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Merck
모든 사진(2)

주요 문서

913766

Sigma-Aldrich

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

≥95%

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C15H8O4
CAS Number:
Molecular Weight:
252.22
MDL number:
UNSPSC 코드:
12352106
NACRES:
NA.22

Quality Level

분석

≥95%

양식

powder

저장 온도

−20°C

SMILES string

OC(=O)c1cc2c(cc1)C(=O)C(=O)c3c2cccc3

InChI

1S/C15H8O4/c16-13-10-4-2-1-3-9(10)12-7-8(15(18)19)5-6-11(12)14(13)17/h1-7H,(H,18,19)

InChI key

DKIFEYAEWKRYFT-UHFFFAOYSA-N

애플리케이션

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)

관련 제품

제품 번호
설명
가격

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

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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