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Merck
CN

914088

N6-((2-Azidoethoxy)carbonyl)-L-lysine hydrochloride

≥95%

别名:

(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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关于此项目

经验公式(希尔记法):
C9H17N5O4 · xHCl
化学文摘社编号:
分子量:
259.26 (free base basis)
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.26
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Quality 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.


pictograms

Flame

signalword

Danger

hcodes

Hazard Classifications

Self-react. C

存储类别

5.2 - Organic peroxides and self-reacting hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

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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
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
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



全球贸易项目编号

货号GTIN
914088-250MG04061842050802