Semiquantitative Study of the EDC/NHS Activation of Acid Terminal Groups at Modified Porous Silicon Surfaces

被引：308

作者：

Sam, S. ^{[1
,2
,3
]}

Touahir, L. ^{[1
]}

Andresa, J. Salvador ^{[1
]}

Allongue, P. ^{[1
]}

Chazalviel, J. -N. ^{[1
]}

Gouget-Laemmel, A. C. ^{[1
]}

de Villeneuve, C. Henry ^{[1
]}

Moraillon, A. ^{[1
]}

Ozanam, F. ^{[1
]}

Gabouze, N. ^{[2
]}

Djebbar, S. ^{[3
]}

机构：

[1] Ecole Polytech, CNRS, F-91128 Palaiseau, France

[2] UDTS, Algiers, Algeria

[3] USTHB, Fac Chim, Lab Hydromet & Chim Inorgan Mol, Algiers 16111, Algeria

来源：

LANGMUIR | 2010年 / 26卷 / 02期

关键词：

SELF-ASSEMBLED MONOLAYERS; ALKYL MONOLAYERS; PROTEIN IMMOBILIZATION; CARBOXYLIC-ACID; DNA; HYDROGEN; HYDROSILYLATION; ESTER; GOLD; FUNCTIONALIZATION;

D O I：

10.1021/la902220a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Infrared spectroscopy is used to investigate the transformation of carboxyl-terminated alkyl chains immobilized on a surface into succinimidyl ester-terminated chains by reaction with an aqueous solution of N-ethyl-N'-(3-(dimethylamino)propyl)carbodiimide (EDC) and N-hydroxysuccinimide (NHS). The acid chains are covalently grafted at the surface of hydrogenated porous silicon whose large specific surface area allows for assessing the activation yield in a semiquantitative way by infrared (IR) spectroscopy and detecting trace amounts of surface products and/or reaction products of small IR cross section. In this way, we rationalize the different reaction paths and optimize the reaction conditions to obtain as pure as possible succinimidyl ester-terminated surfaces. A diagram mapping the surface composition after activation was constructed by systematically varying the solution composition. Results are accounted for by NHS surface adsorption and a kinetic competition between the various EDC-induced surface reactions.

引用

页码：809 / 814

页数：6

共 66 条

[21] Reaction of porous silicon with both end-functionalized organic compounds bearing ω-bromo and ω-carboxy groups for immobilization of biomolecules [J].

Guo, DJ ;

Xiao, SJ ;

Xia, B ;

Shuai-Wei ;

Pei, J ;

Pan, Y ;

You, XZ ;

Gu, ZZ ;

Lu, ZH .

JOURNAL OF PHYSICAL CHEMISTRY B, 2005, 109 (43) :20620-20628

[22]

Hermanson GT, 2008, BIOCONJUGATE TECHNIQUES, 2ND EDITION, P1, DOI 10.1016/B978-0-12-370501-3.00001-1

[23]

HOARE DG, 1967, J BIOL CHEM, V242, P2447

[24] Reaction of an introverted carboxylic acid with carbodiimide [J].

Iwasawa, Tetsuo ;

Wash, Paul ;

Gibson, Christoph ;

Rebek, Julius, Jr. .

TETRAHEDRON, 2007, 63 (28) :6506-6511

[25] Modified fabrication process of protein chips using a short-chain self-assembled monolayer [J].

Jang, Ling-Sheng ;

Keng, Hao-Kai .

BIOMEDICAL MICRODEVICES, 2008, 10 (02) :203-211

[26] THE CHEMISTRY OF CARBODIIMIDES [J].

KHORANA, HG .

CHEMICAL REVIEWS, 1953, 53 (02) :145-166

[27] A strategy for the generation of surfaces presenting ligands for studies of binding based on an active ester as a common reactive intermediate: A surface plasmon resonance study [J].

Lahiri, J ;

Isaacs, L ;

Tien, J ;

Whitesides, GM .

ANALYTICAL CHEMISTRY, 1999, 71 (04) :777-790

[28] Characterization of a self-assembled monolayer of thiol on a gold surface and the fabrication of a biosensor chip based on surface plasmon resonance for detecting anti-GAD antibody [J].

Lee, JW ;

Sim, SJ ;

Cho, SM ;

Lee, J .

BIOSENSORS & BIOELECTRONICS, 2005, 20 (07) :1422-1427

[29] Hydrosilylation of crystalline silicon (111) and hydrogenated amorphous silicon surfaces: A comparative x-ray photoelectron spectroscopy study [J].

Lehner, A ;

Steinhoff, G ;

Brandt, MS ;

Eickhoff, M ;

Stutzmann, M .

JOURNAL OF APPLIED PHYSICS, 2003, 94 (04) :2289-2294

[30]

Lin-Vien D., 1991, HDB INFRARED RAMAN C

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