N-Acetyllactosamine

Overview IFRA Request a quote

  • Identifiers

    CAS number
    32181-59-2

    Molecular formula
    C14H25NO11

    SMILES
    CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O)CO)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 78.67%
    Sweet 34.99%
    Savory 23.74%
    Cooling 18.19%
    Milky 17.59%
    Alcoholic 17.16%
    Bitter 15.52%
    Caramellic 14.99%
    Meaty 14.34%
    Fishy 13.57%

     

    Flavor
    Sweet 59.02%
    Odorless 56.13%
    Bitter 49.55%
    Sweet-like 32.44%
    Very mild 22.92%
    Bland 22.78%
    Very slight 22.23%
    Cauliflower 22.12%
    Fatty 21.84%
    Alkaline 20.85%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -4.7

    pKa est.
    4.82 (weak acid)

    Molecular weight
    383.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    3444°C

    Flash point

    • 283.15 ˚C est.

  • Synonyms

    • N-acetyllactosamine
    • 32181-59-2
    • CHEBI:16153
    • beta-D-galactosyl-1,4-N-acetyl-D-glucosamine
    • N-[(2R,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
    • N-((2R,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
    • RefChem:162753
    • GlyTouCan:G00055MO
    • G00055MO
    • 3Y5B2K5OOK
    • LacNAc
    • N-Acetyl-D-lactosamine
    • Galbeta1-4GlcNAcbeta
    • CHEMBL457432
    • beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
    • N-[(2R,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]acetamide
    • n-acetyl-lactosamine
    • D-galactopyranosyl
    • 3ehn
    • Galb1-4GlcNAcb
    • delta-galactopyranosyl
    • Epitope ID:130646
    • betaGal(1->4)betaGlcNAc
    • SCHEMBL117333
    • DTXSID10954045
    • CHEBI:133507
    • BDBM50273604
    • beta-D-Gal-(1->4)-beta-D-GlcNAc-OR
    • C00611
    • beta-delta-galactosyl-1,4-N-acetyl-delta-glucosamine
    • beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminide
    • beta-delta-galactosyl-1,4-N-acetyl-beta-delta-glucosamine
    • a beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl derivative
    • 2-(acetylamino)-2-deoxy-4-O-beta-D-galactopyranosyl-beta-D-glucopyranose
    • 2-Deoxy-4-O-hexopyranosyl-2-[(1-hydroxyethylidene)amino]hexopyranose
    • 4-O-beta-d-galactopyranosyl-2-deoxy-2-acetamido-beta-d-glucopyranose
    • beta-D-glucopyranose, 2-(acetylamino)-2-deoxy-4-O-beta-D-galactopyranosyl-
    • 2-Deoxy-4-O-beta-D-galactopyranosyl-2-[(1-hydroxyethylidene)amino]-beta-D-glucopyranose
    • WURCS=2.0/2,2,1/[a2122h-1b_1-5_2*NCC/3=O][a2112h-1b_1-5]/1-2/a4-b1
    • ~{N}-[(2~{R},3~{R},4~{R},5~{S},6~{R})-6-(hydroxymethyl)-5-[(2~{S},3~{R},4~{S},5~{R},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-2,4-bis(oxidanyl)oxan-3-yl]ethanamide
    • RNQ
    • 32181-59-2

