gamma-Glutamyl-alpha-aminobutyrate

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  • Identifiers

    CAS number
    16869-42-4

    Molecular formula
    C9H16N2O5

    SMILES
    CC[C@@H](C(=O)O)NC(=O)CC[C@@H](C(=O)O)N

    Safety labels

  • Odor profile

    Fragrance
    Odorless 66.32%
    Savory 43.13%
    Sweet 33.87%
    Meaty 28.35%
    Cooling 22.21%
    Milky 21.31%
    Cooked 19.02%
    Fishy 18.11%
    Cocoa 16.8%
    Alcoholic 16.67%

     

    Flavor
    Odorless 67.77%
    Bitter 35.29%
    Mild 32.57%
    Bland 31.51%
    Very mild 28.0%
    Sweet-like 23.58%
    Yeast 23.3%
    Faint 21.37%
    Nitrile 19.59%
    Taco 18.93%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.2

    pKa est.
    5.82 (weak acid)

    Molecular weight
    232.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    392°C

    Flash point

    • 237.01 ˚C est.

    Solubility expt.

    • Freely soluble

  • Synonyms

    • 16869-42-4
    • gamma-Glutamyl-alpha-aminobutyrate
    • Glu-(abu)
    • JBT4KCH7T4
    • gamma-Glu-alpha-aminobutyrate
    • Butanoic acid, L-gamma-glutamyl-L-alpha-amino-, (T-4)-
    • RefChem:823555
    • H-Glu(Abu-OH)-OH
    • (2S)-2-amino-5-[[(1S)-1-carboxypropyl]amino]-5-oxopentanoic acid
    • gamma-L-Glutamyl-L-2-aminobutyrate
    • H-?-Glu-Abu-Oh
    • N-(1-carboxypropyl)glutamine
    • gamma-Glu-Abu
    • Gamma-Glu-Abu (TFA)
    • UNII-JBT4KCH7T4
    • gamma-glutamyl-2-aminobutyric acid
    • MFCD00134892
    • H-|_-Glu-ABu-OH
    • orb1744580
    • FEMA NO. 4738
    • SCHEMBL19492419
    • CHEBI:176875
    • HY-P4376
    • GLUTAMYL-2-AMINOBUTYRIC ACID
    • GLUTAMINE, N-(1-CARBOXYPROPYL)-
    • GLUTAMINE, N-(1-CARBOXYPROPYL)-, L-
    • L-.GAMMA.-GLUTAMYL-L-2-AMINOBUTYRATE
    • C21015
    • N-(L-gamma-glutamyl)-(2S)-2-aminobutyric acid
    • L-GLUTAMINE, N-((1S)-1-CARBOXYPROPYL)-
    • BUTANOIC ACID, L-.GAMMA.-GLUTAMYL-L-2-AMINO-
    • Q33000848
    • .GAMMA.-L-GLUTAMYL-.ALPHA.-L-AMINOBUTYRIC ACID
    • .GAMMA.-L-GLUTAMYL-L-.ALPHA.-AMINOBUTYRIC ACID
    • L-.GAMMA.-GLUTAMYL-L-.ALPHA.-AMINOBUTYRIC ACID
    • 16869-42-4

