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907294

Fmoc-L-Photo-Phe-OH

≥95%

Synonym(s):

(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

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About This Item

Empirical Formula (Hill Notation):
C26H20F3N3O4
CAS Number:
133342-64-0
Molecular Weight:
495.45
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
MFCD30187628
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assay

≥95%

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

−20°C

SMILES string

FC(F)(F)C5(N=N5)c1ccc(cc1)C[C@H](NC(=O)OCC2c3c(cccc3)c4c2cccc4)C(=O)O

InChI

1S/C26H20F3N3O4/c27-26(28,29)25(31-32-25)16-11-9-15(10-12-16)13-22(23(33)34)30-24(35)36-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14H2,(H,30,35)(H,33,34)/t22-/m0/s1

InChI key

UHXIAQUVGJCYSA-QFIPXVFZSA-N

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.

Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)

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)

Storage Class

11 - Combustible Solids

wgk

WGK 3

Regulatory Information

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Global Trade Item Number

SKUGTIN
907294-50MG04022536043357