Properties of carbodiimide treated heparin

Oliveira, Givanildo Bezerra; Carvalho, Luiz Bezerra de; Silva, M.P.C.

doi:10.1016/s0142-9612(03)00376-4

Cited by 39 publications

(27 citation statements)

References 41 publications

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“…Such results have also been reported previously. 17 Subsequent to the modification of heparin with different quantities of EDAC, the relative intensity of the FTIR spectrum bands for heparin's carboxyl group, which appear at 1603 and 1421 cm 21 , seemed to have decreased in intensity as compared with the corresponding band for native heparin. The FTIR spectrum for EDAC-treated heparin also demonstrated the appearance of spectral bands at around 2089 and 1688 cm 21 .…”

Section: Hemocompatibility Characterizationmentioning

confidence: 98%

“…We attributed these spectral bands to C¼ ¼O stretching and NÀ ÀH bending vibra- tions, respectively, both of which are probably due to the formation of O-acylurea as a consequence of the reaction occurring between EDAC and heparin. 17 Figure 6 presents the FTIR spectra of native heparin and modified heparin featuring different quantities of SP. Following heparin's reaction with SP, the peak intensity of the band for heparin's carboxyl group appears to be virtually the same as that for native heparin.…”

Section: Hemocompatibility Characterizationmentioning

confidence: 99%

“…14 EDAC is the most commonly used coupling agent for the immobilization of heparin on certain surfaces, with two cross-linking techniques currently available for such a procedure, based upon EDACs coupling activity for bioprosthetic materials having already received US patents. 17 Following the coating of the surface with heparin, these reagents do not remain as part of the cross-link, precluding the possible systemic release of potentially cytotoxic reagents, and their water-soluble by-products can be easily removed by rinsing the surface. 18 EDAC reacts with the carboxyl group of heparin to create an amine-reactive intermediate, which then reacts with the amine group on the activated surface to form a stable urethane linkage 19 ; however, following the grafting processes, the carboxyl groups of heparin are inevitably lost.…”

Section: Introductionmentioning

confidence: 99%

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Immobilization of NaIO₄‐treated heparin on PEG‐modified 316L SS surface for high anti‐thrombin‐III binding

Chuang

Lin

2007

J Biomedical Materials Res

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Poor compatibility between blood and metallic coronary artery stents is one reason for arterial restenosis; however, the immobilization of anticoagulant agents on the surface of the stent is a feasible method of improving stent compatibility. Heparin, a well-known anticoagulant, has been frequently used to coat the surfaces of certain biomaterials to attain blood compatibility. The compound 1-ethyl-3-(3-dimethyl-aminopropyl) carbodiimide has often been utilized for the immobilization of heparin, but the critical carboxyl groups of heparin (with regards to heparin's anticoagulant activity) will be reduced by this method. This study examined possible methods of heparin immobilization without consuming these carboxyl groups. The 316L stainless steel surface was first activated with hexamethylene diisocyanate and then coupled with bis-amine-terminated poly (ethylene glycol) (BA-PEG) so as to create active amine groups. Sodium periodate (NaIO(4); SP) was then used to oxidize heparin to form aldehyde groups. The treated heparin could then be grafted onto the activated surface of the test material without losing its carboxyl groups. Effective surface modification of the hexamethylene diisocyanate-activated and BA-PEG-grafted 316L SS surface was confirmed using Fourier Transform Infrared Spectroscopy, electron spectroscopy for chemical analysis and a water contact angle test. After the heparin was immobilized on the BA-PEG-grafted 316L SS surface by SP, the surface showed an improvement in antithrombrin III (AT III) binding ability, its anticoagulant property, and hemocompatibility in comparison with heparin grafted by 1-ethyl-3-(3-dimethyl-aminopropyl) carbodiimide.

