Synthesis of a photo-caged aminooxy alkane thiol

Rock J Mancini; Ronald C Li; Zachary P Tolstyka; Heather D Maynard

doi:10.1039/b904195h

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Synthesis of a photo-caged aminooxy alkane thiol

Journal article

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Synthesis of a photo-caged aminooxy alkane thiol

Rock J Mancini, Ronald C Li, Zachary P Tolstyka and Heather D Maynard

Organic & biomolecular chemistry, Vol.7(23), pp.4954-4959

12/07/2009

DOI: https://doi.org/10.1039/b904195h

Handle:

https://hdl.handle.net/2376/112499

PMCID: PMC3086890

PMID: 19907786

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Abstract

Levulinic Acids - chemistry

Surface Properties

Ketones - chemistry

Sulfhydryl Compounds - chemistry

Molecular Structure

Sulfhydryl Compounds - chemical synthesis

Alkanes - chemistry

A photo-caged aminooxy alkane thiol synthesized in 7 steps and 15% overall yield was used to form a self-assembled monolayer (SAM). Photo-deprotection on the surface was confirmed by FT-IR spectroscopy and contact angle goniometry. Conjugation of a small molecule ketone, ethyl levulinate, further confirmed the presence of aminooxy groups on the surface.

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Title: Synthesis of a photo-caged aminooxy alkane thiol
Creators: Rock J Mancini - Department of Chemistry and Biochemistry, University of California, Los Angeles, 607 Charles E. Young Drive South, Los Angeles, CA 90095-1596, USA
Ronald C Li
Zachary P Tolstyka
Heather D Maynard
Publication Details: Organic & biomolecular chemistry, Vol.7(23), pp.4954-4959
Academic Unit: Chemistry, Department of
Publisher: England
Grant note: T32 GM067555-06 / NIGMS NIH HHS T32 GM067555 / NIGMS NIH HHS
Identifiers: 99900548095701842
Language: English
Resource Type: Journal article