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Selective arylthiolane deprotection by singlet oxygen: a promising tool for sensors and prodrugs.
Lamb, Brian M; Barbas, Carlos F.
Affiliation
  • Lamb BM; The Skaggs Institute for Chemical Biology, The Scripps Research Institute, La Jolla, CA 92037, USA. bmlamb@scripps.edu.
Chem Commun (Camb) ; 51(15): 3196-9, 2015 Feb 21.
Article in En | MEDLINE | ID: mdl-25604598
ABSTRACT
A routine thioketal protecting group reacts rapidly and selectively with singlet oxygen to reveal ketone products in good (aryl 1,3-dithiolane) to excellent (aryl 1,3-oxathiolane) yields. Arylthiolanes are stable to biologically relevant reactive oxygen species and can be used as a light-activated gating mechanism for activating fluorescent sensors or small molecule prodrugs.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Thiophenes / Reactive Oxygen Species / Heterocyclic Compounds / Ketones Language: En Journal: Chem Commun (Camb) Journal subject: QUIMICA Year: 2015 Document type: Article Affiliation country:
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Thiophenes / Reactive Oxygen Species / Heterocyclic Compounds / Ketones Language: En Journal: Chem Commun (Camb) Journal subject: QUIMICA Year: 2015 Document type: Article Affiliation country: