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CAS 5746-04-3

:

Nε-(Carboxymethyl)lysine

Description:
Nε-(Carboxymethyl)lysine, commonly referred to as CML, is a derivative of the amino acid lysine, characterized by the addition of a carboxymethyl group to the epsilon amino group of lysine. This compound is notable for its role as a marker of advanced glycation end products (AGEs), which are formed through the non-enzymatic reaction between sugars and proteins. CML is often studied in the context of diabetes and aging, as it is associated with oxidative stress and inflammation. It is a white to off-white solid that is soluble in water, making it suitable for various biochemical applications. The presence of the carboxymethyl group imparts acidic properties, allowing it to participate in various chemical reactions. CML is also of interest in food chemistry, as it can form during the cooking of certain foods, contributing to flavor and color changes. Its biological significance and potential implications in health and disease make it a subject of ongoing research in the fields of biochemistry and nutrition.
Formula:C8H16N2O4
InChI:InChI=1S/C8H16N2O4/c9-6(8(13)14)3-1-2-4-10-5-7(11)12/h6,10H,1-5,9H2,(H,11,12)(H,13,14)/t6-/m0/s1
InChI key:InChIKey=NUXSIDPKKIEIMI-LURJTMIESA-N
SMILES:C([C@@H](C(O)=O)N)CCCNCC(O)=O
Synonyms:
  • (2S)-2-Amino-6-(carboxymethylamino)hexanoic acid
  • <span class="text-smallcaps">L</span>-Lysine, N<sup>6</sup>-(carboxymethyl)-
  • L-Lysine,N6-(carboxymethyl)-
  • Lysine, N<sup>6</sup>-(carboxymethyl)-, <span class="text-smallcaps">L</span>-
  • Lysine,N6-(carboxymethyl)-, L- (8CI)
  • N-(3-chloro-4-fluorophenyl)-2-[(2-chlorophenyl)sulfanyl]acetamide
  • N6-(1-Carboxymethyl)-L-lysine
  • N6-(Carboxymethyl)lysine
  • N<sup>6</sup>-(Carboxymethyl)-<span class="text-smallcaps">L</span>-lysine
  • N<sup>6</sup>-(Carboxymethyl)lysine
  • See more synonyms
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Found 8 products.
  • Cml

    CAS:
    Formula:C8H16N2O4
    Purity:98%
    Color and Shape:Solid
    Molecular weight:204.2236

    Ref: IN-DA00EDB9

    5mg
    568.00€
    25mg
    To inquire
  • (2S)-2-Amino-6-(carboxymethylamino)hexanoic acid hydrochloride

    CAS:
    <p>(2S)-2-Amino-6-(carboxymethylamino)hexanoic acid hydrochloride</p>
    Purity:95%
    Color and Shape:Solid
    Molecular weight:240.68g/mol

    Ref: 54-OR480351

    ne
    To inquire
  • N6-(Carboxymethyl)-L-Lysine

    CAS:
    Formula:C8H16N2O4
    Molecular weight:204.23

    Ref: 4Z-L-138025

    5mg
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    10mg
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    25mg
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    50mg
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    100mg
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  • Nε-(1-Carboxymethyl)-L-lysine

    CAS:
    <p>Applications CEL and CML are two stable, nonenzymatic chemical modifications of protein lysine residues resulting from glycation and oxidation reactions.<br>References Fu, M.X., et al.: J. Biol. Chem., 271, 9982 (1996), Ahmed M.U., et al.: Biochem.J., 324, 565 (1997), Schleicher, E.D., et al.: J. Clin. Invest., 99, 457 (1997), Shibayama, R., et al.: Diabetes, 48, 1842 (1999),<br></p>
    Formula:C8H16N2O4
    Color and Shape:Neat
    Molecular weight:204.22

    Ref: TR-C180075

    1mg
    125.00€
    5mg
    237.00€
    10mg
    329.00€
  • N-ε-(1-Carboxymethyl)-L-lysine

    CAS:
    <p>N-ε-(1-Carboxymethyl)-L-lysine (NEM) is a versatile building block that is used in the synthesis of complex compounds. It is a reagent and speciality chemical that can be used as an intermediate to produce other useful chemicals or as a reaction component. It has been shown to be useful in the synthesis of peptides, oligonucleotides, and organic molecules. NEM has also been shown to have high quality and purity, making it a useful scaffold for further research into new compounds.</p>
    Formula:C8H16N2O4
    Purity:Min. 97%
    Color and Shape:White Powder
    Molecular weight:204.22 g/mol

    Ref: 3D-FC19791

    25mg
    430.00€
    50mg
    728.00€
    100mg
    863.00€
    250mg
    1,086.00€
    500mg
    1,952.00€
  • (2S)-2-amino-6-[(carboxymethyl)amino]hexanoic acid

    CAS:
    Formula:C8H16N2O4
    Purity:98%
    Color and Shape:White crystalline powder
    Molecular weight:204.226

    Ref: 10-F402228

    1g
    2,743.00€
    5mg
    273.00€
    25mg
    325.00€
    100mg
    461.00€
    250mg
    880.00€
  • Nε-(Carboxymethyl)-L-lysine-2,6,6-d3

    Controlled Product
    CAS:
    Formula:C8H13D3N2O4
    Color and Shape:Neat
    Molecular weight:207.24

    Ref: TR-C180076

    1mg
    236.00€
    2500µg
    407.00€
  • Nε-(1-Carboxymethyl)-L-lysine

    CAS:
    <p>Nε-(1-Carboxymethyl)-L-lysine (CML), an advanced glycation end product (AGE), is formed through the oxidative modification of glycated proteins under conditions of oxidative stress.1,2,3 Its levels escalate with age, diabetes, cancer, vascular diseases, and various pathologies associated with oxidative stress.1,4,5 CML interacts with the membrane-bound receptor for AGEs (RAGE), initiating signaling via MAPKs and NF-κB pathways. Conversely, a truncated version of RAGE generates a soluble protein that sequesters CML, thereby diminishing this signaling.6,7</p>
    Formula:C8H16N2O4
    Color and Shape:Solid
    Molecular weight:204.2