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D-Lysine (CAS 923-27-3)

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Alternate Names:
(R)-2,6-Diaminocaproic acid
Application:
D-Lysine is used as a component of a wide array of polymers (poly-D-lysine), surfactants and biofilms
CAS Number:
923-27-3
Purity:
≥99%
Molecular Weight:
146.19
Molecular Formula:
C6H14N2O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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D-Lysine, an enantiomer of the common amino acid L-lysine, is employed in various research applications to explore protein structure and function. In the study of enzymatic specificity, D-Lysine serves as a tool to understand how enzymes distinguish between molecule orientations, which is fundamental in the synthesis of biologically active compounds. It is also used in the field of proteomics to investigate post-translational modifications, especially in the context of epigenetic regulation where the modification of histones can alter the expression of genetic information. Additionally, D-Lysine is incorporated into the design of peptide-based materials due to its ability to influence structural stability and form unique secondary structures, contributing to the advancement of nanotechnology and material sciences.


D-Lysine (CAS 923-27-3) References

  1. Radical triplets and suicide inhibition in reactions of 4-thia-D- and 4-thia-L-lysine with lysine 5,6-aminomutase.  |  Tang, KH., et al. 2009. Biochemistry. 48: 8151-60. PMID: 19634897
  2. Genetic incorporation of D-lysine into diketoreductase in Escherichia coli cells.  |  Liu, Z., et al. 2012. Amino Acids. 43: 2553-9. PMID: 22569959
  3. Development of D-lysine-assisted 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide/N-hydroxysuccinimide-initiated cross linking of collagen matrix for design of scaffold.  |  Krishnamoorthy, G., et al. 2013. J Biomed Mater Res A. 101: 1173-83. PMID: 23090865
  4. D-lysine effectively decreases the non-enzymic glycation of proteins in vitro.  |  Sensi, M., et al. 1989. Clin Chem. 35: 384-7. PMID: 2493343
  5. Lysine-based chiral vesicles.  |  Li, G., et al. 2014. J Colloid Interface Sci. 431: 233-40. PMID: 25016167
  6. Effects of D-Lysine Substitutions on the Activity and Selectivity of Antimicrobial Peptide CM15.  |  Kaminski, HM. and Feix, JB. 2011. Polymers (Basel). 3: 2088-2106. PMID: 30405905
  7. Crystal Structure of d-Ornithine/d-Lysine Decarboxylase, a Stereoinverting Decarboxylase: Implications for Substrate Specificity and Stereospecificity of Fold III Decarboxylases.  |  Phillips, RS., et al. 2019. Biochemistry. 58: 1038-1042. PMID: 30699288
  8. Chiral Enantioselective Assemblies Induced from Achiral Porphyrin by l- and d-Lysine.  |  Wu, S., et al. 2019. Langmuir. 35: 16761-16769. PMID: 31769990
  9. Evaluation and Optimization of Poly-d-Lysine as a Non-Natural Cationic Polypeptide for Gene Transfer in Neuroblastoma Cells.  |  Sanchez-Martos, M., et al. 2021. Nanomaterials (Basel). 11: PMID: 34361142
  10. D-lysine catabolic pathway in Pseudomonas putida: interrelations with L-lysine catabolism.  |  Chang, YF. and Adams, E. 1974. J Bacteriol. 117: 753-64. PMID: 4359655
  11. D-lysine reduces the non-enzymatic glycation of proteins in experimental diabetes mellitus in rats.  |  Sensi, M., et al. 1993. Diabetologia. 36: 797-801. PMID: 8405749
  12. D-lysine production from L-lysine by successive chemical racemization and microbial asymmetric degradation.  |  Takahashi, E., et al. 1997. Appl Microbiol Biotechnol. 47: 347-51. PMID: 9163947

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

D-Lysine, 1 g

sc-255059
1 g
$108.00

D-Lysine, 5 g

sc-255059A
5 g
$318.00

D-Lysine, 25 g

sc-255059B
25 g
$1434.00

D-Lysine, 100 g

sc-255059C
100 g
$4086.00