SN38 and rapamycin were purchased from MedChemExpress (Cat# HY-13704; Cat# HY-10219, MCE, USA). Poly (ethylene glycol)-block-poly (ε-caprolactone) (PEG-b-PCL) was customized by Daigang Biomaterial Co., Ltd (Jinan, China). Triethylene glycol monomethyl ether (Cat# T0709), stannous octoate (Sn(Oct)2) (Cat# T3149), ε-caprolactone (Cat# C0702), 1,3-diisopropylcarbodiimide (DISC) (Cat# D0254), and 4-dimethylamino pyridine (DMAP) (Cat# D1450) were purchased from Tokyo Chemical Industry (TCI, Japan). Near-infrared fluorescent probe Cyanine5.5 (Cy5.5) amine was purchased from Lumiprobe (Cat# 270C0, Maryland, USA).
ε caprolactone
Manufactured by Tokyo Chemical Industry
Sourced in Japan
ε-caprolactone is a cyclic ester compound commonly used as a raw material in the synthesis of polymers. It is a colorless, viscous liquid with a mild odor. ε-caprolactone is a versatile building block for the production of various polyester-based materials.
Automatically generated - may contain errors
Lab products found in correlation
4 dimethylaminopyridine dmap, by Tokyo Chemical Industry (1 mentions)
Stannous octoate sn oct 2, by Tokyo Chemical Industry (1 mentions)
Rapamycin, by MedChemExpress (1 mentions)
Anhydrous triethylamine, by Merck Group (1 mentions)
Lactate dehydrogenase, by Merck Group (1 mentions)
Methacrylic anhydride, by Merck Group (1 mentions)
4 cyano 4, by Merck Group (1 mentions)
β nicotinamide adenine dinucleotide, by Merck Group (1 mentions)
Sodium pyruvate, by Merck Group (1 mentions)
Pentaerythritol, by Fujifilm (1 mentions)
Tetramethylene glycol, by Fujifilm (1 mentions)
Iron 3 acetylacetonate, by Merck Group (1 mentions)
Toluene, by Daejung Chemicals (1 mentions)
Acetic anhydride, by Fujifilm (1 mentions)
Chloroform, by Fujifilm (1 mentions)
Ethanol, by Nacalai Tesque (1 mentions)
Sodium dodecyl sulfate (sds), by Fujifilm (1 mentions)
Acetic acid, by Nacalai Tesque (1 mentions)
Methanol, by Fujifilm (1 mentions)
Ethyl acetate, by Fujifilm (1 mentions)
5 protocols using ε caprolactone
1
Multifunctional PEG-PCL Nanocarrier
2
Synthesis of Trehalose-based Biocompatible Polymers
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SPB was donated by Osaka Organic Chemical Industry, Ltd (Osaka, Japan) and used without further purification. d -(+)-Trehalose dihydrate was purchased from Nacalai Tesque (Kyoto, Japan). Tin(ii ) 2-ethylhexanoate and ε-caprolactone were purchased from Tokyo Chemical Industry Co., Ltd (Tokyo, Japan). 4-Cyano-4-[(dodecylsulfanylthiocarbonyl)-sulfanyl]pentanol (RAFT agent), V-501 initiator (4,4-azobis(4-cyanovaleric acid)), lactate dehydrogenase (from rabbit muscle), anhydrous triethylamine, sodium pyruvate, β-nicotinamide adenine dinucleotide (reduced disodium salt hydrate), and methacrylic anhydride were purchased from Sigma-Aldrich Corp. (St. Louis, MO, USA). Insulin (human) was purchased from Roche Diagnostics GmbH (Mannheim, Germany).
