907340
H-L-Photo-Phe-OH
≥98%
别名:
(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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关于此项目
经验公式（希尔记法）:
C11H10F3N3O2
化学文摘社编号:
分子量:
273.21
UNSPSC Code:
12352101
MDL number:
NACRES:
NA.26
assay
≥98%
form
powder
reaction suitability
reaction type: solution phase peptide synthesis
availability
available only in USA
application(s)
peptide synthesis
storage temp.
−20°C
SMILES string
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)
InChI key
HRGXDARRSCSGOG-UHFFFAOYSA-N
Application
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)
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)
Other Notes
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)
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)
signalword
Danger
hcodes
Hazard Classifications
Self-react. C
存储类别
5.2 - Organic peroxides and self-reacting hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
新产品
此项目有
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)
Lei Wang et al.
Organic letters, 17(3), 616-619 (2015-01-15)
Alternative one-pot synthesis of 3-(trifluoromethyl)-3-phenyldiazirine derivatives from corresponding tosyloximes is developed. The deprotonation of intermediate diaziridine by NH2(-) is a new approach for construction of diazirine. Moreover, a novel synthesis of optically pure (trifluoromethyl)diazirinylphenylalanine derivatives was attempted involving these methods.
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
全球贸易项目编号
| 货号 | GTIN |
|---|---|
| 907340-50MG | 04022536043760 |