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907294 Sigma-Aldrich

Fmoc-L-Photo-Phe-OH

≥95%

Synonym: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenyl)propanoic acid, N-α-(9-Fluorenylmethyloxycarbonyl)-4-(trifluoromethyldiazirin)-L-phenylalanine, Diazirine amino acid, Fmoc-Tdf-OH, Photo-Phe, Photo-crosslinking amino acid, Photoprobe building block

  • CAS Number 133342-64-0

  • Empirical Formula (Hill Notation) C26H20F3N3O4

  • Molecular Weight 495.45

  •  MDL number MFCD30187628

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Properties

Related Categories Amino Acids for Photo-Crosslinking, Chemical Biology, Chemical Synthesis, Peptide Synthesis and Peptide Chemistry, Phenylalanine Derivatives,
assay   ≥95%
form   powder
application(s)   peptide synthesis: suitable
functional group   Fmoc
storage temp.   −20°C

Description

Application

Fmoc-L-Photo-Phe-OH is a diazirine-containing, Fmoc-protected 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 unprotected version is also available as 907340.

Other Notes

Covalent modifier-type aggregation inhibitor of amyloid-β based on a cyclo-KLVFF motif

Mode of Action of cGMP-dependent Protein Kinase-specific Inhibitors Probed by Photoaffinity Cross-linking Mass Spectrometry

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

Simple and Versatile Method for Tagging Phenyldiazirine Photophores

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

WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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