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914088

Sigma-Aldrich

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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About This Item

Fórmula empírica (notación de Hill):
C9H17N5O4 · xHCl
Número de CAS:
1994331-17-7
Peso molecular:
259.26 (free base basis)
Número MDL:
MFCD32066830
Código UNSPSC:
12352209

Nivel de calidad

100

Ensayo

≥95%

Formulario

powder

temp. de almacenamiento

−20°C

cadena SMILES

[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

Clave InChI

LQERWAMRZNEGIE-FJXQXJEOSA-N

Aplicación

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.

Otras notas

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

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N6-((Prop-2-yn-1-yloxy)carbonyl)-L-lysine hydrochloride, ≥98%

Pictogramas

Flame
GHS02

Palabra de señalización

Danger

Frases de peligro

H242

Clasificaciones de peligro

Self-react. C

Código de clase de almacenamiento

5.2 - Organic peroxides and self-reacting hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
MKCW1885
MKCT4306
MKCT2568

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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
Sigrid Milles et al.
Journal of the American Chemical Society, 134(11), 5187-5195 (2012-02-24)
Single-molecule methods have matured into central tools for studies in biology. Foerster resonance energy transfer (FRET) techniques, in particular, have been widely applied to study biomolecular structure and dynamics. The major bottleneck for a facile and general application of these
Abhishek Chatterjee et al.
Biochemistry, 52(10), 1828-1837 (2013-02-06)
To site-specifically incorporate an unnatural amino acid (UAA) into target proteins in Escherichia coli, we use a suppressor plasmid that provides an engineered suppressor tRNA and an aminoacyl-tRNA synthetase (aaRS) specific for the UAA of interest. The continuous drive to
Ralph E Kleiner et al.
Journal of the American Chemical Society, 135(34), 12520-12523 (2013-08-13)
Microtubules are hollow tube-like biological polymers required for transport in diverse cellular contexts and are important drug targets. Microtubule function depends on interactions with associated proteins and post-translational modifications at specific sites located on its interior and exterior surfaces. However
Christian Kofoed et al.
Bioconjugate chemistry, 30(4), 1169-1174 (2019-03-19)
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
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