907367
Fmoc-L-photo-methionine
≥95%, for peptide synthesis
Synonyme(s) :
(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
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A propos de cet article
Formule empirique (notation de Hill) :
C21H21N3O4
Numéro CAS:
Poids moléculaire :
379.41
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22
Service technique
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Fmoc-L-photo-methionine, ≥95%
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
N([C@@H](CCC4(N=N4)C)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3
InChI key
QKMQUEIDJLPYHS-SFHVURJKSA-N
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)
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Covalent capture of phospho-dependent protein oligomerization by site-specific incorporation of a diazirine photo-cross-linker.
Miquel Vila-Perelló et al.
Journal of the American Chemical Society, 129(26), 8068-8069 (2007-06-15)
Haibin Shi et al.
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.
Developing diazirine-based chemical probes to identify histone modification 'readers' and 'erasers'.
Tangpo Yang et al.
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
Numéro d'article de commerce international
| Référence | GTIN |
|---|---|
| 907367-100MG | 04022536044583 |