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Merck
CN

907294

Fmoc-L-Photo-Phe-OH

≥95%

别名:

(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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关于此项目

经验公式(希尔记法):
C26H20F3N3O4
化学文摘社编号:
分子量:
495.45
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
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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)


存储类别

11 - Combustible Solids

wgk

WGK 3

法规信息

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Martijn W H Pinkse et al.
The Journal of biological chemistry, 284(24), 16354-16368 (2009-04-17)
The inhibitor peptide DT-2 (YGRKKRRQRRRPPLRKKKKKH) is the most potent and selective inhibitor of the cGMP-dependent protein kinase (PKG) known today. DT-2 is a construct of a PKG tight binding sequence (W45, LRKKKKKH, KI=0.8 microM) and a membrane translocating sequence (DT-6
Dany Fillion et al.
Journal of medicinal chemistry, 49(7), 2200-2209 (2006-03-31)
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 (125)I[Sar(1),Tdf(8)]AngII ((125)I-13) is presented. This amino acid photoprobe is a highly reactive carbene-generating diazirine phenylalanine derivative that
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



全球贸易项目编号

货号GTIN
907294-50MG04022536043357