Synthesis and Application of Cleavable and Hydrophilic Crosslinking Reagents

Schramm, Hans J.; Dülffer, Thomas

doi:10.1007/978-1-4684-3282-4_11

Cited by 14 publications

(7 citation statements)

References 19 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Traut's reagent (2-IT) has been used as a reagent for the immobilization of thiol groups to primary amino groups of proteins. 34 In this study it was used for the modification of CS bearing a lot of primary amino groups. As listed in Table I, depending on the content of CS and 2-IT and the pH during the coupling reaction, different amounts of thiol groups to the CS were formed.…”

Section: Resultsmentioning

confidence: 99%

Morphological property and in vitro enzymatic degradation of modified chitosan as a scaffold

et al. 2011

View full text Add to dashboard Cite

Chitosan (CS) was proposed as a promising candidate scaffold for tissue engineering. However, some drawbacks of natural CS remain. The current study modified CS by conjugating thiol to CS polymer (Thio-CS) and substantiated its three-dimensional microstructure and physical properties such as swelling or degradation. The Thio-CS was obtained by CS modification using 2-iminothiolane-HCl (2-IT). Because of the formation of disulfide bonds between thiol moieties based on oxidation of the immobilized thiol groups of CS, Thio-CS exhibits in situ gelling properties according to the reducing amount of free thiol. The content of the thiol group was increased as the amount of 2-IT increased. The swelling test demonstrated that Thio-CS can absorb up to 3.5 times its weight of phosphate buffered saline within 1 h and that the pore size and amount significantly increased with incubation time. The Thio-CS enzymatic degradation rate according to velocity was investigated. The results showed that Thio-CS was more resistant to lysozyme as viscosity increased. Thio-CS sponges were fabricated using freezedrying. The lyophilized Thio-CS had a homogeneous honeycomb-like shape, and its pores were relatively smaller (<2 µm) than those of unmodified CS (>2 µm). These results suggest that Thio-CS might be a candidate regenerative therapeutic device.

show abstract

Section: Resultsmentioning

confidence: 99%

Morphological property and in vitro enzymatic degradation of modified chitosan as a scaffold

et al. 2011

View full text Add to dashboard Cite

show abstract

“…The reagent 2-IT has been widely used for the immobilization of thiol groups to primary amino groups of proteins [37]. Since moisturized materials cannot be detected by SEM, unmodified CS and Thio-CS were lyophilized.…”

Section: Resultsmentioning

confidence: 99%

Evaluation of a Thiolated Chitosan Scaffold for Local Delivery of BMP-2 for Osteogenic Differentiation and Ectopic Bone Formation

Bae

Jeong

Kook

et al. 2013

BioMed Research International

View full text Add to dashboard Cite

Thiolated chitosan (Thio-CS) is a well-established pharmaceutical excipient for drug delivery. However, its use as a scaffold for bone formation has not been investigated. The aim of this study was to evaluate the potential of Thio-CS in bone morphogenetic protein-2 (BMP-2) delivery and bone formation. In vitro study showed that BMP-2 interacted with the Thio-CS and did not affect the swelling behavior. The release kinetics of BMP-2 from the Thio-CS was slightly delayed (70%) within 7 days compared with that from collagen gel (Col-gel, 85%), which is widely used in BMP-2 delivery. The BMP-2 released from Thio-CS increased osteoblastic cell differentiation but did not show any cytotoxicity until 21 days. Analysis of the in vivo ectopic bone formation at 4 weeks of posttransplantation showed that use of Thio-CS for BMP-2 delivery induced more bone formation to a greater extent (1.8 fold) than that of Col-gel. However, bone mineral density in both bones was equivalent, regardless of Thio-CS or Col-gel carrier. Taken together, Thio-CS system might be useful for delivering osteogenic protein BMP-2 and present a promising bone regeneration strategy.

show abstract

“…To build up a reduction‐triggered release system in synthosomes, the amino‐group‐labeling agents 3‐(2‐pyridyldithio)propionic acid N ‐hydroxysuccinimide ester (pyridyl label) and (2‐[biotinamido]ethylamido)‐3,3′‐dithiodipropionic acid N ‐hydroxysuccinimide ester (biotinyl label) were selected, due to size considerations and the presence of a cleavable disulfide bond within the labeling reagents. Reagents for the specific labeling of amino, hydroxy, carboxyl, and sulfhydryl groups have been well studied and are routinely used for protein modifications 20–22…”

Section: P1 P2 and P3 Constants From Equation (1) Calculated By Fimentioning

confidence: 99%

Functionalized Nanocompartments (Synthosomes) with a Reduction‐Triggered Release System

et al. 2008

View full text Add to dashboard Cite

Alles unter Kontrolle: Die entwickelten Synthosome sind eine Unterklasse der Polymersomen mit einer Block‐Copolymer‐Membran und einem modifizierten, eingebetteten Transmembran‐Kanalprotein (FhuA Δ1–160), das als selektiver Stofftransportkanal fungiert. Durch chemische Modifizierung der Lysinreste im Kanal von FhuA Δ1–160 wurde ein durch Reduktion ausgelöstes und sterisch kontrolliertes Freisetzungssystem für verkapselte Verbindungen entwickelt.

show abstract

Synthesis and Application of Cleavable and Hydrophilic Crosslinking Reagents

Cited by 14 publications

References 19 publications

Morphological property and in vitro enzymatic degradation of modified chitosan as a scaffold

Morphological property and in vitro enzymatic degradation of modified chitosan as a scaffold

Evaluation of a Thiolated Chitosan Scaffold for Local Delivery of BMP-2 for Osteogenic Differentiation and Ectopic Bone Formation

Functionalized Nanocompartments (Synthosomes) with a Reduction‐Triggered Release System

Contact Info

Product

Resources

About