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Section: Hemocompatibility Characterizationmentioning

confidence: 98%

Section: Hemocompatibility Characterizationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Immobilization of NaIO₄‐treated heparin on PEG‐modified 316L SS surface for high anti‐thrombin‐III binding

Chuang

Lin

2007

J Biomedical Materials Res

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“…structures; these peaks and their absorption intensity are normally related to symmetric vibrations of S=O bonds [40]. The latter has a less intense and broader peak in the 800-880 range which is the sulfated sugar region [41]. It is noted that peaks corresponding to the values of 800 and 816 and 820 cm −1 (in pharmaceutical-grade heparin and reactive-grade heparin, respectively) belong to the iduronate residue 2-0-sulphate group and to the 6-0-sulphate group of the glucosamine residue, such bands are overlapped in pharmaceutical-grade heparin and split into two separated contributions in reactive-grade heparin but with lower absorption.…”

Section: Ftir Peak Assignationmentioning

confidence: 99%

UV photochemical synthesis of heparin-coated gold nanoparticles

et al. 2013

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Sodium salt heparins of both reactive and pharmaceutical grade were used as the reducing and stabilizing agents for the UV photochemical synthesis of gold nanoparticles. Reduction of chloroauric acid, HAuCl 4 , by heparin using UV irradiation as a catalyst is a simple, inexpensive method with direct biofunctionalization of the products for further use. Experiments using both heparin types were carried out separately. The varying synthesis parameters were the HAuCl 4 and heparin sodium concentrations. The synthesized AuNPs present spherical as well as anisotropic shapes, such as oval, triangular, hexagonal sheets, rods, and some other faceted forms, with dimensions ranging from 20 to 300 nm as well as agglomerated networks. No usage of additional surfactants or growth-inducing seeds was necessary in the syntheses.

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“…The band at around 891 cm À1 could be attributed to coupling of CÀOÀS and is a characteristic feature of the HEP-ring C À O À C. [12] In addition, the extra peak that appears at 1731 cm À1 belongs to the aldehyde symmetric vibrational band. This band is weak and, in some cases, is not detected due to hemiacetal formation of free aldehyde groups.…”

mentioning

confidence: 99%

An Anticoagulant Activity System Using Nanoengineered Autofluorescent Heparin Nanotubes

Cui

Zhu

et al. 2011

Chemistry An Asian Journal

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Heparin (HEP) and periodate-oxidized heparin (O-HEP) nanotubes were prepared by combining the template method with a layer-by-layer (LbL) technique. The tubular structure was obtained and characterized by scanning electron microscopy (SEM), transmission electron microscopy (TEM), and confocal laser scanning microscopy (CLSM). O-HEP is one of the HEP derivatives that contains anticoagulant activity and preserves its ability for other effects. Chitosan (CHI) and O-HEP have been used to fabricate nanotubes by covalent cross-linking Schiff base reactions. It is demonstrated that the obtained nanotubes have the significant feature of autofluorescence without the addition of any fluorescent dyes and they retain their anticoagulation activity. Compared with O-HEP/CHI nanotubes, HEP/CHI nanotubes show high anticoagulation activity and do not have autofluorescence. Furthermore, this method could be extended to other copolysaccharide derivatives for the preparation of autofluorescent nanomaterials.

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Properties of carbodiimide treated heparin

Cited by 39 publications

References 41 publications

Immobilization of NaIO₄‐treated heparin on PEG‐modified 316L SS surface for high anti‐thrombin‐III binding

Immobilization of NaIO₄‐treated heparin on PEG‐modified 316L SS surface for high anti‐thrombin‐III binding

UV photochemical synthesis of heparin-coated gold nanoparticles

An Anticoagulant Activity System Using Nanoengineered Autofluorescent Heparin Nanotubes

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Properties of carbodiimide treated heparin

Cited by 39 publications

References 41 publications

Immobilization of NaIO4‐treated heparin on PEG‐modified 316L SS surface for high anti‐thrombin‐III binding

Immobilization of NaIO4‐treated heparin on PEG‐modified 316L SS surface for high anti‐thrombin‐III binding

UV photochemical synthesis of heparin-coated gold nanoparticles

An Anticoagulant Activity System Using Nanoengineered Autofluorescent Heparin Nanotubes

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Product

Resources

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Immobilization of NaIO₄‐treated heparin on PEG‐modified 316L SS surface for high anti‐thrombin‐III binding

Immobilization of NaIO₄‐treated heparin on PEG‐modified 316L SS surface for high anti‐thrombin‐III binding