907367
Fmoc-L-photo-methionine
≥95%, for peptide synthesis
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(S)-2-(((9H-Fluoren-9-yl)methoxy)carbonylamino)-4-(3-methyl-3H-diazirin-3-yl)butanoic acid, (S)-2-(Fmoc-amino)-4-(3H-diazirin-3-yl)pentanoic acid, Diazirine amino acid, Photo-Met, Photo-crosslinking amino acid, Photoprobe building block
C21H21N3O4
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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
Related Categories
Application
Fmoc-L-photo-methionine is a diazirine-containing, Fmoc-protected methionine 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 907375.
Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)
Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)
Other Notes
Developing diazirine-based chemical probes to identify histone modification ′readers′ and ′erasers ′
Proteome profiling reveals potential cellular targets of staurosporine using a clickable cell-permeable probe
Covalent Capture of Phospho-Dependent Protein Oligomerization by Site-Specific Incorporation of a Diazirine Photo-Cross-Linker
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)
Proteome profiling reveals potential cellular targets of staurosporine using a clickable cell-permeable probe
Covalent Capture of Phospho-Dependent Protein Oligomerization by Site-Specific Incorporation of a Diazirine Photo-Cross-Linker
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)
related product
Product No.
Description
Pricing
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Developing diazirine-based chemical probes to identify histone modification 'readers' and 'erasers'.
Chemical science, 6(2), 1011-1017 (2015-02-01)
Post translational modifications (PTMs, e.g., phosphorylation, acetylation and methylation) of histone play important roles in regulating many fundamental cellular processes such as gene transcription, DNA replication and damage repair. While 'writer' and 'eraser' enzymes modify histones by catalyzing the addition
Covalent capture of phospho-dependent protein oligomerization by site-specific incorporation of a diazirine photo-cross-linker.
Journal of the American Chemical Society, 129(26), 8068-8069 (2007-06-15)
Chemical communications (Cambridge, England), 47(40), 11306-11308 (2011-09-17)
A clickable, affinity-based probe (AfBP), which was modified from staurosporine (a natural product kinase inhibitor), has been synthesized and used in situ for activity-based proteome profiling of potential cellular targets of staurosporine in HepG2 cancer cells.
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