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Nε-(1-Carboxymethyl)-L-lysine (CAS 5746-04-3) - chemical structure image
Molecular structure of Nε-(1-Carboxymethyl)-L-lysine, CAS Number: 5746-04-3
Nε-(1-Carboxymethyl)-L-lysine (CAS 5746-04-3) - chemical structure image
Molecular structure of Nε-(1-Carboxymethyl)-L-lysine, CAS Number: 5746-04-3
Molecular structure of Nε-(1-Carboxymethyl)-L-lysine, CAS Number: 5746-04-3

Nε-(1-Carboxymethyl)-L-lysine (CAS 5746-04-3)

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Alternate Names:
N6-(Carboxymethyl)lysine
Application:
Nε-(1-Carboxymethyl)-L-lysine is a nonenzymatic chemical modification of lysine
CAS Number:
5746-04-3
Purity:
≥97%
Molecular Weight:
204.22
Molecular Formula:
C8H16N2O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Description
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SDS & Certificate of Analysis

Nε-(1-Carboxymethyl)-L-lysine is used to study the impact of glycation on protein-protein interactions and cellular signaling pathways. It is involved in regulating the MAPK cellular signaling pathways. Nε-(1-Carboxymethyl)-L-lysine is an advanced glycation end product (AGE),a product from oxidative modification of glycated proteins under conditions of oxidative stress. Notably, Nε-(1-Carboxymethyl)-L-lysine activates the membrane-bound receptor for AGEs (RAGE), thereby initiating signaling cascades involving MAPKs and NF-κB. Intriguingly, shortening of RAGE leads to the generation of a soluble protein that binds to Nε-(1-Carboxymethyl)-L-lysine, subsequently reducing its signaling effects.


Nε-(1-Carboxymethyl)-L-lysine (CAS 5746-04-3) References

  1. Isotope dilution ESI-LC-MS/MS for quantification of free and total Nε-(1-Carboxymethyl)-L-Lysine and free Nε-(1-Carboxyethyl)-L-Lysine: comparison of total Nε-(1-Carboxymethyl)-L-Lysine levels measured with new method to ELISA assay in gruel samples.  |  Tareke, E., et al. 2013. Food Chem. 141: 4253-9. PMID: 23993613
  2. Role of methylglyoxal in Alzheimer's disease.  |  Angeloni, C., et al. 2014. Biomed Res Int. 2014: 238485. PMID: 24734229
  3. Carbon nanotube-bilirubin oxidase bioconjugate as a new biofuel cell label for self-powered immunosensor.  |  Cheng, J., et al. 2014. Anal Chem. 86: 11782-8. PMID: 25371137
  4. Influence of home cooking conditions on Maillard reaction products in beef.  |  Trevisan, AJ., et al. 2016. Food Chem. 196: 161-9. PMID: 26593478
  5. Glycolysis-Derived Compounds From Astrocytes That Modulate Synaptic Communication.  |  Gonçalves, CA., et al. 2018. Front Neurosci. 12: 1035. PMID: 30728759
  6. Dietary and Plasma Carboxymethyl Lysine and Tumor Necrosis Factor-α as Mediators of Body Mass Index and Waist Circumference among Women in Indonesia.  |  Liman, PB., et al. 2019. Nutrients. 11: PMID: 31847322
  7. Accelerated osteocyte senescence and skeletal fragility in mice with type 2 diabetes.  |  Eckhardt, BA., et al. 2020. JCI Insight. 5: PMID: 32267250
  8. Development and Application of Mass Spectroscopy Assays for Nε-(1-Carboxymethyl)-L-Lysine and Pentosidine in Renal Failure and Diabetes.  |  O'Grady, KL., et al. 2020. J Appl Lab Med. 5: 558-568. PMID: 32445362
  9. Update on the pathogenesis and treatment of skeletal fragility in type 2 diabetes mellitus.  |  Khosla, S., et al. 2021. Nat Rev Endocrinol. 17: 685-697. PMID: 34518671
  10. Controlled Formation of Carboxymethyllysine in Bone Matrix through Designed Glycation Reaction.  |  Sroga, GE. and Vashishth, D. 2021. JBMR Plus. 5: e10548. PMID: 34761150
  11. Influence of Lactose on the Maillard Reaction and Dehydroalanine-Mediated Protein Cross-Linking in Casein and Whey.  |  Nielsen, SD., et al. 2022. Foods. 11: PMID: 35406984
  12. Selective transportation and energy homeostasis regulation of dietary advanced glycation end-products in human intestinal Caco-2 cells.  |  Wu, Y., et al. 2022. Food Chem. 391: 133284. PMID: 35640343
  13. Formation of volatile flavor compounds, maillard reaction products and potentially hazard substance in China stir-frying beef sao zi.  |  Bai, S., et al. 2022. Food Res Int. 159: 111545. PMID: 35940754

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Nε-(1-Carboxymethyl)-L-lysine, 5 mg

sc-212438A
5 mg
$156.00

Nε-(1-Carboxymethyl)-L-lysine, 10 mg

sc-212438
10 mg
$395.00

Nε-(1-Carboxymethyl)-L-lysine, 25 mg

sc-212438B
25 mg
$550.00

Nε-(1-Carboxymethyl)-L-lysine, 50 mg

sc-212438C
50 mg
$738.00

Nε-(1-Carboxymethyl)-L-lysine, 100 mg

sc-212438D
100 mg
$1574.00

Is it possible to reconstitute just a portion of CML at a time or is it recommended to reconstitute the entire vial at once? Additionally, is it possible to reconstitute CML in PBS and store aliquots at -20C for a short period of time? Thank you.

Asked by: ODuc
Thank you for your question . It is possible but it will likely not be stable after short period of time as it will recommended to be stored under inert gas (argon) and protect from moisture.
Answered by: BlakeJ
Date published: 2023-01-26

I want to ask about the storage temperature of Nε-(1-Carboxymethyl)-L-lysine (CAS 5746-04-3) , can I storage at -80C? and how long can I keep the standard (the expired date after it is opened) thank you for your attention

Asked by: yuttika
We recommend storing at -20C, we are not able to find any data on storage at -80C. All of our products are warrantied for one year from the date purchased. If a CoA with an expiration date is needed, please inquire with Technical Service and one will be provided to you. Please note that all CoAs are lot-specific.
Answered by: Technical Support
Date published: 2019-01-26
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Rated 5 out of 5 by from I've published two articles by the CML standardThe CML standard is so good. I've used it to do my research for about 4 years. You deserve it. As you see, I've published two articles by it. (Li, M. et al.)
Date published: 2017-01-19
Rated 5 out of 5 by from BrouwersBrouwers, O. et al. (PubMed 23899787) found that the advanced glycation endproducts N -(1-carboxymethyl)lysine and its precursor 3-deoxyglucosone were significantly elevated in the diabetic hearts of rats. -SCBT Publication Review
Date published: 2015-01-31
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Nε-(1-Carboxymethyl)-L-lysine is rated 5.0 out of 5 by 2.
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