Improved hemocompatibility of poly(ethylene terephthalate) modified with various thiol-containing groups

Gappa-Fahlenkamp, Heather; Lewis, Randy S.

doi:10.1016/j.biomaterials.2004.09.028

Cited by 52 publications

(37 citation statements)

References 18 publications

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“…Hence, surface functionalization of PET would aid in immobilizing biomolecules which could potentially improve hemocompatibility. Currently, various different techniques, including hydrolysis [2,14,15], reduction [16], glycolysis [17], aminolysis [2,14,[18][19][20][21] and amination [1], are used to introduce reactive functional groups on PET surfaces.…”

Section: Introductionmentioning

confidence: 99%

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Analysis of functionalized polyethylene terephthalate with immobilized NTPDase and cysteine

Muthuvijayan¹,

Gu²,

Lewis³

2009

Acta Biomaterialia

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Section: Introductionmentioning

confidence: 99%

“…Cysteine has been shown to improve hemocompatibility when immobilized to aminolyzed PET [19]. Cysteine utilizes endogenous nitric oxide (NO) to inhibit platelet activation and aggregation [19,20]. Briefly, a rapid transnitrosation reaction occurs between S-nitrosoproteins (primarily S-nitrosoalbumin) and cysteine [28].…”

Section: Introductionmentioning

confidence: 99%

Analysis of functionalized polyethylene terephthalate with immobilized NTPDase and cysteine

Muthuvijayan¹,

Gu²,

Lewis³

2009

Acta Biomaterialia

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“…For example, Duan and Lewis proposed polymers with appended cysteine moieties that can gain NO from endogenous S-nitrosothiols in blood (e.g., S-nitrosoglutathione (GSNO), S-ntrosocysteine (CySNO), and S-nitrosoalbumin (AlbSNO)) via transnitrosation reactions [14,15]. The polymer accumulated CysNO can also release NO, and this was shown to reduce platelet adhesion using radiolabeled platelet model in vitro [14,15]. Another related approach introduced in this laboratory is based on immobilizing catalytic sites within polymeric materials that can locally generate NO from endogenous RSNOs at the polymer/blood interface (so-called NO generating polymers (NOGPs)).…”

Section: Introductionmentioning

confidence: 99%

Polyurethane with tethered copper(II)–cyclen complex: Preparation, characterization and catalytic generation of nitric oxide from S-nitrosothiols

Hwang

Meyerhoff

2008

Biomaterials

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The preparation and characterization of a commercial biomedical grade polyurethane (Tecophilic, SP-93A-100) material possessing covalently linked copper(II)-cyclen moieties as a nitric oxide (NO) generating polymer are described. Chemiluminescence NO measurements demonstrate that the prepared polymer can decompose endogenous S-nitrosothiols (RSNOs) such as S-nitrosoglutathione and S-nitrosocysteine to NO in the presence of thiol reducing agents (RSHs; e.g., glutathione and cysteine) at physiological pH. Since such RSNO and RSH already exist in blood, the proposed polymer is capable of spontaneously generating NO when in contact with fresh blood. This is demonstrated by utilizing the polymer as an outer coating at the distal end of an amperometric NO sensor to create a device that generates response toward the RSNO species in the blood. This polymer possesses the combined benefits of a commercial biomedical grade polyurethane with the ability to generate biologically active NO when on contact with blood, and thus may serve as a useful coating to improve the hemocompatibility of various medical devices.

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“…6,13 Recently, our research group utilized the release of NO from CySNO in the development of polymers that inhibit platelet adhesion. 9,10 Briefly, cysteine was attached to a polymer and exposed to nitrosated albumin (AlbSNO). NO is preferentially transported from AlbSNO to the cysteine on the polymer surface (forming CySNO), following which the unstable CySNO releases NO to inhibit platelet adhesion.…”

Section: Introductionmentioning

confidence: 99%

Effect of pH and Metal Ions on the Decomposition Rate of S-nitrosocysteine

Lewis

2007

Ann Biomed Eng

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S-nitrosothiols (RSNOs) have many biological functions including platelet deactivation, immunosupression, neurotransmission, and host defense. Most of the functions are attributed to nitric oxide (NO) release during S-nitrosothiol decomposition. As the simplest biologically occurring S-nitrosothiol, S-nitrosocysteine (CySNO) has been widely used as an NO donor and has also been incorporated into biomedical polymers. Knowledge of the CySNO decomposition rate is important for assessing the impact of CySNO on various bioengineering applications or biological systems. In this work, spectrophotometer measurements of CySNO decomposition in the presence of metal ions showed that the decomposition rate is highly susceptible to the pH. The maximum decomposition occurs near physiological pH (near 7.4) while in the acidic (pH < 6) and alkaline (pH > 9) condition CySNO is very stable. This demonstrates that blood provides an optimized environment for the decomposition of CySNO leading to the release of NO. The CySNO decomposition rate can also be affected by buffers with different purity levels in the presence and absence of metal ion chelators-although all buffers show the same pH phenomenon of maximizing near physiological pH. An equilibrium model of metal ions as a function of pH provides a plausible explanation for the pH dependence on the experimental decomposition rate.

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Improved hemocompatibility of poly(ethylene terephthalate) modified with various thiol-containing groups

Cited by 52 publications

References 18 publications

Analysis of functionalized polyethylene terephthalate with immobilized NTPDase and cysteine

Analysis of functionalized polyethylene terephthalate with immobilized NTPDase and cysteine

Polyurethane with tethered copper(II)–cyclen complex: Preparation, characterization and catalytic generation of nitric oxide from S-nitrosothiols

Effect of pH and Metal Ions on the Decomposition Rate of S-nitrosocysteine

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