Methods and processes for attaching compounds to matrices

a technology of compound and matrix, applied in the field of compound and matrix attachment, can solve the problems of long reaction time, substantial increase in cost, and rate-limiting step of initial attachment of chemical moiety to the matrix

Inactive Publication Date: 2005-10-27
SPRING BANK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Consequently, the initial attachment of the chemical moiety to the matrix is the rate-limiting step.
This results in substantial increase in cost.
The loading protocols employ hazardous solvents and reagents and takes long reaction times. The commonly employed loading processes are also inefficient since, often incomplete reaction results in “uncapped” functionalities on the solid matrix.
Thus e.g., when a loaded matrix is employed in solid-phase synthesis, uncapped functionalities on the solid matrix would interfere with the subsequent synthetic steps thereby decreasing the overall yield of the desired product.

Method used

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  • Methods and processes for attaching compounds to matrices
  • Methods and processes for attaching compounds to matrices
  • Methods and processes for attaching compounds to matrices

Examples

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example 1

[0049] Rapid and efficient functionalization of solid-support by microwave-assisted procedures has been achieved. The functionalized solid-support can be readily loaded with nucleosides for use in oligonucleotide synthesis. This method can also be extended to rapid functionalization of other solid matrices for application in microarrays and combinatorial chemistry.

[0050] Over the past two decades, microwave-assisted procedures have been successfully employed in a number of synthetic transformations, resulting in rapid and efficient synthesis of different classes of organic compounds.1 Several advantages have been claimed in the use of microwave-assisted organic synthesis2: (a) ultra fast reaction kinetics, (b) cleaner reactions with improved yields and reduced formation of side products, (c) ability to effect, chemo-, regio-, and stereoselective transformations, (d) flexibility to perform reactions with or without solvents, (e) economical and eco-friendly processes than the corresp...

example 2

Amination of CPG:

[0095] In a pressure chamber equipped with a Teflon plug and a chemically resistant 0 ring (Chemraz), 3-aminopropyltriethoxysilane (APTES, 450 ml, ‘3.5 ml / g) was added to Native CPG 500 CPG (1 35g) and this well mixed reaction mixture was heated in a house-hold microwave (800 watt) in 1 min cycle for 8 mins. The contents of reaction mixture was mixed well by shaking between the heating cycles and allowed to cool intermittently. At the end of heating, the reaction mixture was allowed to cool to RT, filtered, washed with toluene (2×125 ml) followed by methanol (2×250 ml), dichloromethane (2×250 ml) and finally with hexanes (2×250 ml). Washed sample was treated with drops of ninhydrin and heated and the presence of amino group was indicated by strong purple color. The aminated CPG was dried in a glass tray and a small sample was dried under high vacuum overnight for amine loading by reported procedure through dimethoxytrityl content analysis as follows. Trityl analys...

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Abstract

The present invention describes extremely rapid and efficient methods for the attachment of chemical moieties to matrices by the use of microwave technology. The methods of the invention can be applied in a variety of ways for the preparation of different types of matrices for a variety of applications including but not limited to the functionalization of various solid supports, and matrices in the form of powder, beads, sheets, and other suitable surfaces for use in applications including but not limited to oligonucleotide synthesis, peptide synthesis, environmental clean up (removal of toxic materials), immunoassays, affinity chromatography, combinatorial chemistry, microarrays, proteomics and medical diagnostics.

Description

RELATED APPLICATIONS [0001] This application claims the benefit of U.S. Provisional Application No. 60 / 558,778, filed on Apr. 1, 2004, U.S. Provisional Application No. 60 / 583,413, filed on Jun. 28, 2004 and U.S. Provisional Application No. 60 / 616,388, filed on Oct. 6, 2004. The entire teachings of the above applications are incorporated herein by reference.GOVERNMENT SUPPORT [0002] The invention was supported, in whole, or in part, by NIH grant number 5 UO1 AI058270-02. The Government has certain rights in the invention.FIELD OF THE INVENTION [0003] This invention relates to novel methods of attaching chemical moieties to inorganic and organic matrices. The matrices carrying such chemical moieties can be used in a number of applications such as in solid-phase synthesis, diagnostic devices, biosensors, catalysts, scavengers, and in drug delivery systems. BACKGROUND OF INVENTION [0004] Since the first report of solid-phase synthesis of peptides by Merrifield in 1962, several applicati...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): B05D3/00C07K1/107C07K1/22C12M1/34C12Q1/68G01N33/543
CPCC07K1/1077B05D3/06G01N33/54353C07K1/22Y02P20/582
Inventor PADMANABHAN, SEETHARAMAIYERIYER, RADHAKRISHNAN P.
Owner SPRING BANK
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