RSC Advances
·
2015
·Vol. 5
·期 86
·69939-69947
·
IF 3.84
Qin Yan,Hong-Ning Zheng,Chuan Jiang,Kun Li,Shou-Jun Xiao
Polymer brushes of polymethacrylic acid (PMAA) and PMAA-associated polymer blends of PMAA/PNIPAM (poly-N-isopropylacrylamide) were prepared on porous silicon for further investigation of the EDC/NHS (1-ethyl-3-(3-dimethylaminopropyl)carbodiimide/N-hydroxysuccinimide) activation mechanisms by infrared spectroscopy. When the fragmentation degree of PMAA blocks in PMAA-associated polymer blends is increased, the production of anhydride wanes from dominant to recessive, whereas a complementary product of the NHS-ester waxes from recessive to dominant. The Thorpe–Ingold effect was applied to explain the formation of anhydride: the gem-dialkyl groups of PMAA next to the carboxylic acids compress the acid side chains close to each other; thus, once the intermediate of O-acylisourea forms, it will be attacked by the intramolecular neighboring acid much faster than any other nucleophiles such as NHS and water, and therefore the six-membered ring of the anhydride will be formed. All acid side chains in PMAA standing next to each other will form an anhydride, primarily due to the Thorpe–Ingold effect, unless they are sterically hindered, whereas only isolated acid side chains form the NHS-ester. The EDC/NHS activation results for four small molecules of dicarboxylic acids in aqueous media, namely, glutaric acid and 2,2-dimethyl glutaric acid, which generate disuccinimidyl ester with high yield, and succinic acid and 2,2-dimethyl succinic acid, which remain intact, can also be explained by the Thorpe–Ingold effect. A clear understanding of the EDC/NHS activation mechanisms of PMAA will take us a step closer for resolving the mechanistic ambiguity of the carbodiimide/additive coupling reactions for amide bond formation.
研究领域:
高分子化学
·
生物材料科学
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DOI
高影响因子
International Journal of Polymeric Materials and Polymeric Biomaterials
·
2022
·
IF 3.221
Rui Zhang,Mingyue Lin,Chenxin Wang,Yufan Li,Yubao Li,Qin Zou
The present study focuses on the synthesis and evaluation of the gelatin/nanohydroxyapatite (Gel/n-HA) composite microspheres fabricated by the water-in-oil (W/O) emulsification process as potential substrates for bone repair applications. Herein, 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC)-crosslinked Gel/n-HA (10 wt%) composite microspheres were synthesized. The morphology, physicochemical properties, and cellular behavior of the EDC-crosslinked Gel-HA microspheres (ECM) were characterized. In vitro cell culture assays demonstrated that the ECM could effectively promote the adhesion and growth of MG63 cells and in vivo bone repair experiments suggested that ECM possessed sustainable regenerative effects. This study provided a simple strategy to prepare functionalized microspheres that showed great potential in promoting bone regeneration as injectable microscaffolds.
研究领域:
生物材料
·
组织工程
·
生物医学工程
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DOI
高影响因子
FOOD CHEMISTRY
·
2023
·
IF 8.8
Huan Gong,Ye Zi,Guangyi Kan,Li Li,Cuiping Shi,Xichang Wang,Jian Zhong
Herein, a safe desolvation and crosslinking method was developed to prepare food-grade bovine bone gelatin (BBG) nanoparticles for Pickering emulsion stabilization. The nanoparticle-like structures were formed by adjusting pH 9.0 and adding ethanol, and then stable nanoparticles were formed by using N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide (EDC) and N -hydroxysuccinimide (NHS) as crosslinker. Compared with other pH (2.5, 5.0, 7.0, and 12.0), pH 9.0 was the appropriate pH to prepare BBG nanoparticles. Individual nanoparticles (6.50 nm in height), oligomeric nanoparticles (13.42–22.52 nm in height), and polymeric nanoparticles (obvious liquid-precipitate separation) were formed at EDC·HCl/NHS concentrations of 6, 9–12, and 15–20 mg/mL, respectively. The oligomeric nanoparticles induced the highest emulsion creaming stability. The emulsion creaming ability increased with the increase of BBG nanoparticle concentrations. Low NaCl concentration (e.g., 100 mmol/L) could increase the emulsion creaming stability. Finally, 4 °C was the best storage temperature for fish oil-loaded Pickering emulsions.
研究领域:
食品科学
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材料科学
·
化学工程
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DOI
PubMed
高影响因子
JOURNAL OF FOOD BIOCHEMISTRY
·
2017
·Vol. 41
·期 5
·e12391
·
IF 1
Wei Liao,Yangfeng Liu,Guanghua Xia,Xuan Ri Shen,Zhouwei Duan,Jian Yang
In current study, three-spot seahorse ( Hippocampus trimaculatus ) skin collagen (SC) was extracted for the first time, and its physicochemical properties were characterized. Nile tilapia-skin collagen (TC) and pig-skin collagen (PC) were used to the references. The yields of SC and TC were 40.41 ± 1.23 and 52.6 ± 0.97% (dry weight), respectively. The SDS-PAGE and FTIR confirmed that SC, TC, and PC were preliminarily identified as type I collagen with triple helical structure. The denaturation temperatures of SC, TC, and PC were 35.12, 38.66, and 42.56°C, respectively. Gel-forming studies indicated SC exhibited higher capability than TC and PC under the effect of NaCl. After cross-linking by 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide (EDC), SC showed a significant increase in thermal stability and mechanical strength, and electron microscopic observation corroborated this phenomenon. Therefore, the isolated collagen from three-spot seahorse skin can be used in food packaging and biomaterials as alternatives to mammalian collagen. Practical applications In this study, we evaluated a new source of skin collagen from three-spot seahorse which has been large-scale artificially cultured in recent years. The finding of this study demonstrate that SC exhibited higher gel-forming capability under the effect of NaCl, which suggest that it may be used in photographic film, sausage casings, and food additive as alternatives to mammalian collagen. Furthermore, thermal stability and mechanical strength of SC gel have a significant increase after cross-linking by EDC, so it can be further used for biomaterials, such as food packaging, drug delivery, tissue engineering constructs, and wound dressing systems.
研究领域:
食品科学
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生物材料学
·
海洋生物学
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DOI
高影响因子
CARBOHYDRATE POLYMERS
·
2013
·
IF 3.479
Jie Chen,Cheng Peng,Jun Nie,John F. Kennedy,Guiping Ma
The hyaluronic acid (HA) fibers scaffold with an extracellular matrix mimic structure has been prepared via lyophilization. The morphology of the HA fibers varying the concentration from 0.05 wt% to 0.15 wt% was characterized by scanning electron microscope (SEM). The diameter of HA fibers increased and the morphology changed from fiber to sheet-like structure as the concentration of HA solution increased. To enhance the water-resistance, the pure HA fiber membranes were chemical cross-linked by 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC), and confirmed by fourier transform infrared (FT-IR) spectra. In vitro degradation behavior of cross-linked HA fiber membranes in both of water and PBS solutions was investigated, the physical properties were also studied by differential scanning calorimetry (DSC) and thermogravimetry (TG). The results showed that the bonding water capacity increased after crosslinking, and indicated that the crosslinked HA fibers could be used as scaffold in tissue engineering.
研究领域:
材料科学
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生物医学工程
·
组织工程
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产品关联
DOI
PubMed
高影响因子
FOOD CHEMISTRY
·
2021
·
IF 7.514
Bao Zhang,Ran Meng,Xiao-Long Li,Wen-Jie Liu,Jie-Shun Cheng,Wu Wang
Pickering emulsions stabilized by zein/carboxymethyl dextrin nanoparticles were added to the κ-carrageenan-based gel matrix to prepare emulsion gels via EDC - induced covalent crosslinking. Texture, WHC and freeze–thaw stability of the emulsion gels increased after crosslinking. The Confocal laser scanning microscope and SEM suggested that droplet clusters could be observed in gel with higher concentration of emulsion. The rheological measurements indicated that the viscosity and gel-like structure were relied on crosslinking agent and emulsion concentration. The photothermal stability of curcumin was significantly enhanced after crosslinking. In addition, in vitro digestion study suggested that the bioaccessibility of curcumin in emulsion gel crosslinked was lower compared to emulsion gel without crosslinking agent. These studies might facilitate the preparation of emulsion gels with excellent stability for bioactive compounds delivery in food and pharmaceutical applications.