3
Synthesis and Crosslinking of Tetra-Branched PCL
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PCL was prepared by cross-linking tetra-branched PCL with acrylate end groups in the presence of linear telechelic PCL with acrylate end groups according to a previously reported protocol28 (link)–30 (link). Briefly, linear and tetra-branched PCL were synthesized by ring-opening polymerization of ε-caprolactone (Tokyo Chemical Industry [TCI] Co., Tokyo, Japan) that was initiated with tetramethylene glycol (Wako Pure Chemical Industries, Osaka, Japan) and pentaerythritol (TCI) as initiators, respectively. Then, acryloyl chloride (TCI) was reacted to the hydroxyl end group of the branched chains to obtain the macromonomers. The structures and molecular weights were estimated by proton nuclear magnetic resonance spectroscopy (1H NMR) (JEOL, Tokyo, Japan). The spectra of the reaction mixture is shown in Fig. 1 and Supplementary figure S1 . The average degrees of polymerization of each branch for linear and tetra-branch PCL estimated by 1H NMR were 20 and 45, respectively. The linear PCL with average degrees of polymerization of 20 was abbreviated as 2b20, and the tetra-branched PCL with average degrees of polymerization of 45 was abbreviated as 4b45 (Fig. 2 ).![]()
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1H NMR spectra of linear
Schematic illustrations of
4
Elastomeric Bioscaffold for Stem Cell Therapy
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In our previous study, we developed an elastomeric bioscaffold (TPU-CEC363) with tunable biodegradability and elasticity for noninvasive stem cell-based therapy [28 ]. In this study, developed elastomers were used as bioinks to fabricate stem cell spheroid-encapsulating patches. Briefly, we synthesized TPU-CEC363 using poly(ethylene glycol) (PEG; Sigma-Aldrich), ε-caprolactone (Tokyo Chemical Industry, Tokyo, Japan), iron (III) acetylacetonate (Sigma-Aldrich), and toluene (Daejung). TPU-CEC363 was then synthesized using the tri-block copolymer, toluene, and hexamethylene diisocyanate. As a result, TPU-CEC363 containing 50% each of PEG and polycaprolactone was prepared, and the synthesized TPU-CEC363 was extruded to a diameter of 1.75 mm [28 ]. To fabricate the 3D patches, we set the printing program to continuously eject the bioink under the following nozzle conditions. We used a printing nozzle with a diameter of 300 μm to print the patches (25 × 25 mm) with a thickness of 100 μm in each layer. The 3D patches were fabricated using FDM Vis Power Plus (Vision Technology Korea, Daejeon, Korea) with a flow rate of 1.196 and a nozzle temperature of 230 °C.
5
Synthesis and Characterization of Polycaprolactone
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ε-Caprolactone (>99.0%) and 1,5,7-triazabicyclo[4.4.0]dec-5-ene
(TBD) (>98.0%) were purchased from Tokyo Chemical Industry Co.
Ltd.
(Tokyo, Japan). Ethanol (EtOH, >99.5%) and acetic acid (>99.7%)
were
purchased from Nacalai Tesque Inc. (Kyoto, Japan). Acetic anhydride
(>97%), ethyl acetate (EtOAc, >99.5%), n-hexane
(>96.0%),
chloroform (>99.0%), mEthanol (>99.8%), poly(ε-Caprolactone)
(PCL), DMSO for molecular biology, Evans blue, and sodium dodecyl
sulfate (SDS) for molecular biology were purchased from Fujifilm Wako
Pure Chemical Co. (Osaka, Japan). Dichloromethane (CH2Cl2, >99.5%) and tetrahydrofuran (THF, >99.5%) were purchased
from KANTO Chemical Co., Inc. (Tokyo, Japan) and were dried and deoxygenized
by passage through the columns of a Glass Contour Solvent System before
use. ε-Caprolactone was distilled from calcium hydride before
use. 6-Hydroxycaproic acid was synthesized as described in the literature.28 (link) EtOH was dried over 3 Å molecular sieves
before use. YCT was purchased from Recenttec K.K. (Tokyo, Japan). Chlorella sp. was purchased from Chlorella Industry Co.,
Ltd. (Tokyo, Japan). Marine Art SF-1 artificial seawater was purchased
from Osaka Yakken Co. Ltd. (Osaka, Japan).
(TBD) (>98.0%) were purchased from Tokyo Chemical Industry Co.
Ltd.
(Tokyo, Japan). Ethanol (EtOH, >99.5%) and acetic acid (>99.7%)
were
purchased from Nacalai Tesque Inc. (Kyoto, Japan). Acetic anhydride
(>97%), ethyl acetate (EtOAc, >99.5%), n-hexane
(>96.0%),
chloroform (>99.0%), mEthanol (>99.8%), poly(ε-Caprolactone)
(PCL), DMSO for molecular biology, Evans blue, and sodium dodecyl
sulfate (SDS) for molecular biology were purchased from Fujifilm Wako
Pure Chemical Co. (Osaka, Japan). Dichloromethane (CH2Cl2, >99.5%) and tetrahydrofuran (THF, >99.5%) were purchased
from KANTO Chemical Co., Inc. (Tokyo, Japan) and were dried and deoxygenized
by passage through the columns of a Glass Contour Solvent System before
use. ε-Caprolactone was distilled from calcium hydride before
use. 6-Hydroxycaproic acid was synthesized as described in the literature.28 (link) EtOH was dried over 3 Å molecular sieves
before use. YCT was purchased from Recenttec K.K. (Tokyo, Japan). Chlorella sp. was purchased from Chlorella Industry Co.,
Ltd. (Tokyo, Japan). Marine Art SF-1 artificial seawater was purchased
from Osaka Yakken Co. Ltd. (Osaka, Japan).
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