Functional surfaces with zwitterionic carboxybetaine L-3,4-dihydroxyphenylalanine: Synthesis, coating, and antifouling applications

被引:2
|
作者
Han, Inae [1 ]
Kim, Su Youn [2 ]
Hong, Seok-Pyo [1 ]
Choi, Insung S. [1 ]
Cho, Woo Kyung [2 ]
机构
[1] Korea Adv Inst Sci & Technol, Dept Chem Engn, Taejon 305701, South Korea
[2] Chungnam Natl Univ, Dept Chem, Daejeon 34134, South Korea
基金
新加坡国家研究基金会;
关键词
Carboxybetaine; L; -DOPA; Oxidation-induced polymerization; One-step coating; Antifouling effect; SELF-ASSEMBLED MONOLAYERS; PROTEIN ADSORPTION; POLYMERS; IMMOBILIZATION; POLYMERIZATION; CHEMISTRY;
D O I
10.1016/j.porgcoat.2023.107860
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
In this paper, we present synthesis of a novel carboxybetaine L-3,4-dihydroxyphenylalanine derivative (CBDOPA) and its excellent antifouling properties to inhibit bacterial adhesion. We optimized the coating efficiency by controlling oxidation-induced polymerization with various oxidants in an alkaline environment. The surface coating was investigated by water contact angle goniometry, ellipsometry, X-ray photoelectron spectroscopy, atomic force microscopy, and FT-IR spectroscopy. Among the conditions examined, the optimal condition was the sodium periodate-mediated oxidation, which achieved the highest CB-DOPA coating efficiency. The optimized CB-DOPA coating was applied to a variety of substrates, including gold, titanium dioxide, stainless steel, poly(tetrafluoroethylene), and polyurethane. Compared with bare controls, CB-DOPA-coated substrates showed high resistance to the adhesion of Escherichia coli.
引用
收藏
页数:7
相关论文
共 50 条
  • [1] MICROBIOLOGICAL SYNTHESIS OF L-3,4-DIHYDROXYPHENYLALANINE
    SIH, CJ
    FOSS, P
    ROSAZZA, J
    LEMBERGE.M
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (22) : 6204 - &
  • [2] METABOLISM OF L-3,4-DIHYDROXYPHENYLALANINE IN MAN
    OGORMAN, LP
    BORUD, O
    KHAM, IA
    GJESSING, LR
    CLINICA CHIMICA ACTA, 1970, 29 (01) : 111 - &
  • [3] Translational incorporation of L-3,4-dihydroxyphenylalanine into proteins
    Ozawa, K
    Headlam, MJ
    Mouradov, D
    Watt, SJ
    Beck, JL
    Rodgers, KJ
    Dean, RT
    Huber, T
    Otting, G
    Dixon, NE
    FEBS JOURNAL, 2005, 272 (12) : 3162 - 3171
  • [4] L-3,4-DIHYDROXYPHENYLALANINE METABOLISM BY GUT IN-VITRO
    RIVERACALIMLIM, L
    MORGAN, JP
    DUJOVNE, CA
    BIANCHINE, JR
    LASAGNA, L
    BIOCHEMICAL PHARMACOLOGY, 1971, 20 (11) : 3051 - +
  • [5] Role of L-3,4-dihydroxyphenylalanine in mussel adhesive proteins
    Yu, ME
    Hwang, JY
    Deming, TJ
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (24) : 5825 - 5826
  • [6] Human pharmacokinetics of L-3,4-dihydroxyphenylalanine studied with microdialysis
    Dizdar, N
    Kullman, A
    Norlander, B
    Olsson, JE
    Kågedal, B
    CLINICAL CHEMISTRY, 1999, 45 (10) : 1813 - 1820
  • [7] INHIBITION OF TYROSINE AMINOTRANSFERASE ACTIVITY BY L-3,4-DIHYDROXYPHENYLALANINE
    FELLMAN, JH
    ROTH, ES
    BIOCHEMISTRY, 1971, 10 (03) : 408 - +
  • [8] Bioconjugation of L-3,4-Dihydroxyphenylalanine Containing Protein with a Polysaccharide
    Ayyadurai, Niraikulam
    Prabhu, Nadarajan Saravanan
    Deepankumar, Kanagavel
    Jang, Yoon Jung
    Chitrapriya, Nataraj
    Song, Eunjung
    Lee, Nahum
    Kim, Seog K.
    Kim, Byung-Gee
    Soundrarajan, Nagasundarapandian
    Lee, Sungu
    Cha, Hyung Joon
    Budisa, Nediljko
    Yun, Hyungdon
    BIOCONJUGATE CHEMISTRY, 2011, 22 (04) : 551 - 555
  • [9] CENTRAL HYPOTENSIVE EFFECT OF L-3,4-DIHYDROXYPHENYLALANINE IN RAT
    HENNING, M
    RUBENSON, A
    JOURNAL OF PHARMACY AND PHARMACOLOGY, 1970, 22 (08) : 553 - &
  • [10] L-3,4-DIHYDROXYPHENYLALANINE SYNTHESIS BY GENETICALLY MODIFIED SCHWANN-CELLS
    OWENS, GC
    JOHNSON, R
    BUNGE, RP
    OMALLEY, KL
    JOURNAL OF NEUROCHEMISTRY, 1991, 56 (03) : 1030 - 1036