Functionalized silicon compounds and methods for their synthesis and use

• US 6,429,275 B2
• Filed: 04/11/2001
• Issued: 08/06/2002
• Est. Priority Date: 10/13/1998
• Status: Expired due to Term

• Current Assignee: Affymetrix, Inc. (Thermo Fisher Scientific Incorporated)
• Original Assignee: Affymetrix, Inc. (Thermo Fisher Scientific Incorporated)
• Inventors: McGall, Glenn, Forman, Jonathan Eric
• Primary Examiner(s): Riley, Jezia
• Application Number:
  US09/832,656
• Publication Number:
  US 20010021506A1
• Time in Patent Office: 482 Days
• Field of Search: 435/6, 524/588, 528/10, 528/25, 528/28, 528/33
• US Class Current: 528/10
• CPC Class Codes: C03C 17/30 with silicon-containing compounds
• CPC Class Codes: C03C 2218/113 by sol-gel processes
• CPC Class Codes: C07F 7/1804 Compounds having Si-O-C linkages Si-O-acyl linkages C07F7/1896
• CPC Class Codes: C08G 73/0206 Polyalkylene(poly)amines
• CPC Class Codes: C09D 179/02 Polyamines
• CPC Class Codes: C09D 183/08 containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
• CPC Class Codes: C09D 183/14 in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms C09D183/10 takes precedence
• CPC Class Codes: Y10T 428/31663 As siloxane, silicone or silane

Abstract

Provided are functionalized silicon compounds and methods for their synthesis and use. The functionalized silicon compounds include at least one activated silicon group and at least one derivatizable functional group. Exemplary derivatizable functional groups include hydroxyl, amino, carboxyl and thiol, as well as modified forms thereof, such as activated or protected forms. The functionalized silicon compounds may be covalently attached to surfaces to form functionalized surfaces which may be used in a wide range of different applications. In one embodiment, the silicon compounds are attached to the surface of a substrate comprising silica, such as a glass substrate, to provide a functionalized surface on the substrate, to which molecules, including polypeptides and nucleic acids, may be attached. In one embodiment, after covalent attachment of a functionalized silicon compound to the surface of a solid silica substrate to form a functionalized coating on the substrate, an array of nucleic acids may be covalently attached to the substrate. Thus, the method permits the formation of high density arrays of nucleic acids immobilized on a substrate, which may be used, for example, in conducting high volume nucleic acid hybridization assays.

Claims

1. A functionalized silicon compound having a structure of Formula 3:

wherein R₁ and R₂ are independently selected from the group consisting of alkoxy or halide, and R₃ is selected from the group consisting of alkoxy, halide and alkyl;

wherein L₁, L₂, and L₃ are independently —

(CH₂)_n—

, wherein n is 2-10; and

wherein A₁ and A₂ are independently a moiety comprising one or more derivatizable functional groups or modified forms thereof.

2. The functionalized silicon compound of claim 1, wherein the one or more derivatizable functional groups are selected from the group consisting of hydroxyl, amino, carboxyl, thio, halo, amido and sulfonate.

3. The functionalized silicon compound of claim 2, wherein A₁ and A₂ comprise —

CH₂—

CH₂—

OH.

4. The functionalized silicon compound of claim 2, wherein A₁ and A₂ each comprise a plurality of derivatizable functional groups.

5. The functionalized silicon compound of claim 2, wherein A₁ and A₂ each comprise a hydroxyl group.

6. A functionalized silicon compound having formula V: