Chemical Properties
white to off-white powder
Uses
Boc-Lys-OH (Nα-Boc-L-lysine) can be used as a building block to synthesize:
A heterotrifunctional peptide-based linker molecule applicable as a bio-labeling reagent.
Lysine derivatives of azamacrocycle and anthraquinone.
Boc-Lys(Bn4-DTPA)-OH, a precursor to synthesize diethylene triamine pentaacetic acid (DTPA) containing peptides.
A ferrocene-amino acid conjugate which is used in developing chemical warfare agent (CWA) sensor.
Uses
N-Boc-L-lysine is a protected analogue of a major amino acid participating in the binding of AcH to proteins. N-Boc-L-lysine as well as other t-butoxycarbonyl (Boc) amino acids can be converted to their respective amino acids via cleavage of the urethane bond.
Production Methods
L-lysine was added to acetone and Et3N under stirring at 25 °C. After that, di-tert-butyl dicarbonate was added. After 4.5 h, decompression evaporates acetone, and the water layer is extracted with ethyl ether 3 times. The dilute HC1 was added to the aqueous layer to adjust pH 2-3. The crude product was purified to obtain Boc-Lys-OH.
reaction suitability
Boc solid-phase peptide synthesis
References
[1] Patent: CN102993200, 2016, B. Location in patent: Paragraph 0050; 0051; 0052
[2] Journal of Materials Chemistry B, 2014, vol. 2, # 42, p. 7351 - 7359
[3] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995, vol. 34, # 1, p. 45 - 47
[4] Chinese Chemical Letters, 2012, vol. 23, # 3, p. 297 - 300
[5] Patent: CN103833623, 2016, B. Location in patent: Paragraph 0058; 0059; 0062
