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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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历史批次信息供参考:

分析证书(COA)

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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
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



全球贸易项目编号

货号GTIN
914088-250MG04061842050802