Skip to Content
Merck
All Photos(2)

Key Documents

More Documents

913766

Sigma-Aldrich

9,10-Dioxo-9,10-dihydrophenanthrene-3-carboxylic acid

≥95%

Synonym(s):

9,10-phenanthrenequinone photoclick reagent, Light-initiated bioorthogonal photoclick cycloaddition reagent, PQ

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C15H8O4
CAS Number:
32155-34-3
Molecular Weight:
252.22
MDL number:
MFCD28339454
UNSPSC Code:
12352106

Quality Level

100

Assay

≥95%

form

powder

storage temp.

−20°C

Application

9,10-Dioxo-9,10-dihydrophenanthrene-3-carboxylic acid is a photoclick reagent mediated by visible light for bioorthogonal reaction with an electron-rich vinyl either (VE) functionality (see cat#914010) 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)

Other Notes

Visible Light-Initiated Bioorthogonal Photoclick Cycloaddition

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service