774995
N2-[(1,1-Dimethylethoxy)carbonyl]-N6-[(2-propynyloxy)carbonyl]-L-lysine
90%
Synonym(s):
N-α-Boc-propargyl-lysine-OH
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About This Item
Empirical Formula (Hill Notation):
C15H24N2O6
CAS Number:
Molecular Weight:
328.36
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22
Assay
90%
form
liquid
reaction suitability
reaction type: click chemistry
refractive index
n20/D 1.475
density
1.167 g/mL at 25 °C
SMILES string
CC(C)(C)OC(=O)N[C@@H](CCCCNC(=O)OCC#C)C(O)=O
InChI
1S/C15H24N2O6/c1-5-10-22-13(20)16-9-7-6-8-11(12(18)19)17-14(21)23-15(2,3)4/h1,11H,6-10H2,2-4H3,(H,16,20)(H,17,21)(H,18,19)/t11-/m0/s1
InChI key
VHCJWKDEXGPNCX-NSHDSACASA-N
Application
Alkyne modified lysine that has been shown to be incorporated site-specifically into recombinant proteins.
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Duy P Nguyen et al.
Journal of the American Chemical Society, 131(25), 8720-8721 (2009-06-12)
We demonstrate that an orthogonal Methanosarcina barkeri MS pyrrolysyl-tRNA synthetase/tRNA(CUA) pair directs the efficient, site-specific incorporation of N6-[(2-propynyloxy)carbonyl]-L-lysine, containing a carbon-carbon triple bond, and N6-[(2-azidoethoxy)carbonyl]-L-lysine, containing an azido group, into recombinant proteins in Escherichia coli. Proteins containing the alkyne functional
Synthesis of threefold glycosylated proteins using click chemistry and genetically encoded unnatural amino acids.
Emine Kaya et al.
Chembiochem : a European journal of chemical biology, 10(18), 2858-2861 (2009-11-10)
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