914010
4-Nitrophenyl (2-(vinyloxy)ethyl) carbonate
≥95%
Synonym(s):
Light-initiated bioorthogonal photoclick cycloaddition reagent, VE, Vinyl ether photoclick reagent
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About This Item
Empirical Formula (Hill Notation):
C11H11NO6
CAS Number:
Molecular Weight:
253.21
UNSPSC Code:
12352200
Assay:
≥95%
Form:
liquid
assay
≥95%
form
liquid
storage temp.
−20°C
Application
4-Nitrophenyl (2-(vinyloxy)ethyl) carbonate is a vinyl ether photoclick reagent (VE) mediated by visible light for bioorthogonal reaction with a 9,10-phenanthrenequinone (PQ) photoclick reagent (see cat# 913766) for increased spatiotemporal control within biological applications. Signficantly, analysis of reactivity suggests this photoclick reaction is orthogonal to azide-alkyne and UV-mediated tetrazole-ene photoclick reactions, allowing for various means of simulteneous labeling of biomolecules in a given sample. This method requires no catalyst and is reported to be compatible with cells.
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)
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Jinbo Li et al.
Journal of the American Chemical Society, 140(44), 14542-14546 (2018-10-24)
Here we report a visible light-triggered, catalyst free bioorthogonal reaction that proceeds via a distinct pathway from reported bioorthogonal reactions. The prototype of this bioorthogonal reaction was the photocycloaddition of 9,10-phenanthrenequinone with electron-rich alkenes to form fluorogenic [4+2] cycloadducts. The
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