L-gamma-glutamyl-L-glutamic acid

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  • Identifiers

    CAS number
    1116-22-9

    Molecular formula
    C10H16N2O7

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 67.57%
    Savory 41.29%
    Sweet 33.7%
    Meaty 29.2%
    Cooked 19.9%
    Milky 19.74%
    Alcoholic 17.01%
    Cocoa 16.54%
    Cooling 16.19%
    Buttery 16.07%

     

    Flavor
    Odorless 71.95%
    Mild 35.33%
    Very mild 33.01%
    Bland 31.69%
    Bitter 31.51%
    Yeast 25.13%
    Sweet-like 23.67%
    Faint 23.14%
    Nitrile 19.49%
    Bread crust 19.13%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -4.3

    pKa est.
    4.62 (weak acid)

    Molecular weight
    276.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    455°C

    Flash point

    • 297.71 ˚C est.

  • Synonyms

    • 1116-22-9
    • gamma-Glutamylglutamate
    • gamma-glutamylglutamic acid
    • 6018KCN7X2
    • L-gamma-glutamyl-L-glutamic acid
    • (2S)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]pentanedioic acid
    • (2S)-2-(((4S)-4-amino-4-carboxybutanoyl)amino)pentanedioic acid
    • RefChem:924402
    • 214-233-2
    • H-Gamma-Glu-Glu-OH
    • gamma-GLU-GLU
    • (S)-2-((S)-4-Amino-4-carboxybutanamido)pentanedioic acid
    • gamma-L-glutamyl-L-glutamic acid
    • H-Glu(Glu-OH)-OH
    • G-Glu-Glu
    • MFCD00002630
    • (5-L-Glutamyl)-L-glutamate
    • N-gamma-L-Glutamyl-L-glutamic acid
    • L-|A-Glutamyl-L-glutamic acid
    • (2~{S})-2-[[(4~{S})-4-azanyl-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]pentanedioic acid
    • (S)-2-[(S)-4-Amino-4-carboxybutanamido]pentanedioic Acid
    • LysW-glutamate
    • LysW-L-glutamate
    • EINECS 214-233-2
    • gamma-L-Glu-L-Glu
    • Gamma Glutamylglutamic acid
    • 5-GLUTAMYL GLUTAMATE
    • L--Glutamyl-L-glutamic acid
    • SCHEMBL236257
    • UNII-6018KCN7X2
    • CHEBI:73705
    • DTXSID20912237
    • (2S)-2-[(4S)-4-amino-4-carboxybutanamido]pentanedioic acid
    • .gamma.-L-glutamyl-L-glutamic acid
    • .GAMMA.-GLUTAMYLGLUTAMIC ACID
    • LysW-gamma-(L-glutamyl)-L-glutamate
    • AKOS016014286
    • AS-76975
    • DA-74124
    • FG108030
    • L-Glutamic acid, N-L-.gamma.-glutamyl-
    • SY067483
    • HY-118090
    • L-.GAMMA.-GLUTAMYL-L-GLUTAMIC ACID
    • CS-0065178
    • L-GLUTAMIC ACID, L-.GAMMA.-GLUTAMYL-
    • C05282
    • C20948
    • G77234
    • N-(4-Amino-4-carboxybutanoyl)glutamic acid #
    • GLUTAMIC ACID, N-L-.GAMMA.-GLUTAMYL-, L-
    • Q27143983
    • N-(4-Amino-4-carboxy-1-hydroxybutylidene)glutamic acid
    • (2S)-2-[[(4S)-4-amino-4-carboxy-butanoyl]amino]pentanedioic acid
    • N-[(4S)-4-Amino-4-carboxy-1-hydroxybutylidene]-L-glutamic acid
    • KSN
    • 1116-22-9

