Crosslinking of tissue-derived biomaterials in 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide (EDC)

Lee, J. M.; Edwards, Harry; Pereira, C. A.; Samii, S. I.

doi:10.1007/bf00122176

Cited by 121 publications

(109 citation statements)

References 51 publications

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“…In the present study, the morphological property appears to be caused by different mixing ratios of BF and PS collagen. Numerous factors directly influenced the extent of cross-linking and morphological property, for example collagen origin [11], EDC concentration [5,9,11,14], active agent [11,[13][14][15], cross-linking procedure [9,19], and post-treatment [14]. Previous studies have shown that collagenglycosaminoglycan (CG) materials used for studies of skin regeneration were inactive when the mean pore size was either lower than 20 mm or higher than 120 mm [20].…”

Section: Discussionmentioning

confidence: 99%

“…The EDC cross-linking system is frequently used in the porous collagen materials [5,9,11,14,15], which has shown better biocompatibility than glutaraldehyde (GA) [9]. In principle, the EDC cross-linking takes place by the reaction between carboxyl groups of glutamic acid and aspartic acid and generated stable amide bonds [9,11,[13][14][15]24,25]. A previous study [26] indicated that the biostability of materials could not be enhanced by external glutamic acid addition.…”

Section: Discussionmentioning

confidence: 99%

“…1-Ethyl-3-(3-dimethylaminopropyl)-carbodiimide (EDC) was used as cross-linker in the present study. This reagent has been universally found to modify side-groups and to mediate the ester and amide bond formation between the hydroxyl and carboxyl group of HA and collagen with low cytotoxicity [11,[13][14][15]. The objective of the present study was to prepare the HA-collagen sponge materials composed of different (HACSMs) blending ratios of BF and PS collagen that were fabricated employing a combination of freezing, lyophilizing, and EDC cross-linking methods and to investigate their differences in biochemical, physical, morphological, and mechanical characteristics.…”

Section: Introductionmentioning

confidence: 99%

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Studies of Novel Hyaluronic Acid-collagen Sponge Materials Composed of Two Different Species of Type I Collagen

Lin

Liu

2006

J Biomater Appl

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ABSTRACT:The authors have developed novel hyaluronic acid (HA)-collagen sponge materials (HACSMs) composed of various ratios of bird feet (BF) and pig skin (PS) collagen that are fabricated employing a combination of freezing, lyophilizing, and 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide (EDC) crosslinking methods. Morphology, swelling ratio, resistance to collagenase, thermal stability, tensile strength, and free amine index are determined to evaluate the physical-chemical properties of various HACSMs. Different BF: PS ratios directly vary with the physical-chemical properties of HACSMs and control their biodegradability for multiple uses. Resistance to collagenase, thermal stability, and tensile strength of HACSMs increases as the ratio of BF collagen increases. On the contrary, the higher swelling ratio, free amine index, and pore size occur in materials composed of higher ratios of PS collagen. A linear relationship between the decreased ratio of PS collagen and the increase in tensile strength and biostability are observed. The materials of B4P1HA (BF : PS : HA ¼ 4 : 1 : 0.2) exhibit the highest value of tensile strength, but no significant difference exists between B4P1HA and B5P0HA (BF : PS : HA ¼ 5 : 0 : 0.2). These phenomena should be closely related to the BF collagen which contains a higher amount of carboxyl groups of glutamic or aspartic acid residues and forms more amine bonds under EDC cross-linking *Author to whom correspondence should be addressed. E-mail: nitrite.tw@gmail.com when compared to PS collagen. However, these results suggest that the B4P1HA and B5P0HA materials should be produced according to highest bio-stability and mechanical strength and, furthermore they may be suitable for artificial skin or drug delivery applications. JOURNAL OF BIOMATERIALS APPLICATIONS

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Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Studies of Novel Hyaluronic Acid-collagen Sponge Materials Composed of Two Different Species of Type I Collagen

Lin

Liu

2006

J Biomater Appl

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“…To minimize these problems, besides the classical procedure using glutaraldehyde (GA) many alternative processes were introduced for the manufacture bioprosthetic heart valves (BHV) and includes the crosslinking with azide 3 , epoxydes 4 , carbodiimides 5 and diisocyanates 6 , the treatment with GA in non-aqueous solvents 7 , diphosphonates 8 and α-amino oleic acid treatment 9 .…”

Section: Introductionmentioning

confidence: 99%

Mechanical, thermal and morphological properties of glutaraldehyde crosslinked bovine pericardium followed by glutamic acid treatment

et al. 2009

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Major problems with valve bioprostheses are associated with progressive structural deterioration and calcification, directly associated with the use of glutaraldehyde (GA). This work describes the effects of GA processing and borate/glutamic acid buffer treatment on the mechanical, thermal and morphological properties of 0.5% GA crosslinked bovine pericardium (BP). The results showed that while the treatment of 0.5% GA crosslinked BP with borate/glutamic acid significantly improves the mechanical properties, it had no visible effect on surface morphology. Better surface preservation was only achieved for BP pre-treated with a lower GA concentration followed by the conventional treatment (0.5% GA). Improvements in mechanical properties probably arises from structural changes probably involving the depolymerization of polymeric GA crosslinks and an increase electrostatic interaction due to covalent binding of glutamic acid to free carbonyl groups (Schiff base). The results indicate that the treatment GA crosslinked BP with borate/glutamic acid buffer may be an attractive procedure for the manufacture of heart valve bioprostheses.

