epsilon-(gamma-Glutamyl)lysine

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  • Identifiers

    CAS number
    17105-15-6

    Molecular formula
    C11H21N3O5

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 64.18%
    Savory 44.19%
    Meaty 32.17%
    Fishy 31.19%
    Sweet 25.46%
    Cooling 24.84%
    Cooked 18.2%
    Alcoholic 17.67%
    Oily 17.44%
    Milky 17.11%

     

    Flavor
    Odorless 66.92%
    Bitter 37.27%
    Mild 34.53%
    Bland 33.65%
    Faint 24.31%
    Sweet-like 23.91%
    Yeast 22.43%
    Very mild 22.17%
    Nitrile 20.01%
    Bouillon 19.06%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -6.3

    pKa est.
    5.65 (weak acid)

    Molecular weight
    275.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    516°C

    Flash point

    • 268.0 ˚C est.

  • Synonyms

    • 17105-15-6
    • epsilon-(gamma-Glutamyl)-lysine
    • epsilon-(gamma-L-Glutamyl)-L-lysine
    • N(6)-L-gamma-Glutamyl-L-lysine
    • Epsilon-(gamma-glu)-lys
    • N(epsilon)-(gamma-Glutamyl)-lysine
    • CHEBI:88494
    • O19B8F457C
    • epsilon-(gamma-Glutamyl)lysine
    • epsilon-(gamma-Glutamyl)lysine isodipeptide
    • (2S)-2-amino-6-[[(4S)-4-amino-4-carboxybutanoyl]amino]hexanoic acid
    • GGEL peptide
    • (2S)-2-amino-6-[(4S)-4-amino-4-carboxybutanamido]hexanoic acid
    • (2S)-2-amino-6-((4S)-4-amino-4-carboxybutanamido)hexanoic acid
    • (2S)-2-amino-6-(((4S)-4-amino-4-carboxybutanoyl)amino)hexanoic acid
    • (2S)-2-azaniumyl-6-(((4S)-4-azaniumyl-4-carboxylatobutanoyl)amino)hexanoate
    • RefChem:921070
    • DTXCID401366467
    • DTXSID90937917
    • H-Glu(H-Lys-OH)-OH
    • (S)-2-Amino-6-((S)-4-amino-4-carboxybutanamido)hexanoic acid
    • MFCD00055787
    • gamma-Glu-epsilon-Lys (TFA)
    • gamma-Glu-epsilon-Lys
    • |A-Glu-|A-Lys
    • N6-L-gamma-Glutamyl-L-lysine
    • Nepsilon-(gamma-Glutamyl)-L-lysine
    • DIPEPTIDE-9
    • gamma-glutamyl-epsilon-lysine
    • L-Lysine,n6-l-g-glutamyl-
    • SCHEMBL365299
    • orb1691519
    • JPKNLFVGUZRHOB-YUMQZZPRSA-N
    • L-gamma-glutamyl-L-epsilon-lysine
    • L-Lysine, N6-L-gamma-glutamyl-
    • epsilon-(L-gamma-glutamyl)-L-lysine
    • |A-Glu-|A-Lys pound TFA pound(c)
    • AKOS040756995
    • AS-85937
    • DA-64140
    • FG108037
    • HY-113089
    • CS-0059531
    • C21730
    • G77711
    • Q27160374
    • (S)-2-Amino-6-((S)-4-amino-4-carboxybutanamido)hexanoicacid
    • 17105-15-6

