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907324 Sigma-Aldrich

Fmoc-L-photo-proline

≥95%

Synonym: (S)-5-(((9H-Fluoren-9-yl)methoxy)carbonyl)-1,2,5-triazaspiro[2.4]hept-1-ene-6-carboxylic acid, (S)-5-Fmoc-1,2,5-triazaspiro[2.4]hept-1-ene-6-carboxylic acid, Diazirine amino acid, Photo-Pro, Photo-crosslinking amino acid, Photoprobe building block

  • CAS Number 1266778-58-8

  • Empirical Formula (Hill Notation) C20H17N3O4

  • Molecular Weight 363.37

  •  MDL number MFCD31380718

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Properties

Related Categories Amino Acids for Photo-Crosslinking, Chemical Biology, Chemical Synthesis, Peptide Synthesis and Peptide Chemistry, Proline Derivatives,
assay   ≥95%
form   powder
application(s)   peptide synthesis: suitable
mp   113-116 °C
functional group   Fmoc
storage temp.   −20°C

Description

Application

Fmoc-L-photo-proline is a diazirine-containing, Fmoc-protected proline 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 unprotected version is also available as 907286.

Other Notes

Chemical Probes Unravel an Antimicrobial Defense Response Triggered by Binding of the Human Opioid Dynorphin to a Bacterial Sensor Kinase

Peptidomimetic Antibiotics Target Outer-Membrane Biogenesis in Pseudomonas aeruginosa

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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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%

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