133342-64-0 Usage
Description
(S)-N-(9-fluorenylmethoxycarbonyl)-[4-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl]alanine is a complex molecule that serves as a photoaffinity labeling reagent in biochemical and pharmaceutical research. It is composed of a fluorenylmethoxycarbonyl-protected amino acid with a trifluoromethyl-diazirine photoaffinity tag, which allows for the study of protein-protein interactions and ligand-receptor binding.
Uses
Used in Biochemical Research:
(S)-N-(9-fluorenylmethoxycarbonyl)-[4-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl]alanine is used as a photoaffinity labeling reagent for studying protein-protein interactions and ligand-receptor binding. The trifluoromethyl-diazirine group is photoactivatable, enabling the molecule to form covalent bonds with neighboring proteins upon exposure to light, which is crucial for understanding protein structure and function.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (S)-N-(9-fluorenylmethoxycarbonyl)-[4-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl]alanine is used as a tool for investigating the binding properties of drug candidates to their target receptors. This helps in the development of more effective and selective drugs by providing insights into the molecular interactions involved.
Used in Solid-Phase Peptide Synthesis:
(S)-N-(9-fluorenylmethoxycarbonyl)-[4-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl]alanine is also used as a protected amino acid in solid-phase peptide synthesis. The fluorenylmethoxycarbonyl (Fmoc) protecting group shields the amino group of the amino acid, allowing for the stepwise assembly of larger peptide sequences, which is essential for the synthesis of complex peptides and proteins.
Check Digit Verification of cas no
The CAS Registry Mumber 133342-64-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,3,3,4 and 2 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 133342-64:
(8*1)+(7*3)+(6*3)+(5*3)+(4*4)+(3*2)+(2*6)+(1*4)=100
100 % 10 = 0
So 133342-64-0 is a valid CAS Registry Number.
133342-64-0Relevant articles and documents
An efficient route to S-N-(9-fluorenylmethoxycarbonyl)-4′-(1-azi-2,2,2-trifluoroethyl) phenylalanine
Fishwick, Colin W. G.,Sanderson, John M.,Findlay, John B. C.
, p. 4611 - 4614 (1994)
An extremely efficient synthesis of optically pure photoactivatable phenylalanine derivative 1 is described. The key step involves a highly diastereoselective alkylation of a chiral glycine equivalent.
METHODS FOR MODULATING MACROPHAGE ACTIVITY
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, (2020/10/21)
Aspects of the present disclosure include methods for modulating macrophage activity. Methods according to certain embodiments include contacting a macrophage with a mannose receptor (CD206) binding agent in a manner sufficient to modulate activity of the
Stereospecific synthesis of a carbene-generating angiotensin II analogue for comparative photoaffinity labeling: Improved incorporation and absence of methionine selectivity
Pillion, Dany,Dera?t, Maud,Holleran, Brian J.,Escher, Emanuel
, p. 2200 - 2209 (2007/10/03)
A stereospecific convergent synthesis of N-[(9-fluorenyl)methoxycarbonyl]- p-[3-(trifluoromethyl)-3H-diazirin-3-yl]-L-phenylalanine (Fmoc-12, Fmoc-Tdf) and its incorporation into the C-terminal position of the angiotensin II (AngII) peptide to form 125I[Sar1,Tdf8]AngII ( 125I-13) is presented. This amino acid photoprobe is a highly reactive carbene-generating diazirine phenylalanine derivative that can be used for photoaffinity labeling. Using model receptors, we compared the reactivity and the Met selectivity of 12 to that of the widely used and reputedly Met-selectivep-benzoyl-L-phenylalanine (Bpa) photoprobe. Wild-type and mutant AngII type 2 receptors, a G protein-coupled receptors, were photolabeled with 125I-13 as well as with 125I-[Sar1,Bpa 8]AngII (125I-14), and the respective incorporation yields were assessed. The carbene-generating 12 was more reactive toward inert residues and was not Met-selective compared to the biradical ketone-generating Bpa, allowing for more precise determination of ligand contact points in peptidergic receptors.
