Enzymatic reaction;
N-acetyllactosamine
32181-59-2

N-acetyllactosamine

2-acetamido-2-deoxy-4-O-(β-D-galactopyranosyl)-D-glucitol
62397-86-8

2-acetamido-2-deoxy-4-O-(β-D-galactopyranosyl)-D-glucitol

Conditions
ConditionsYield
With sodium tetrahydroborate In water for 24h;99.7%
With sodium tetrahydroborate In water at 25℃; for 6h; reduction;
N-acetyllactosamine
32181-59-2

N-acetyllactosamine

N-acetyllactosamine methyl glycoside
68774-40-3

N-acetyllactosamine methyl glycoside

Conditions
ConditionsYield
With methanol; water; diazomethane diethyl ether
N-acetyllactosamine
32181-59-2

N-acetyllactosamine

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2-deoxy-2-acetamido-1,3,4-tri-O-acetyl-α-D-glucopyranose
36954-63-9

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2-deoxy-2-acetamido-1,3,4-tri-O-acetyl-α-D-glucopyranose

Conditions
ConditionsYield
With pyridine; acetic anhydride
N-acetyllactosamine
32181-59-2

N-acetyllactosamine

4-acetamido-4-deoxy-2-O-(β-D-galactopyranosyl)-L-xylose
154859-30-0

4-acetamido-4-deoxy-2-O-(β-D-galactopyranosyl)-L-xylose

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 99.7 percent / NaBH4 / H2O / 24 h
2: 92 percent / lead tetraacetate, acetic acid / dimethylsulfoxide / 1 h / -30 °C
View Scheme
N-(aminoethyl)-4-(aminooxymethyl)benzamide hydrochloride

N-(aminoethyl)-4-(aminooxymethyl)benzamide hydrochloride

N-acetyllactosamine
32181-59-2

N-acetyllactosamine

A

C24H38N4O12

C24H38N4O12

B

C24H38N4O12

C24H38N4O12

Conditions
ConditionsYield
at 37℃; pH=4.5; aq. acetate buffer;
...Expand
N-(2-aminoethyl)-4-[(methylaminooxy)methyl]benzamide hydrochloride

N-(2-aminoethyl)-4-[(methylaminooxy)methyl]benzamide hydrochloride

N-acetyllactosamine
32181-59-2

N-acetyllactosamine

(M-AMB)LacNAc

(M-AMB)LacNAc

Conditions
ConditionsYield
at 37℃; pH=4.5; aq. acetate buffer;
N-(2-aminoethyl)-4-[(benzylaminooxy)methyl]benzamide hydrochloride

N-(2-aminoethyl)-4-[(benzylaminooxy)methyl]benzamide hydrochloride

N-acetyllactosamine
32181-59-2

N-acetyllactosamine

(B-AMB)LacNAc

(B-AMB)LacNAc

Conditions
ConditionsYield
at 37℃; pH=4.5; aq. acetate buffer;
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

N-acetyllactosamine
32181-59-2

N-acetyllactosamine

Neu5Acα(2-3)Galβ(1-4)GlcNAc

Neu5Acα(2-3)Galβ(1-4)GlcNAc

Conditions
ConditionsYield
With Neisseria meningitides CMP-Sia synthetase; Pasteurella multocida α2,3-sialyltransferase; magnesium(II); cytidine triphosphate In aq. buffer pH=7.5; Enzymatic reaction;
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

N-acetyllactosamine
32181-59-2

N-acetyllactosamine

C25H42N2O19

C25H42N2O19

Conditions
ConditionsYield
With α2,6-sialyltransferase from Photobacterium damsel; Neisseria meningitides CMP-Sia synthetase; magnesium(II); cytidine triphosphate In aq. buffer pH=7.5; Enzymatic reaction;
N-acetyllactosamine
32181-59-2

N-acetyllactosamine

β-N-acetyllactosaminylamine
163559-38-4

β-N-acetyllactosaminylamine

Conditions
ConditionsYield
With ammonium hydroxide; ammonium carbamate In methanol at 37℃; for 24h;

D-Glucose,2-(acetylamino)-2-deoxy-4-O-b-D-galactopyranosyl- Specification

The CAS register number of D-Glucose,2-(acetylamino)-2-deoxy-4-O-b-D-galactopyranosyl- is 32181-59-2. It also can be called as N-[(3R,4R,5S,6S)-2,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]acetamide and the IUPAC name about this chemical is N-[2,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamide. The molecular formula about this chemical is C14H25NO11 and the molecular weight is 383.35. It belongs to the following product categories which include Oligosaccharides; Carbohydrates and so on.

Physical properties about D-Glucose,2-(acetylamino)-2-deoxy-4-O-b-D-galactopyranosyl- are: (1)# of Rule of 5 Violations: 2; (2)#H bond acceptors: 12; (3)#H bond donors: 8; (4)#Freely Rotating Bonds: 12; (5)Polar Surface Area: 198.4Å2; (6)Index of Refraction: 1.623; (7)Molar Refractivity: 82.29 cm3; (8)Molar Volume: 233 cm3; (9)Polarizability: 32.62x10-24cm3; (10)Surface Tension: 93.5 dyne/cm; (11)Flash Point: 441 °C; (12)Enthalpy of Vaporization: 133.37 kJ/mol; (13)Boiling Point: 805.5 °C at 760 mmHg; (14)Vapour Pressure: 5.02E-30 mmHg at 25°C.

The D-Glucose,2-(acetylamino)-2-deoxy-4-O-b-D-galactopyranosyl- is 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.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing and gloves. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: CC(=O)NC1C(C(C(OC1O)CO)OC2C(C(C(C(O2)CO)O)O)O)O
(2)InChI: InChI=1/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+/m0/s1
(3)InChIKey: KFEUJDWYNGMDBV-KPDUKPIWBG
(4)Std. 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+/m0/s1
(5)Std. InChIKey: KFEUJDWYNGMDBV-KPDUKPIWSA-N

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