L-Lysine diisocyanate

Cyclohexyl-1,4-diisocyanate Cyclohexyl-1,2-diisocyanate Isophorone diisocyanate Methylenedicyclohexyl diisocyanate L-Lysine diisocyanate methyl ester... 

Lee CH et al (2005) Nanofiber alignment and direction of mechanical strain affect the ECM production of human ACL fibroblast. Biomaterials 26(11) 1261-1270 Han JA et al (2011) Electrospinning and biocompatibility evaluation of biodegradable polyurethanes based on L-lysine diisocyanate and L-lysine chain extender. J Biomed Mater Res A 96(4) 705-714... 

Hassan MK et al (2006) Biodegradable aliphatic thermoplastic polyurethane based on poly (epsilon-caprolactone) and L-lysine diisocyanate. J Polym Sci A Polym Chem 44 (9) 2990-3000... 

Storey RF, Wiggins JS, Puckett AD. Hydrolyzable poly(ester-urethane) networks from L-lysine diisocyanate and D,L-lactide/e-caprolactone homo- and copolyester triols. JPolym Sci, Part A Polym Chem 1994 32(12) 2345-2363. 

Abraham G, Marcos-Femandez A, San Roman J. Bioresorbable poly(ester-ether ure-thane)s from L-lysine diisocyanate and triblock copolymers with different hydrophilic character. J Biomed Mater Res Part A 2006 76A(4) 729-36. 

To achieve biodegradability and nontoxicity, there has been intensive research on replacing common isocyanates with amino acid diisocyanates in the development of waterborne PUs [69]. L-Lysine diisocyanate and L-lysine ethyl ester diisocyanate have gained attention because lysine is nontoxic, less prone to inflammation, and easy to connect with bioactive molecules. Lysine ethyl ester diisocyanate was prepared with an improved method that avoids the use of gaseous phosgene, elevated temperature, and strongly acidic conditions as described by Nowick et al. [70]. L-Lysine diisocyanate and PCL diol were used as main components to prepare nontoxic and... 

Materials and Purification. Chemicals were purchased from Aldrich chemical company and used as received unless otherwise noted 1,1,1,3,3,3-hexamethyl disilazane, ethylene glycol, triphosgene, poly(ethylene oxide) (MW = 600), poly(tetramethylene oxide) (MW = 1000), poly(caprolactonediol) (MW = 530), toluene diisocyanate (TDI), anhydrous ethanol (Barker Analyzed), L-lysine monohydride (Sigma) and methylene bis-4-phenyl isocyanate (MDI) (Kodak). Ethyl ether (Barker Analyzer), triethylamine and dimethyl acetamide were respectively dried with sodium, calcium hydride and barium oxide overnight, and then distilled. Thionyl chloride and diethylphosphite were distilled before use. 

Temperature-responsive PURs based on poly(ethylene glycol), L-lysine methyl ester diisocyanate (LDIM), or L-lysine butyl ester diisocyanate (LDIB) have been... 

The introduction of functionalities into PUs can be made before, during, or after polymerization. Traditional linear PUs are made by the polyaddition reactions between diols and diisocyanates. One route to obtain functional PUs is to use monofunctional compounds (alcohol or isocyanate, bl, b2, and cl in Figure 4.11(a)), but they lead to a limited number of terminal functionalities and reduced molecular weight [78]. Although there are some examples of introducing specific functionalities using functional diisocyanates, such as diisocyanates derived from L-lysine (e.g., L-lysine methyl... 

Temperature-sensitive polymers were synthesized based on poly(ethylene glycol) (PEG) and L-lysine ester diisocyanate (LDI) Showed about 25% encapsulation efficiency Release of drug was dependent on transition temperature ofLDI-PEG600 [33]... 

Zhou et al. described the synthesis of pH-sensitive biodegradable PUs. They used a novel pH-sensitive macrodiol containing acid-cleavable hydrazone linkers, poly(E-caprolactone)-hydrazone-poly(ethylene glycol)-hydiazone- ly(E-caprolactone) diol (PCL-Hyd-PEG-Hyd-PCL). The macrodiol was used with L-lysine ethyl ester diisocyanate (LDI) and L-lysine-derived tripeptide as chain extender [47]. These PUs could self-assemble into micelles in aqneons solutions. Later, the same research group synthesized pH-sensitive polymers nsing 1,4-bntanediol as chain extenders and suggested its use as antitumor drug carriers [41]. 

Han et al. synthesized a SPEsUU from PCL, L-lysine ethyl ester diisocyanate (LDl), and L-lysine ethyl ester (LEE) as chain extender [92], The mechanical properties of the electrospun tubular scaffolds increased with solution concentration, as the fiber diameter was progressively increased. The values of suture-retention strength were higher than those of native blood vessels, whereas the burst pressure strength was slightly lower. No compliance data were reported. The scaffolds displayed no cytotoxicity against L-929 mouse fibroblasts or HUVECs, and in vitro cell attachment proved to be successful. 

Bioresorbable poly(ester urethanes) have been developed by reacting lysine diisocyanate (LDI) with polyester diols or triols based on D,L-lactide, caprolac-tone, and other copolymers [45]. In these systems, aliphatic polyesters such as PLGA or PCL form the soft segments and the polypeptides form the hard segments [46]. A resorbable elastomeric poly(ester urethane) called Degrapol is available commercially. It is currently being used to develop porous scaffolds for tissue engineering applications. 

Polyurea membranes have been produced in the reaction between L-Lysine ethyl ester dihydrochloride with 1,4-phenylene diisocyanate, followed by dissolving the polymer in DMAc/LiCl (5%) and obtaining the membrane by evaporation of the solvent [56]. By the addition to the membrane synthesis mixture of N-a membrane-benzyloxycarbonyl-D-glutamic acid (ZD-Glu) or N-a-benzyloxycarbonyl-L-glutamic acid (ZL-Glu), and extraction of these imprint molecules using a solution of ethanol in water, a molecularly imprinted membrane is obtained, which has an affinity for Z-D-Glu or Z-L Glu. The material thus obtained was used for enantioselective electrodialysis, the imprinted molecule being retained in the membrane, and transport being allowed only for the other enantiomer. 

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