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907251 Sigma-Aldrich

H-L-Photo-lysine HCl

≥98%

Synonym: (S)-2-Amino-6-((2-(3H-diazirin-3-yl)propoxy)carbonylamino)hexanoic acid hydrochloride, (S)-2-Amino-6-((2-(3-methyl-3H-diazirin-3-yl)ethoxy)carbonylamino)hexanoic acid hydrochloride, 3′-Azibutyl-N-carbamoyl-lysine hydrochloride, Abk, Diazirine amino acid, Photo-Lys, Photo-crosslinking amino acid, Photoprobe building block

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Properties

Related Categories Amino Acids for Photo-Crosslinking, Chemical Biology, Chemical Synthesis, Lysine Derivatives, Peptide Synthesis and Peptide Chemistry,
assay   ≥98%
form   powder
availability   available only in USA
application(s)   peptide synthesis: suitable
storage temp.   −20°C

Description

Application

H-L-Photo-lysine HCl is a diazirine-containing lysine amino acid and multifunctional probe building blocks. Its incorporation into peptides or small-molecule probes and tools allows for photoaffinity labeling of cellular targets and protein-protein interactions upon UV light (~360 nm) irradiation to form a covalent bond. This and other multifunctional probe building blocks will continue to accelerate drug discovery research for probing cellular mechanisms, target ID/validation, and understanding traditionally undruggable targets. An Fmoc-protected version is also available as 907383.

Other Notes

A Bifunctional Noncanonical Amino Acid: Synthesis, Expression, and Residue-Specific Proteome-wide Incorporation

Genetically Encoded 2-Aryl-5-carboxytetrazoles for Site-Selective Protein Photo-Cross-Linking</A

Genetic code expansion for multiprotein complex engineering

Efficient viral delivery system for unnatural amino acid mutagenesis in mammalian cells

Probing Protein-Protein Interactions with a Genetically Encoded Photo-crosslinking Amino Acid

Fishing for Drug Targets: A Focus on Diazirine Photoaffinity Probe Synthesis

Photo-affinity labeling (PAL) in chemical proteomics: a handy tool to investigate protein-protein interactions (PPIs)

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Danger
Hazard statements 
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Related Products

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Product #

Description

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900751 Biotinylated-D-lysine TFA salt
907294 Fmoc-L-Photo-Phe-OH, ≥95%
907324 Fmoc-L-photo-proline, ≥95%
907251 H-L-Photo-lysine HCl, ≥98%
907278 H-L-Photo-leucine HCl, ≥98%
907286 H-L-Photo-Proline hydrochloride, ≥95%
907340 H-L-Photo-Phe-OH, ≥98%
907367 Fmoc-L-photo-methionine, ≥95%
907375 H-L-Photo-methionine HCl, ≥95%
907383 Fmoc-L-Photo-Lysine, ≥95%
907391 Fmoc-L-photo-leucine, ≥98%
8.52097 Fmoc-Lys(biotin)-OH, Novabiochem®
8.52096 Fmoc-Lys(Dabcyl)-OH, Novabiochem®
8.52326 Fmoc-azidolysine, Novabiochem®
8.52095 Fmoc-Lys(Mca)-OH, Novabiochem®
8.52100 Fmoc-Lys(biotinyl-ε-aminocaproyl)-OH, Novabiochem®
8.52099 Fmoc-Lys(Dnp)-OH, Novabiochem®
914339 Fmoc-L-Lys(Nvoc)-OH, ≥98%
914827 N6-((Prop-2-yn-1-yloxy)carbonyl)-L-lysine hydrochloride, ≥98%
915793 Methyl-o-nitropiperonyllysine, ≥95%
96885 Z-Lys(Z)-OSu, ≥95.0% (HPLC)
55788 Nα-Fmoc-Nε-Dabcyl-L-lysine, technical, ≥90% (HPLC)
73749 Nα-Fmoc-Nε-biotinyl-L-lysine, ≥95.0% (HPLC)
F4061 Fmoc-Lys(Mca)-OH

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