  • Applications

    epsilon-(gamma-Glutamyl)lysine (CAS 17105-15-6) is primarily used in research and analytical contexts as a standard substrate for studying transglutaminase (TGase)-catalyzed isopeptide crosslinking, and as a calibration reference for assays that quantify TGase activity or crosslinks by HPLC/LC-MS; it also serves as a model compound in biomaterials and polymer science to study TGase-induced protein crosslink networks in protein-based hydrogels and films; in food science research, it is used to investigate TGase-mediated crosslinking in gluten-containing systems to understand texture modification; it may be used as an educational reference to illustrate enzyme-catalyzed crosslinking in peptide chemistry.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.08
    methanol 0.52
    isopropanol 0.04
    water 109.11
    ethyl acetate 0.06
    n-propanol 0.05
    acetone 0.06
    n-butanol 0.05
    acetonitrile 0.04
    DMF 2.87
    toluene 0.04
    isobutanol 0.04
    1,4-dioxane 0.15
    methyl acetate 0.04
    THF 0.19
    2-butanone 0.06
    n-pentanol 0.05
    sec-butanol 0.04
    n-hexane 0.04
    ethylene glycol 3.04
    NMP 12.72
    cyclohexane 0.06
    DMSO 26.37
    n-butyl acetate 0.03
    n-octanol 0.03
    chloroform 0.03
    n-propyl acetate 0.03
    acetic acid 2.4
    dichloromethane 0.04
    cyclohexanone 0.33
    propylene glycol 1.14
    isopropyl acetate 0.05
    DMAc 5.52
    2-ethoxyethanol 0.59
    isopentanol 0.06
    n-heptane 0.04
    ethyl formate 0.12
    1,2-dichloroethane 0.04
    n-hexanol 0.06
    2-methoxyethanol 1.6
    isobutyl acetate 0.02
    tetrachloromethane 0.03
    n-pentyl acetate 0.04
    transcutol 1.38
    n-heptanol 0.06
    ethylbenzene 0.04
    MIBK 0.07
    2-propoxyethanol 0.51
    tert-butanol 0.07
    MTBE 0.03
    2-butoxyethanol 0.36
    propionic acid 0.33
    o-xylene 0.1
    formic acid 36.57
    diethyl ether 0.04
    m-xylene 0.05
    p-xylene 0.05
    chlorobenzene 0.02
    dimethyl carbonate 0.23
    n-octane 0.02
    formamide 15.02
    cyclopentanone 0.34
    2-pentanone 0.08
    anisole 0.05
    cyclopentyl methyl ether 0.17
    gamma-butyrolactone 0.55
    1-methoxy-2-propanol 0.84
    pyridine 0.15
    3-pentanone 0.11
    furfural 1.74
    n-dodecane 0.01
    diethylene glycol 2.67
    diisopropyl ether 0.03
    tert-amyl alcohol 0.09
    acetylacetone 0.25
    n-hexadecane 0.01
    acetophenone 0.13
    methyl propionate 0.12
    isopentyl acetate 0.04
    trichloroethylene 0.07
    n-nonanol 0.04
    cyclohexanol 0.18
    benzyl alcohol 0.12
    2-ethylhexanol 0.04
    isooctanol 0.05
    dipropyl ether 0.08
    1,2-dichlorobenzene 0.03
    ethyl lactate 0.25
    propylene carbonate 0.31
    n-methylformamide 1.15
    2-pentanol 0.05
    n-pentane 0.02
    1-propoxy-2-propanol 0.31
    1-methoxy-2-propyl acetate 0.18
    2-(2-methoxypropoxy) propanol 0.57
    mesitylene 0.05
    ε-caprolactone 0.35
    p-cymene 0.03
    epichlorohydrin 0.17
    1,1,1-trichloroethane 0.02
    2-aminoethanol 1.23
    morpholine-4-carbaldehyde 4.46
    sulfolane 6.59
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 0.09
    n-hexyl acetate 0.05
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 0.7
    sec-butyl acetate 0.03
    tert-butyl acetate 0.08
    decalin 0.02
    glycerin 12.49
    diglyme 1.16
    acrylic acid 1.01
    isopropyl myristate 0.02
    n-butyric acid 0.34
    acetyl acetate 0.09
    di(2-ethylhexyl) phthalate 0.08
    ethyl propionate 0.06
    nitromethane 1.26
    1,2-diethoxyethane 0.08
    benzonitrile 0.05
    trioctyl phosphate 0.05
    1-bromopropane 0.02
    gamma-valerolactone 1.56
    n-decanol 0.03
    triethyl phosphate 0.1
    4-methyl-2-pentanol 0.04
    propionitrile 0.03
    vinylene carbonate 0.31
    1,1,2-trichlorotrifluoroethane 2.74
    DMS 0.13
    cumene 0.04
    2-octanol 0.04
    2-hexanone 0.05
    octyl acetate 0.03
    limonene 0.05
    1,2-dimethoxyethane 0.53
    ethyl orthosilicate 0.1
    tributyl phosphate 0.06
    diacetone alcohol 0.48
    N,N-dimethylaniline 0.13
    acrylonitrile 0.07
    aniline 0.12
    1,3-propanediol 0.86
    bromobenzene 0.01
    dibromomethane 0.02
    1,1,2,2-tetrachloroethane 0.09
    2-methyl-cyclohexyl acetate 0.07
    tetrabutyl urea 0.14
    diisobutyl methanol 0.04
    2-phenylethanol 0.1
    styrene 0.03
    dioctyl adipate 0.04
    dimethyl sulfate 1.53
    ethyl butyrate 0.06
    methyl lactate 1.02
    butyl lactate 0.2
    diethyl carbonate 0.04
    propanediol butyl ether 0.6
    triethyl orthoformate 0.1
    p-tert-butyltoluene 0.04
    methyl 4-tert-butylbenzoate 0.31
    morpholine 0.25
    tert-butylamine 0.04
    n-dodecanol 0.03
    dimethoxymethane 0.53
    ethylene carbonate 0.19
    cyrene 1.72
    2-ethoxyethyl acetate 0.09
    2-ethylhexyl acetate 0.03
    1,2,4-trichlorobenzene 0.05
    4-methylpyridine 0.1
    dibutyl ether 0.03
    2,6-dimethyl-4-heptanol 0.04
    DEF 0.45
    dimethyl isosorbide 0.99
    tetrachloroethylene 0.14
    eugenol 0.39
    triacetin 0.18
    span 80 0.51
    1,4-butanediol 0.39
    1,1-dichloroethane 0.01
    2-methyl-1-pentanol 0.05
    methyl formate 0.75
    2-methyl-1-butanol 0.06
    n-decane 0.01
    butyronitrile 0.03
    3,7-dimethyl-1-octanol 0.03
    1-chlorooctane 0.02
    1-chlorotetradecane 0.01
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.01
    cyclooctane 0.04
    cyclopentanol 0.16
    tetrahydropyran 0.07
    tert-amyl methyl ether 0.06
    2,5,8-trioxanonane 1.22
    1-hexene 0.04
    2-isopropoxyethanol 0.25
    2,2,2-trifluoroethanol 2.39
    methyl butyrate 0.09

    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