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907340

Sigma-Aldrich

H-L-Photo-Phe-OH

≥98%

Sinonimo/i:

(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

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About This Item

Formula empirica (notazione di Hill):
C11H10F3N3O2
Numero CAS:
92367-16-3
Peso molecolare:
273.21
Numero MDL:
MFCD30187606
Codice UNSPSC:
12352101
Prezzi e disponibilità al momento non sono disponibili

Saggio

≥98%

Stato

powder

Impiego in reazioni chimiche

reaction type: solution phase peptide synthesis

Disponibilità

available only in USA

applicazioni

peptide synthesis

Temperatura di conservazione

−20°C

Stringa SMILE

FC(F)(F)C2(N=N2)c1ccc(cc1)CC(N)C(=O)O

InChI

1S/C11H10F3N3O2/c12-11(13,14)10(16-17-10)7-3-1-6(2-4-7)5-8(15)9(18)19/h1-4,8H,5,15H2,(H,18,19)
HRGXDARRSCSGOG-UHFFFAOYSA-N

Categorie correlate

Applicazioni

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.

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

Altre note

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)

Prodotti correlati

N° Catalogo
Descrizione
Determinazione del prezzo

Pittogrammi

Flame
GHS02

Avvertenze

Danger

Indicazioni di pericolo

H242

Classi di pericolo

Self-react. C

Codice della classe di stoccaggio

5.2 - Organic peroxides and self-reacting hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

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G Baldini et al.
Biochemistry, 27(20), 7951-7959 (1988-10-04)
The Boc-protected derivative of a photoactivatable, carbene-generating analogue of phenylalanine, L-4'-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenylalanine [(Tmd)Phe], was used to acylate 5'-O-phosphorylcytidylyl(3'-5')adenosine (pCpA). A diacyl species was isolated which upon successive treatments with trifluoroacetic acid and 0.01 M HCl yielded a 1:1 mixture of 2'(3')-O-(Tmd)phenylalanyl-pCpA
A genetically encoded diazirine photocrosslinker in Escherichia coli.
Eric M Tippmann et al.
Chembiochem : a European journal of chemical biology, 8(18), 2210-2214 (2007-11-15)
Nobumasa Hino et al.
Journal of molecular biology, 406(2), 343-353 (2010-12-28)
Cell signaling pathways are essentially organized through the distribution of various types of binding domains in signaling proteins, with each domain binding to specific target molecules. Although identification of these targets is crucial for mapping the pathways, affinity-based or copurification
Lei Wang et al.
Molecules (Basel, Switzerland), 18(7), 8393-8401 (2013-07-19)
Photoaffinity labeling is a reliable analytical method for biological functional analysis. Three major photophores--aryl azide, benzophenone and trifluoromethyldiazirine--are utilized in analysis. Photophore-bearing L-phenylalanine derivatives, which are used for biological functional analysis, were inoculated into a Klebsiella sp. isolated from the
M Ploug et al.
Biochemistry, 37(11), 3612-3622 (1998-04-02)
Binding of urokinase-type plasminogen activator (uPA) to its cellular receptor (uPAR) renders the cell surface a favored site for plasminogen activation. Recently, a 15-mer peptide antagonist of the uPA-uPAR interaction, with an IC50 value of 10 nM, was identified using
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