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907340 Sigma-Aldrich

H-L-Photo-Phe-OH

≥98%

Synonym: (S)-2-Amino-3-(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenyl)propanoic acid, 4-(Trifluoromethyldiazirin)-L-phenylalanine, Diazirine amino acid, H-Tdf-OH, Photo-Phe, Photo-crosslinking amino acid, Photoprobe building block

  • CAS Number 92367-16-3

  • Empirical Formula (Hill Notation) C11H10F3N3O2

  • Molecular Weight 273.21

  •  MDL number MFCD30187606

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Properties

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

Description

Application

H-L-Photo-Phe-OH is a diazirine-containing phenylalanine amino acid and multifunctional
photo-crosslinker. 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 907294.

Other Notes

Genetic Incorporation of a Photo-Crosslinkable Amino Acid Reveals Novel Protein Complexes with GRB2 in Mammalian Cells

Trifluoromethyldiazirine: an effective photo-induced cross-linking probe for exploring amyloid formation

A genetically encoded diazirine photo-crosslinker in Escherichia coli

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
Peer-Reviewed Papers
15

References

Related Products

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Product #

Description

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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%
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%
8.52287 Fmoc-p-Bz-Phe-OH, Fmoc-L-p-benzoylphenylalanine Novabiochem®
914584 Phenylalanine-4′-azobenzene HCl, ≥95%

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