  • Applications

    gamma-Glutamyl-alpha-aminobutyrate, CAS 16869-42-4, is primarily used as a synthetic intermediate in peptide and peptidomimetic chemistry, providing a gamma-glutamyl moiety linked to an alpha-aminobutyrate fragment as a building block. In pharmaceutical and medicinal chemistry contexts, it is commonly evaluated as a building block for library synthesis and for studies of gamma-glutamyl transferase-related pathways. It also serves as an analytical reagent or reference material in biochemical assays and analytical methods (e.g., LC-MS) for gamma-glutamyl peptides. Additionally, it may act as a substrate or substrate analogue in enzymology experiments aimed at understanding peptide transport or catabolic processes.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.74
    methanol 3.59
    isopropanol 0.48
    water 93.37
    ethyl acetate 0.35
    n-propanol 0.45
    acetone 0.48
    n-butanol 0.44
    acetonitrile 0.24
    DMF 34.43
    toluene 0.18
    isobutanol 0.41
    1,4-dioxane 1.67
    methyl acetate 0.31
    THF 1.81
    2-butanone 0.43
    n-pentanol 0.45
    sec-butanol 0.54
    n-hexane 0.2
    ethylene glycol 14.36
    NMP 56.18
    cyclohexane 0.18
    DMSO 108.97
    n-butyl acetate 0.31
    n-octanol 0.28
    chloroform 0.15
    n-propyl acetate 0.26
    acetic acid 9.73
    dichloromethane 0.25
    cyclohexanone 2.07
    propylene glycol 8.74
    isopropyl acetate 0.34
    DMAc 45.11
    2-ethoxyethanol 6.5
    isopentanol 0.6
    n-heptane 0.14
    ethyl formate 0.97
    1,2-dichloroethane 0.27
    n-hexanol 0.58
    2-methoxyethanol 14.79
    isobutyl acetate 0.13
    tetrachloromethane 0.1
    n-pentyl acetate 0.32
    transcutol 9.18
    n-heptanol 0.49
    ethylbenzene 0.22
    MIBK 0.49
    2-propoxyethanol 4.28
    tert-butanol 1.3
    MTBE 0.43
    2-butoxyethanol 2.56
    propionic acid 1.86
    o-xylene 0.45
    formic acid 90.86
    diethyl ether 0.3
    m-xylene 0.26
    p-xylene 0.32
    chlorobenzene 0.1
    dimethyl carbonate 1.08
    n-octane 0.09
    formamide 49.06
    cyclopentanone 2.22
    2-pentanone 0.47
    anisole 0.43
    cyclopentyl methyl ether 1.06
    gamma-butyrolactone 3.96
    1-methoxy-2-propanol 6.97
    pyridine 0.91
    3-pentanone 0.56
    furfural 9.69
    n-dodecane 0.04
    diethylene glycol 15.14
    diisopropyl ether 0.17
    tert-amyl alcohol 1.51
    acetylacetone 1.65
    n-hexadecane 0.04
    acetophenone 0.93
    methyl propionate 0.72
    isopentyl acetate 0.4
    trichloroethylene 0.4
    n-nonanol 0.31
    cyclohexanol 1.17
    benzyl alcohol 1.07
    2-ethylhexanol 0.4
    isooctanol 0.42
    dipropyl ether 0.42
    1,2-dichlorobenzene 0.2
    ethyl lactate 1.4
    propylene carbonate 2.15
    n-methylformamide 8.3
    2-pentanol 0.4
    n-pentane 0.1
    1-propoxy-2-propanol 2.24
    1-methoxy-2-propyl acetate 1.26
    2-(2-methoxypropoxy) propanol 4.45
    mesitylene 0.26
    ε-caprolactone 2.64
    p-cymene 0.21
    epichlorohydrin 1.66
    1,1,1-trichloroethane 0.09
    2-aminoethanol 9.57
    morpholine-4-carbaldehyde 33.68
    sulfolane 27.8
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 0.91
    n-hexyl acetate 0.38
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 5.12
    sec-butyl acetate 0.2
    tert-butyl acetate 0.63
    decalin 0.11
    glycerin 43.95
    diglyme 8.09
    acrylic acid 4.22
    isopropyl myristate 0.18
    n-butyric acid 1.87
    acetyl acetate 0.44
    di(2-ethylhexyl) phthalate 0.69
    ethyl propionate 0.37
    nitromethane 6.98
    1,2-diethoxyethane 0.77
    benzonitrile 0.4
    trioctyl phosphate 0.44
    1-bromopropane 0.12
    gamma-valerolactone 11.74
    n-decanol 0.27
    triethyl phosphate 0.68
    4-methyl-2-pentanol 0.39
    propionitrile 0.18
    vinylene carbonate 1.97
    1,1,2-trichlorotrifluoroethane 10.51
    DMS 0.85
    cumene 0.23
    2-octanol 0.31
    2-hexanone 0.38
    octyl acetate 0.27
    limonene 0.29
    1,2-dimethoxyethane 6.1
    ethyl orthosilicate 0.63
    tributyl phosphate 0.48
    diacetone alcohol 3.75
    N,N-dimethylaniline 0.97
    acrylonitrile 0.44
    aniline 0.61
    1,3-propanediol 6.84
    bromobenzene 0.08
    dibromomethane 0.15
    1,1,2,2-tetrachloroethane 0.56
    2-methyl-cyclohexyl acetate 0.52
    tetrabutyl urea 1.05
    diisobutyl methanol 0.37
    2-phenylethanol 0.81
    styrene 0.17
    dioctyl adipate 0.4
    dimethyl sulfate 5.95
    ethyl butyrate 0.36
    methyl lactate 4.63
    butyl lactate 1.26
    diethyl carbonate 0.3
    propanediol butyl ether 4.01
    triethyl orthoformate 0.6
    p-tert-butyltoluene 0.22
    methyl 4-tert-butylbenzoate 1.87
    morpholine 2.71
    tert-butylamine 0.49
    n-dodecanol 0.22
    dimethoxymethane 4.14
    ethylene carbonate 1.28
    cyrene 9.64
    2-ethoxyethyl acetate 0.73
    2-ethylhexyl acetate 0.3
    1,2,4-trichlorobenzene 0.29
    4-methylpyridine 0.81
    dibutyl ether 0.23
    2,6-dimethyl-4-heptanol 0.37
    DEF 3.45
    dimethyl isosorbide 6.73
    tetrachloroethylene 0.58
    eugenol 2.72
    triacetin 1.16
    span 80 3.44
    1,4-butanediol 3.59
    1,1-dichloroethane 0.08
    2-methyl-1-pentanol 0.61
    methyl formate 5.36
    2-methyl-1-butanol 0.62
    n-decane 0.06
    butyronitrile 0.21
    3,7-dimethyl-1-octanol 0.29
    1-chlorooctane 0.1
    1-chlorotetradecane 0.05
    n-nonane 0.07
    undecane 0.05
    tert-butylcyclohexane 0.07
    cyclooctane 0.12
    cyclopentanol 1.22
    tetrahydropyran 0.53
    tert-amyl methyl ether 0.66
    2,5,8-trioxanonane 8.6
    1-hexene 0.26
    2-isopropoxyethanol 2.61
    2,2,2-trifluoroethanol 7.27
    methyl butyrate 0.65

    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