CaltechAUTHORS
  A Caltech Library Service

Microgram-scale testing of reaction conditions in solution using nanoliter plugs in microfluidics with detection by MALDI-MS

Hatakeyama, Takuji and Chen, Delai L. and Ismagilov, Rustem F. (2006) Microgram-scale testing of reaction conditions in solution using nanoliter plugs in microfluidics with detection by MALDI-MS. Journal of the American Chemical Society, 128 (8). pp. 2518-2519. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20130821-160718478

[img]
Preview
PDF - Accepted Version
See Usage Policy.

269kB
[img]
Preview
PDF - Supplemental Material
See Usage Policy.

962kB

Use this Persistent URL to link to this item: https://resolver.caltech.edu/CaltechAUTHORS:20130821-160718478

Abstract

This paper describes a microfluidic system to screen and optimize organic reaction conditions on a submicrogram scale. The system uses discrete droplets (plugs) as microreactors separated and transported by a continuous phase of a fluorinated carrier fluid. Previously, we demonstrated the use of a microfabricated PDMS plug-based microfluidic system to perform assays and crystallization experiments in aqueous solutions with optical detection. Here, we developed an approach that does not require microfabrication of microfluidic devices, is applicable to synthetic reactions in organic solvents, and uses detection by MALDI-MS. As a demonstration, conditions for selective deacetylation of ouabain hexaacetate were tested, and the optimum conditions for mono-, bis-, or trisdeacetylation have been identified. These conditions were validated by scale-up reactions and isolating these potentially neurotoxic products. Mono- and bisdeacetylated products are unstable intermediates in the deacetylation and were isolated for the first time. This system enables no-loss handling of submicroliter volumes containing a few micrograms of a compound of interest. It could become valuable for investigating or optimizing reactions of precious substrates (e.g., products of long synthetic sequences and natural products that can be isolated only in small quantities).


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja057720wDOIArticle
http://pubs.acs.org/doi/full/10.1021/ja057720wPublisherArticle
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC1851926/PubMed CentralArticle
http://pubs.acs.org/doi/suppl/10.1021/ja057720wPublisherSupporting Information
ORCID:
AuthorORCID
Ismagilov, Rustem F.0000-0002-3680-4399
Additional Information:Copyright © 2006 American Chemical Society. Published In Issue: March 01, 2006. Received November 13, 2005. This work was supported by the NIH (R01 EB001903), NSF CRC CHE-0526693, and DuPont Young Professor Award. R.F.I. is an Alfred P. Sloan Research fellow. T.H. is a research fellow of the Japan Society for the Promotion of Science.
Funders:
Funding AgencyGrant Number
NIHR01 EB001903
NSFCHE-0526693
DuPont Young Professor GrantUNSPECIFIED
Alfred P. Sloan FoundationUNSPECIFIED
Japan Society for the Promotion of Science (JSPS)UNSPECIFIED
Subject Keywords:mass-spectrometry; system; flow; polymerization; glycosylation; neurons; device; time
Issue or Number:8
Record Number:CaltechAUTHORS:20130821-160718478
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20130821-160718478
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:40792
Collection:CaltechAUTHORS
Deposited By: Whitney Barlow
Deposited On:27 Aug 2013 23:14
Last Modified:03 Oct 2019 05:42

Repository Staff Only: item control page