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907367

Sigma-Aldrich

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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About This Item

Formule empirique (notation de Hill):
C21H21N3O4
Numéro CAS:
945859-89-2
Poids moléculaire :
379.41
Code UNSPSC :
12352209
Nomenclature NACRES :
NA.22

product name

Fmoc-L-photo-methionine, ≥95%

Pureté

≥95%

Forme

powder

Capacité de réaction

reaction type: Fmoc solid-phase peptide synthesis

Application(s)

peptide synthesis

Groupe fonctionnel

Fmoc

Température de stockage

−20°C

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)

Autres remarques

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)

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

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Fmoc-L-Photo-Phe-OH, ≥95%

907324

Fmoc-L-photo-proline, ≥95%

907251

H-L-Photo-lysine HCl, ≥98%

907278

H-L-Photo-leucine HCl, ≥98%

907286

H-L-Photo-Proline hydrochloride, ≥95%

907340

H-L-Photo-Phe-OH, ≥98%

907375

H-L-Photo-methionine HCl, ≥95%

907383

Fmoc-L-Photo-Lysine, ≥95%

907391

Fmoc-L-photo-leucine, ≥98%

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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.

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