Enzymatic Regioselection for the Synthesis and Biodegradation of Porphysome Nanovesicles

A select few: An enzyme screen is used to identify two enzymes that selectively cleave porphyrin–lipid regioisomers (see picture). Either of the isomerically pure conjugates assembles into physically similar porphysome nanovesicles. Although porphysomes formed from both regioisomers are stable in se...

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Published inAngewandte Chemie International Edition Vol. 51; no. 10; pp. 2429 - 2433
Main Authors Lovell, Jonathan F., Jin, Cheng S., Huynh, Elizabeth, MacDonald, Thomas D., Cao, Weiguo, Zheng, Gang
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 05.03.2012
WILEY‐VCH Verlag
Wiley Subscription Services, Inc
EditionInternational ed. in English
Subjects
Animals
Biodegradation
Chromatography, High Pressure Liquid
Conjugates
Enzymes
Enzymes - chemistry
Isomerism
Liver
Magnetic Resonance Spectroscopy
Mice
Microscopy, Electron, Transmission
nanoparticles
Nanoparticles - chemistry
Nanostructure
phospholipids
Phospholipids - chemistry
Phospholipids - metabolism
porphyrinoids
Porphyrins - chemistry
Porphyrins - metabolism
regioselectivity
Screens
Serums
Stereoisomerism
Synthesis
Uptakes
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Summary:A select few: An enzyme screen is used to identify two enzymes that selectively cleave porphyrin–lipid regioisomers (see picture). Either of the isomerically pure conjugates assembles into physically similar porphysome nanovesicles. Although porphysomes formed from both regioisomers are stable in serum in vivo, only one regioisomer rapidly degrades upon uptake in the liver.
Bibliography:NSERC
ark:/67375/WNG-M1ZM7B1P-6
This work was supported by MaRS Innovation, the Canadian Cancer Society, CIHR, NSERC, and the Joey and Toby Tanenbaum/Brazilian Ball Chair in Prostate Cancer Research.
Canadian Cancer Society
MaRS Innovation
ArticleID:ANIE201108280
Joey and Toby Tanenbaum/Brazilian Ball Chair in Prostate Cancer Research
istex:68E887A54526CD0A7D847FDF95581D75BCB22EE1
CIHR
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1433-7851
1521-3773
1521-3773
DOI:10.1002/anie.201108280