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“…The carbodiimide cross-linkers [26][27][28][29][30][31][32][33] exhibit good pot-life in aqueous systems. Mul# func# onal water dispersible polycarbodiimides display a higher performance, when used as a cross-linker.…”

Section: Pot-lifementioning

confidence: 99%

Polycarbodiimide and polyurethane cross-linkers for leather finishing

Ramkumar¹,

Murali²,

Preethi³

et al. 2017

LFJ

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ABSTRACT. This review focuses on polyurethane and carboxylic acid-carbodiimide cross-linked systems for leather fi nishes. Recently, these cross-links have become very popular in leather fi nishing. The cross-links in leather fi nishes improve the strength proper# es of the fi nished leather, the excess of cross-links causes bri$ leness. The mul# func# onal carbodiimide cross-linkers are useful for leather surface proper# es improvement. The carbodiimide groups are sensi# ve to hydrolysis; life # me of this func# onal group during polymeriza# on is enhanced. Water dispersible isocyanates, polyurethane copolymers and polyisocyanate cross-links have applica# ons in new technologies are discussed in this review. KEY WORDS: cross-linker, polycarbodiimide, diisocyanate, leather, polyurethane AGENŢI DE RETICULARE PE BAZĂ DE POLICARBODIIMIDĂ ŞI POLIEURETAN PENTRU FINISAREA PIELIIREZUMAT. Acest ar# col se concentrează asupra sistemelor de re# culare pe bază de poliuretan şi acid carboxilic-carbodiimidă pentru fi nisarea pielii. Recent, aceste # puri de re# culări au devenit foarte populare în fi nisarea pieilor. Re# cularea pielii la fi nisare îmbunătăţeşte proprietăţile de rezistenţă ale pieii fi nite, în # mp ce excesul de legături încrucişate determină fragilitate. Agenţii de re# culare mul# funcţionali carbodiimidici sunt u# li pentru îmbunătăţirea proprietăţilor de suprafaţă ale pielii. Grupările carbodiimidice sunt sensibile la hidroliză; durata de viaţă a acestui grup funcţional în # mpul polimerizării este sporită. Re# culările cu izocianaţii dispersabili în apă, copolimerii poliuretanici şi poliizocianaţi discutate în această lucrare au aplicaţii în tehnologii noi. CUVINTE CHEIE: agent de re# culare, policarbodiimidă, diizocianat, piele, poliuretan AGENTS DE RÉTICULATION POLYCARBODIIMIDE ET POLYURÉTHANE POUR LA FINITION DU CUIRRÉSUMÉ. Cet ar# cle met l'accent sur les systèmes de ré# cula# on à base de polyuréthane et de l'acide carboxylique-carbodiimide pour la fi ni# on du cuir. Récemment, ces types de ré# cula# ons sont devenus très populaires dans la fi ni# on du cuir. La ré# cula# on du cuir dans l'opéra# on de fi ni# on améliore les propriétés de résistance du cuir fi ni, tandis que la ré# cula# on excessive entraîne une fragilité. Les agents de ré# cula# on mul# fonc# onnels de carbodiimide sont u# les pour améliorer les propriétés de surface du cuir. Les groupes carbodiimide sont sensibles à l'hydrolyse; la durée de vie de ce groupe fonc# onnel pendant la polymérisa# on est augmentée. Les ré# cula# ons avec des isocyanates dispersables dans l'eau, des copolymères de polyuréthane et des polyisocyanates décrits dans cet ar# cle ont des applica# ons dans de nouvelles technologies. MOTS CLÉS: agent de ré# cula# on, polycarbodiimide, diisocyanate, cuir, polyuréthane

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Crosslinking of tissue-derived biomaterials in 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide (EDC)

Cited by 121 publications

References 51 publications

Studies of Novel Hyaluronic Acid-collagen Sponge Materials Composed of Two Different Species of Type I Collagen

Studies of Novel Hyaluronic Acid-collagen Sponge Materials Composed of Two Different Species of Type I Collagen

Mechanical, thermal and morphological properties of glutaraldehyde crosslinked bovine pericardium followed by glutamic acid treatment

Polycarbodiimide and polyurethane cross-linkers for leather finishing

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