914088
N6-((2-Azidoethoxy)carbonyl)-L-lysine hydrochloride
≥95%
Sinónimos:
(S)-2-amino-6-((2-azidoethoxy)carbonylamino)hexanoic acid hydrochloride, Clickable amino acid for bioconjugation, H-L-Lys(EO-N3)-OH HCl, Lysine-azide, UAA crosslinker
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Acerca de este artículo
Fórmula empírica (notación de Hill):
C9H17N5O4 · xHCl
Número CAS:
Peso molecular:
259.26 (free base basis)
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.26
Servicio técnico
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Permítanos ayudarleQuality Level
assay
≥95%
form
powder
storage temp.
−20°C
SMILES string
[N+](=[N-])=NCCOC(=O)NCCCC[C@H](N)C(=O)O.C
InChI
1S/C9H17N5O4.CH4/c10-7(8(15)16)3-1-2-4-12-9(17)18-6-5-13-14-11;/h7H,1-6,10H2,(H,12,17)(H,15,16);1H4/t7-;/m0./s1
InChI key
LQERWAMRZNEGIE-FJXQXJEOSA-N
Application
N6-((2-Azidoethoxy)carbonyl)-L-lysine hydrochloride is a clickable amino acid derivative for site-specific incorporation into recombinant proteins or synthesis of chemical probes and tools for biological applications. This non-canonical lysine possesses an azide for bioorthogonal reaction with alkynes.
Other Notes
Construction of bacterial cells with an active transport system for unnatural amino acids
Semisynthesis of an Active Enzyme by Quantitative Click Ligation
A Robust and Quantitative Reporter System To Evaluate Noncanonical Amino Acid Incorporation in Yeast
An orthogonalized platform for genetic code expansion in both bacteria and eukaryotes
Semisynthesis of an Active Enzyme by Quantitative Click Ligation
A Robust and Quantitative Reporter System To Evaluate Noncanonical Amino Acid Incorporation in Yeast
An orthogonalized platform for genetic code expansion in both bacteria and eukaryotes
signalword
Danger
hcodes
Hazard Classifications
Self-react. C
Clase de almacenamiento
5.2 - Organic peroxides and self-reacting hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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The incorporation of clickable noncanonical amino acids (ncAAs) has proven to an invaluable tool in chemical biology and protein science research. Nevertheless, the number of examples in which the method is used for preparative purposes is extremely limited. We report
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