  • Applications

    L-gamma-glutamyl-L-glutamic acid (CAS 1116-22-9) is primarily used as a dipeptide building block in chemical and biochemical synthesis, serving as an intermediate for peptide synthesis and as a substrate or reference compound in enzymology studies related to gamma-glutamyl transpeptidase. In flavor science, its gamma-glutamyl linkage makes it of interest as a potential flavor precursor or umami contributor in food-processing research, with related compounds commonly evaluated for taste enhancement. In cosmetics and personal care, it is investigated as an amino acid derivative that can be incorporated into peptide-based formulations or used as a conditioning or nutrient-like ingredient, depending on the formulation. In pharmaceutical development and analytical settings, it may be encountered as an intermediate or reference material in synthetic routes to more complex peptides or active ingredients, and as a standard or reagent for method development. In industry, it can serve as a chemical building block for laboratory-scale synthesis and materials development under appropriate regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.29
    methanol 1.39
    isopropanol 0.17
    water 28.8
    ethyl acetate 0.1
    n-propanol 0.15
    acetone 0.25
    n-butanol 0.12
    acetonitrile 0.09
    DMF 47.2
    toluene 0.05
    isobutanol 0.09
    1,4-dioxane 0.71
    methyl acetate 0.14
    THF 0.52
    2-butanone 0.17
    n-pentanol 0.1
    sec-butanol 0.14
    n-hexane 0.06
    ethylene glycol 4.73
    NMP 35.5
    cyclohexane 0.04
    DMSO 76.59
    n-butyl acetate 0.08
    n-octanol 0.1
    chloroform 0.03
    n-propyl acetate 0.08
    acetic acid 2.33
    dichloromethane 0.06
    cyclohexanone 0.47
    propylene glycol 2.54
    isopropyl acetate 0.09
    DMAc 33.31
    2-ethoxyethanol 2.17
    isopentanol 0.12
    n-heptane 0.05
    ethyl formate 0.27
    1,2-dichloroethane 0.06
    n-hexanol 0.11
    2-methoxyethanol 6.91
    isobutyl acetate 0.03
    tetrachloromethane 0.02
    n-pentyl acetate 0.08
    transcutol 4.01
    n-heptanol 0.12
    ethylbenzene 0.05
    MIBK 0.12
    2-propoxyethanol 1.51
    tert-butanol 0.32
    MTBE 0.12
    2-butoxyethanol 0.86
    propionic acid 0.54
    o-xylene 0.12
    formic acid 26.85
    diethyl ether 0.12
    m-xylene 0.06
    p-xylene 0.07
    chlorobenzene 0.02
    dimethyl carbonate 0.8
    n-octane 0.03
    formamide 23.01
    cyclopentanone 0.56
    2-pentanone 0.15
    anisole 0.15
    cyclopentyl methyl ether 0.28
    gamma-butyrolactone 1.05
    1-methoxy-2-propanol 3.67
    pyridine 0.31
    3-pentanone 0.2
    furfural 2.98
    n-dodecane 0.01
    diethylene glycol 5.91
    diisopropyl ether 0.05
    tert-amyl alcohol 0.32
    acetylacetone 0.5
    n-hexadecane 0.01
    acetophenone 0.29
    methyl propionate 0.33
    isopentyl acetate 0.07
    trichloroethylene 0.09
    n-nonanol 0.11
    cyclohexanol 0.24
    benzyl alcohol 0.25
    2-ethylhexanol 0.07
    isooctanol 0.08
    dipropyl ether 0.2
    1,2-dichlorobenzene 0.03
    ethyl lactate 0.53
    propylene carbonate 0.49
    n-methylformamide 6.16
    2-pentanol 0.11
    n-pentane 0.03
    1-propoxy-2-propanol 0.9
    1-methoxy-2-propyl acetate 0.43
    2-(2-methoxypropoxy) propanol 1.77
    mesitylene 0.06
    ε-caprolactone 0.55
    p-cymene 0.05
    epichlorohydrin 0.4
    1,1,1-trichloroethane 0.02
    2-aminoethanol 2.92
    morpholine-4-carbaldehyde 19.69
    sulfolane 10.9
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 0.2
    n-hexyl acetate 0.1
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 2.04
    sec-butyl acetate 0.05
    tert-butyl acetate 0.16
    decalin 0.03
    glycerin 19.36
    diglyme 4.3
    acrylic acid 1.3
    isopropyl myristate 0.05
    n-butyric acid 0.4
    acetyl acetate 0.12
    di(2-ethylhexyl) phthalate 0.15
    ethyl propionate 0.14
    nitromethane 3.11
    1,2-diethoxyethane 0.29
    benzonitrile 0.08
    trioctyl phosphate 0.1
    1-bromopropane 0.03
    gamma-valerolactone 4.06
    n-decanol 0.08
    triethyl phosphate 0.24
    4-methyl-2-pentanol 0.08
    propionitrile 0.06
    vinylene carbonate 0.51
    1,1,2-trichlorotrifluoroethane 3.39
    DMS 0.28
    cumene 0.05
    2-octanol 0.08
    2-hexanone 0.11
    octyl acetate 0.07
    limonene 0.06
    1,2-dimethoxyethane 3.0
    ethyl orthosilicate 0.22
    tributyl phosphate 0.12
    diacetone alcohol 1.08
    N,N-dimethylaniline 0.42
    acrylonitrile 0.17
    aniline 0.17
    1,3-propanediol 1.75
    bromobenzene 0.01
    dibromomethane 0.03
    1,1,2,2-tetrachloroethane 0.13
    2-methyl-cyclohexyl acetate 0.12
    tetrabutyl urea 0.35
    diisobutyl methanol 0.08
    2-phenylethanol 0.17
    styrene 0.04
    dioctyl adipate 0.1
    dimethyl sulfate 4.52
    ethyl butyrate 0.12
    methyl lactate 2.56
    butyl lactate 0.38
    diethyl carbonate 0.1
    propanediol butyl ether 1.43
    triethyl orthoformate 0.24
    p-tert-butyltoluene 0.05
    methyl 4-tert-butylbenzoate 0.6
    morpholine 1.13
    tert-butylamine 0.14
    n-dodecanol 0.06
    dimethoxymethane 3.95
    ethylene carbonate 0.29
    cyrene 3.27
    2-ethoxyethyl acetate 0.21
    2-ethylhexyl acetate 0.06
    1,2,4-trichlorobenzene 0.05
    4-methylpyridine 0.26
    dibutyl ether 0.1
    2,6-dimethyl-4-heptanol 0.08
    DEF 1.68
    dimethyl isosorbide 2.39
    tetrachloroethylene 0.13
    eugenol 0.89
    triacetin 0.4
    span 80 1.02
    1,4-butanediol 0.76
    1,1-dichloroethane 0.02
    2-methyl-1-pentanol 0.1
    methyl formate 3.12
    2-methyl-1-butanol 0.13
    n-decane 0.02
    butyronitrile 0.06
    3,7-dimethyl-1-octanol 0.07
    1-chlorooctane 0.03
    1-chlorotetradecane 0.01
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.02
    cyclooctane 0.03
    cyclopentanol 0.22
    tetrahydropyran 0.16
    tert-amyl methyl ether 0.2
    2,5,8-trioxanonane 4.06
    1-hexene 0.07
    2-isopropoxyethanol 0.73
    2,2,2-trifluoroethanol 2.18
    methyl butyrate 0.21

    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