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908576

Sigma-Aldrich

WinterGreen photocage

≥95%

Synonym(s):

(1,3,5,5,7,9-Hexamethyl-dipyrrolo[1,3,2]diazaborinin-10-yl)methanol, 4,4′-Dimethyl-8-hydroxymethyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene, BODIPY photocage, Imidazole-protected BODIPY alcohol

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About This Item

Empirical Formula (Hill Notation):
C16H23BN2O
CAS Number:
2230509-59-6
Molecular Weight:
270.18

Assay

≥95%

form

powder or crystals

storage temp.

2-8°C

Application

Green-light absorbing photocage. Easily functionalized to ester with DCC/EDC couplings for photorelease of carboxylic acids.

Other Notes

Arthur Winter Professor Product Portal

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

BODIPY-Derived Photoremovable Protecting Groups Unmasked with Green Light

Legal Information

US Patent Application #16/140,218

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCL1916

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Pratik P Goswami et al.
Journal of the American Chemical Society, 137(11), 3783-3786 (2015-03-10)
Photoremovable protecting groups derived from meso-substituted BODIPY dyes release acetic acid with green wavelengths >500 nm. Photorelease is demonstrated in cultured S2 cells. The photocaging structures were identified by our previously proposed strategy of computationally searching for carbocations with low-energy
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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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

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