  • Applications

    N-Acetyllactosamine (CAS 32181-59-2) is a disaccharide used primarily as a carbohydrate building block and analytical reagent in glycoscience and biotechnology. In pharmaceutical and biotech R&D it serves as an intermediate for synthesizing more complex oligosaccharides and glycoconjugates, and as a substrate or calibrant in enzymatic assays and glycosyltransferase studies. It is widely employed in analytical workflows as a calibrant for LC-MS/HPLC methods to characterize LacNAc-containing oligosaccharides and glycoproteins. In glycobiology research, it is used in glycan arrays and lectin-binding assays to probe cell-surface glycan interactions, and as a reference compound for method development, quality control, and library construction of glycan models. Typical use-cases include oligosaccharide/glycoconjugate synthesis, enzymatic assays, analytical standards, and glycan-binding studies.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.89
    methanol 10.3
    isopropanol 0.77
    water 313.7
    ethyl acetate 0.36
    n-propanol 1.1
    acetone 1.11
    n-butanol 0.74
    acetonitrile 0.62
    DMF 72.79
    toluene 0.22
    isobutanol 0.41
    1,4-dioxane 3.09
    methyl acetate 0.37
    THF 2.39
    2-butanone 0.51
    n-pentanol 0.38
    sec-butanol 0.54
    n-hexane 0.06
    ethylene glycol 42.64
    NMP 58.95
    cyclohexane 0.29
    DMSO 266.77
    n-butyl acetate 0.23
    n-octanol 0.4
    chloroform 0.14
    n-propyl acetate 0.19
    acetic acid 24.58
    dichloromethane 0.21
    cyclohexanone 1.81
    propylene glycol 15.13
    isopropyl acetate 0.24
    DMAc 39.25
    2-ethoxyethanol 8.1
    isopentanol 0.37
    n-heptane 0.18
    ethyl formate 0.91
    1,2-dichloroethane 0.3
    n-hexanol 0.48
    2-methoxyethanol 28.3
    isobutyl acetate 0.08
    tetrachloromethane 0.1
    n-pentyl acetate 0.25
    transcutol 8.91
    n-heptanol 0.56
    ethylbenzene 0.11
    MIBK 0.29
    2-propoxyethanol 4.54
    tert-butanol 0.61
    MTBE 0.16
    2-butoxyethanol 2.96
    propionic acid 2.35
    o-xylene 0.29
    formic acid 269.1
    diethyl ether 0.36
    m-xylene 0.2
    p-xylene 0.11
    chlorobenzene 0.07
    dimethyl carbonate 1.99
    n-octane 0.1
    formamide 159.4
    cyclopentanone 2.64
    2-pentanone 0.51
    anisole 0.25
    cyclopentyl methyl ether 1.13
    gamma-butyrolactone 4.34
    1-methoxy-2-propanol 10.34
    pyridine 1.43
    3-pentanone 0.51
    furfural 7.86
    n-dodecane 0.05
    diethylene glycol 18.01
    diisopropyl ether 0.11
    tert-amyl alcohol 0.51
    acetylacetone 1.57
    n-hexadecane 0.05
    acetophenone 0.55
    methyl propionate 0.88
    isopentyl acetate 0.17
    trichloroethylene 0.36
    n-nonanol 0.42
    cyclohexanol 1.3
    benzyl alcohol 0.72
    2-ethylhexanol 0.24
    isooctanol 0.32
    dipropyl ether 0.53
    1,2-dichlorobenzene 0.09
    ethyl lactate 1.23
    propylene carbonate 1.42
    n-methylformamide 21.87
    2-pentanol 0.39
    n-pentane 0.1
    1-propoxy-2-propanol 2.25
    1-methoxy-2-propyl acetate 1.05
    2-(2-methoxypropoxy) propanol 2.98
    mesitylene 0.15
    ε-caprolactone 1.9
    p-cymene 0.14
    epichlorohydrin 1.72
    1,1,1-trichloroethane 0.06
    2-aminoethanol 21.77
    morpholine-4-carbaldehyde 37.14
    sulfolane 29.16
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 0.82
    n-hexyl acetate 0.3
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 4.34
    sec-butyl acetate 0.11
    tert-butyl acetate 0.27
    decalin 0.05
    glycerin 81.08
    diglyme 8.04
    acrylic acid 6.38
    isopropyl myristate 0.14
    n-butyric acid 1.61
    acetyl acetate 0.48
    di(2-ethylhexyl) phthalate 0.3
    ethyl propionate 0.25
    nitromethane 15.39
    1,2-diethoxyethane 0.77
    benzonitrile 0.3
    trioctyl phosphate 0.29
    1-bromopropane 0.12
    gamma-valerolactone 12.48
    n-decanol 0.32
    triethyl phosphate 0.43
    4-methyl-2-pentanol 0.19
    propionitrile 0.31
    vinylene carbonate 1.67
    1,1,2-trichlorotrifluoroethane 13.04
    DMS 0.57
    cumene 0.08
    2-octanol 0.29
    2-hexanone 0.22
    octyl acetate 0.24
    limonene 0.25
    1,2-dimethoxyethane 4.48
    ethyl orthosilicate 0.37
    tributyl phosphate 0.24
    diacetone alcohol 1.91
    N,N-dimethylaniline 0.42
    acrylonitrile 0.81
    aniline 0.73
    1,3-propanediol 13.38
    bromobenzene 0.05
    dibromomethane 0.13
    1,1,2,2-tetrachloroethane 0.42
    2-methyl-cyclohexyl acetate 0.29
    tetrabutyl urea 0.68
    diisobutyl methanol 0.18
    2-phenylethanol 0.58
    styrene 0.09
    dioctyl adipate 0.33
    dimethyl sulfate 8.81
    ethyl butyrate 0.31
    methyl lactate 6.41
    butyl lactate 0.76
    diethyl carbonate 0.24
    propanediol butyl ether 3.78
    triethyl orthoformate 0.47
    p-tert-butyltoluene 0.15
    methyl 4-tert-butylbenzoate 1.06
    morpholine 5.46
    tert-butylamine 0.25
    n-dodecanol 0.24
    dimethoxymethane 8.56
    ethylene carbonate 1.1
    cyrene 7.3
    2-ethoxyethyl acetate 0.59
    2-ethylhexyl acetate 0.14
    1,2,4-trichlorobenzene 0.14
    4-methylpyridine 0.72
    dibutyl ether 0.24
    2,6-dimethyl-4-heptanol 0.18
    DEF 3.43
    dimethyl isosorbide 4.19
    tetrachloroethylene 0.5
    eugenol 1.46
    triacetin 0.86
    span 80 2.41
    1,4-butanediol 4.16
    1,1-dichloroethane 0.08
    2-methyl-1-pentanol 0.22
    methyl formate 10.81
    2-methyl-1-butanol 0.41
    n-decane 0.09
    butyronitrile 0.27
    3,7-dimethyl-1-octanol 0.2
    1-chlorooctane 0.13
    1-chlorotetradecane 0.06
    n-nonane 0.09
    undecane 0.06
    tert-butylcyclohexane 0.02
    cyclooctane 0.15
    cyclopentanol 1.54
    tetrahydropyran 1.0
    tert-amyl methyl ether 0.28
    2,5,8-trioxanonane 7.07
    1-hexene 0.09
    2-isopropoxyethanol 2.25
    2,2,2-trifluoroethanol 17.74
    methyl butyrate 0.38

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction