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908584

Sigma-Aldrich

WinterRed photocage

≥95%

Synonym(s):

(3,7-Bis(4-(dimethylamino)styryl)-1,5,5,9-tetramethyl-dipyrrolo[1,3,2]diazaborinin-10-yl)methanol, 3,5-Bis(4-dimethylamino)styryl-1,7-dimethyl-8-hydroxymethyl pyrromethene dimethylborate, BODIPY Photocage

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About This Item

Empirical Formula (Hill Notation):
C34H41BN4O
CAS Number:
2254491-87-5
Molecular Weight:
532.53

assay

≥95%

form

powder

storage temp.

2-8°C

Application

WinterRed Photocage is a red/near-IR light absorbing photocage and is easily functionalized to an ester with DCC/EDC couplings for photorelease of carboxylic acids.

Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)

Other Notes

In search of the perfect photocage: structure-reactivity relationships in meso-methyl BODIPY photoremovable protecting groups

Family of BODIPY Photocages Cleaved by Single Photons of Visible/Near-Infrared Light

Arthur Winter Professor Product Portal

Legal Information

US Patent Application #16/140,218

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Description
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Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Julie A Peterson et al.
Journal of the American Chemical Society, 140(23), 7343-7346 (2018-05-19)
Photocages are light-sensitive chemical protecting groups that provide external control over when, where, and how much of a biological substrate is activated in cells using targeted light irradiation. Regrettably, most popular photocages (e.g., o-nitrobenzyl groups) absorb cell-damaging ultraviolet wavelengths. A
Tomáš Slanina et al.
Journal of the American Chemical Society, 139(42), 15168-15175 (2017-10-19)
A detailed investigation of the photophysical parameters and photochemical reactivity of meso-methyl BODIPY photoremovable protecting groups was accomplished through systematic variation of the leaving group (LG) and core substituents as well as substitutions at boron. Efficiencies of the LG release

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Winter Group – Professor Product Portal

Research in the Winter lab focuses on the development of new chemical tools for biological and medical applications. Philosophically, we take the view that many problems in biology are at heart problems in mechanistic physical organic chemistry

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

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