研究领域:
食品科学
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药学
·
材料科学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF APPLIED POLYMER SCIENCE
·
2022
·Vol. 140
·期 3
·e53318
·
IF 3.057
Aoqi Li,Yingqing Ye,Peixin Gong,Bo Xiao,Bo Jiang
Compared with traditional conjugates 1-ethyl-3-(3-dimethyl aminopropyl) carbodiimide (EDC) and N-hydroxysuccinimide (NHS), 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMTMM) is an emerging biological coupling reagent and has been used in the amidation of hyaluronic acid. In this paper, DMTMM was used to achieve the amidation of chitosan (CS) with glucuronic acid (GA) in an aqueous medium to generate a GA-CS derivative. The grafting efficacy was preliminarily compared with the EDC/NHS-mediated reaction. As a result, the substitution degree of 17.6% for DMTMM-mediated grafting and 13.1% for EDC/NHS chemistry indicated that DMTMM-mediated synthesis of GA-CS appeared to be more efficient. The reaction kinetics experiments showed that GA-CS derivative with a degree of substitution up to about 26.1% was obtained using equal molar ratios of DMTMM and GA exceeding CS at room temperature. These results indicate that employing DMTMM as a coupling agent is a feasible and promising strategy for the amidation modification of chitosan.
研究领域:
生物化学
·
材料科学
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DOI
高影响因子
LANGMUIR
·
2011
·
IF 4.269
Cuie Wang,Qin Yan,Hong-Bo Liu,Xiao-Hui Zhou,Shou-Jun Xiao
Infrared spectroscopy was applied to investigate the well-known EDC/NHS (N-ethyl-N′-(3-(dimethylamino)propyl)carbodiimide/N-hydroxysuccinimide) activation details of poly(acrylic acid) (PAA) and poly(methacrylic acid) (PMAA) brushes grafted on porous silicon. Succinimidyl ester (NHS-ester) is generally believed to be the dominant intermediate product, conveniently used to immobilize biomolecules containing free primary amino groups via amide linkage. To our surprise, the infrared spectral details revealed that the EDC/NHS activation of PMAA generated anhydride (estimated at around 76% yield and 70% composition), but not NHS-ester (around 5% yield and 11% composition) under the well-documented reaction conditions, as the predominant intermediate product. In contrast, EDC/NHS activation of PAA still follows the general rule, i.e., the expected NHS-ester is the dominant intermediate product (around 45% yield and 57% composition), anhydride the side product (40% yield and 28% composition), under the optimum reaction conditions. The following amidation on PAA-based NHS-esters with a model amine-containing compound, l-leucine methyl ester, generated approximately 70% amides and 30% carboxylates. In contrast, amidation of PAA- or PMAA-based anhydrides with l-leucine methyl ester only produced less than 30% amides but more than 70% carboxylates. The above reaction yields and percentage compositions were estimated by fitting the carbonyl stretching region with 5 possible species, NHS-ester, anhydride, N-acylurea, unreacted acid, unhydrolyzed tert-butyl ester, and using the Beer–Lambert law. The different surface chemistry mechanisms will bring significant effects on the performance of surface chemistry-derived devices such as biochips, biosensors, and biomaterials.
研究领域:
表面化学
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高分子化学
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生物偶联
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材料科学
·
生物传感器
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DOI
高影响因子
CHINESE JOURNAL OF ANALYTICAL CHEMISTRY
·
2017
·
IF 0.795
Qiang ZHANG,Rui-Xue LI,Xin CHEN,Xing-Xing HE,Ai-Ling HAN,Guo-Zhen FANG,Ji-Feng LIU,Shuo WANG
Fluorescence spectroscopy was used to investigate the efficiency of coupling peptides to gold nanoparticles via 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride- N -hydroxysuccinimide (EDC-NHS). In this study, the effects of experiment conditions including the buffer solution (PBS, HEPES, Tris-HCl, and borate buffer solution), pH (6.5–9.0) and concentrations of buffer solution (10, 25, 40 and 50 mM), concentrations of NHS and EDC (from 0.2 M NHS-0.01 M EDC to 1.0 M NHS-0.5 M EDC), ratios of NHS to EDC (0, 0.5, 1.0, 2.0 and 2.5), and the coupling reaction time (4, 8, 12, 24 and 36 h) on the coupling efficiency were investigated and the optimized conditions were developed. These results indicated that the optimal experimental conditions were: pH 7.0 and 25 mM of the HEPES buffer solution, the concentrations ratios of NHS to EDC of 2:1 (0.4 M NHS-0.2 M EDC), and coupling reaction time of 24 h.
