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5,5′-Dihydroxylysinonorleucine (CAS 32619-23-1)

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Alternate Names:
(5S,5′S)-Dihydroxy Lysinonorleucine; N6-[(2S,5S)-5-amino-5-carboxy-2-hydroxypentyl]-5-hydroxy-L-lysine
Application:
5,5′-Dihydroxylysinonorleucine is a collagen reducible crosslink agent
CAS Number:
32619-23-1
Molecular Weight:
307.34
Molecular Formula:
C12H25N3O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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5,5′-Dihydroxylysinonorleucine (DHLNL) is a collagen reducible crosslink agent. It works by inhibiting the activity of various enzymes, including cyclooxygenase-2 (COX-2) and phosphodiesterase-4 (PDE4), and modulates the activity of various signaling pathways, including the mitogen-activated protein kinase (MAPK) pathway and the nuclear factor-kappa B (NF-κB) pathway. 5,5′-Dihydroxylysinonorleucine may act to exhibit anti-inflammatory, anti-cancer, and neuroprotective properties.


5,5′-Dihydroxylysinonorleucine (CAS 32619-23-1) References

  1. Synthesis of reduced collagen crosslinks.  |  van den Nieuwendijk, AM., et al. 1999. Bioorg Med Chem Lett. 9: 1673-6. PMID: 10397498
  2. In vitro inhibition of collagen cross links by catechol analogs.  |  Murray, JC., et al. 1977. J Invest Dermatol. 68: 146-50. PMID: 14215
  3. The identity of a cyanogen bromide fragment of bovine dentin collagen containing the site of an intermolecular cross-link.  |  Scott, PG., et al. 1976. Biochemistry. 15: 3191-8. PMID: 182206
  4. Structure elucidation of a senescence cross-link from human extracellular matrix. Implication of pentoses in the aging process.  |  Sell, DR. and Monnier, VM. 1989. J Biol Chem. 264: 21597-602. PMID: 2513322
  5. Effect of experimental chronic renal insufficiency on bone mineral and collagen maturation.  |  Russell, JE. and Avioli, LV. 1972. J Clin Invest. 51: 3072-9. PMID: 4640950
  6. Chemistry of collagen cross-linking: biochemical changes in collagen during the partial mineralization of turkey leg tendon.  |  Knott, L., et al. 1997. Biochem J. 322 (Pt 2): 535-42. PMID: 9065774
  7. Amyloid A: amphipathic helixes and lipid binding.  |  Segrest, JP., et al. 1976. Biochemistry. 15: 3187-91. PMID: 952852
  8. The Collagen Of Heart Valve  |  David Collins, et al. 1977. Biochimica et Biophysica Acta (BBA) - Protein Structure. 495: 129-139.
  9. Reduced Collagen Cross Links: The First Synthesis Of All The Possible (2s,2′S)-Stereoisomers Of 5-Hydroxylysinonorleucine And Of 5,5′-Dihydroxylysinonorleucine In Enantiomerically Pure Form  |  Riccardo Cribiù, et al. 2005. Tetrahedron: Asymmetry. 16: 3059-3069.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5,5′-Dihydroxylysinonorleucine, 500 µg

sc-207059
500 µg
$784.00

5,5′-Dihydroxylysinonorleucine, 1 mg

sc-207059B
1 mg
$940.00

5,5′-Dihydroxylysinonorleucine, 2 mg

sc-207059C
2 mg
$1200.00

5,5′-Dihydroxylysinonorleucine, 5 mg

sc-207059D
5 mg
$2200.00

5,5′-Dihydroxylysinonorleucine, 10 mg

sc-207059E
10 mg
$3500.00