914088
N6-((2-Azidoethoxy)carbonyl)-L-lysine hydrochloride
≥95%
Synonym(s):
(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
Empirical Formula (Hill Notation):
C9H17N5O4 · xHCl
CAS Number:
Molecular Weight:
259.26 (free base basis)
UNSPSC Code:
12352209
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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
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Description
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Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Self-react. C
Storage Class Code
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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Siqi Zheng et al.
Angewandte Chemie (International ed. in English), 53(25), 6449-6453 (2014-05-16)
Coupling the genetic code expansion technique with bioorthogonal reactions enables precise control over the conjugation site as well as the choice of fluorescent probes during protein labeling. However, the advantages of this strategy over bulky and rigid fluorescent proteins (FPs)
Chuanling Zhang et al.
Biomaterials, 80, 134-145 (2015-12-29)
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Bioorganic & medicinal chemistry, 24(22), 5816-5822 (2016-10-26)
Proteins often function as complex structures in conjunction with other proteins. Because these complex structures are essential for sophisticated functions, developing protein-protein conjugates has gained research interest. In this study, site-specific protein-protein conjugation was performed by genetically incorporating an azide-containing
Michael P VanBrunt et al.
Bioconjugate chemistry, 26(11), 2249-2260 (2015-09-04)
Antibody-drug conjugates (ADC) have emerged as potent antitumor drugs that provide increased efficacy, specificity, and tolerability over chemotherapy for the treatment of cancer. ADCs generated by targeting cysteines and lysines on the antibody have shown efficacy, but these products are
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Radioimmunotherapy (RIT) delivers radioisotopes to antigen-expressing cells via monoantibodies for the imaging of lesions or medical therapy. The chelates are typically conjugated to the antibody through cysteine or lysine residues, resulting in heterogeneous chelate-to-antibody ratios and various conjugation sites. To
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