研究领域:
生物化学
·
纳米生物学
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产品关联
DOI
高影响因子
MICROCHEMICAL JOURNAL
·
2025
·
IF 5.1
Jingyi Guo,Xi Cheng,Huiyan Cao,Youping Deng,Fang Wang
N6-methyladenosine (m6A) is the most prevalent epigenetic RNA modification in eukaryotes, playing critical roles in RNA metabolism and disease progression. Current detection methods for m6A, such as mass spectrometry and antibody-based assays, face limitations in sensitivity, cost, or complexity. Electrochemical biosensors offer a promising alternative but struggle with nonspecific binding and low signal-to-noise ratios. This work addresses these challenges by developing a highly sensitive and selective electrochemical sensor for m6A quantification in complex biological samples. We designed a laser-induced graphene electrode (AuNPs/LIG) functionalized with gold nanoparticles and 11-mercaptoundecanoic acid (MUA) to immobilize anti-m6A antibodies via Protein A (PrA)-directed coupling. The sensor exploited steric hindrance and electrostatic repulsion from m6A-bound RNA to suppress electron transfer of the Fe[(CN) 6 ] 3− redox probe, yielding a current response proportional to m6A concentration. The assay achieved a linear range of 0.001–10 nM with a detection limit of 0.284 pM, surpassing our previous work by a large margin in terms of sensitivity. Validation in HeLa cell RNA and undiluted human serum confirmed high accuracy and minimal interference from nonspecific RNA. This method of m6A detection offers unparalleled advantages in sensitivity, real-time quantification, and cost-effective miniaturization, while future advancements in material science and multiplexed detection integration could revolutionize its clinical translation for point-of-care diagnostics in m6A-related diseases, such as cancer and metabolic disorders.
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DOI
高影响因子
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
·
2025
·
IF 8.5
Zelin Liao,Hui Yu,Gaohong He,Xuehua Ruan,Hailong Li,Jinhui Dou,Xiujuan Zhang
Blood-contacting membranes require hydrophobicity to prevent leakage but suffer from poor hemocompatibility. Hydrophilic modification represents a key strategy to address this limitation. Herein, hydrophilic carboxymethyl-chitosan (CMCS) modification onto polyethersulfone (PES) membrane (CMCS-PES) was achieved via thermal-crosslinking and amidation reaction, followed by characterization through SEM, AFM, FTIR, XPS, BET, as well as water contact angle measurements, and systematic evaluation for its performance in hemocompatibility, antibacterial activity, long-term stability, and gas permeation. Compared with unmodified PES membranes, CMCS-PES membrane showed excellent hydrophilicity with surface water contact angle reduced from 84.3° to 30.9°, displayed improved hemocompatibility with bovine serum albumin adsorption decreased from 57.76 to 31.32 μg/cm 2 , bovine γ-globulin from 47.26 to 27.45 μg/cm 2 , hemolysis rate reduced from 0.9 % to 0.3 %, prolonged activated partial thromboplastin time by 12.4 s, lower blood fibrinogen level by 20 %, and exhibited good antibacterial activity with inhibition on E. coli growth by 28.9 % and S. aureus by 42.76%. Moreover, the CMCS-PES membrane still presents competitive gas permeation in comparison to other membranes investigated under similar conditions, and demonstrated excellent long-term stability in preventing blood leakage and platelet adhesion. This research provides an effective modification strategy for hemocompatibility improvement on blood-contacting membranes.
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产品关联
DOI
PubMed
高影响因子
COLORATION TECHNOLOGY
·
2016
·Vol. 133
·期 1
·65-72
·
IF 1.127
Ting Zhang,Rubing Bai,Qiang Wang,Xuerong Fan,Ping Wang,Jiugang Yuan,Yuanyuan Yu
Enzymatic coloration of fabrics has received worldwide attention in recent years. In order to improve the dyeing properties of enzymatically coloured fabrics, a novel strategy using 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC), a biological coupling agent, to pretreat wool fabric was employed in this paper. Enzymatic coloration of wool fabrics with syringic acid was carried out in the presence of laccase from Trametes versicolor . The effect of different periods on laccase-catalysed polymerisation of syringic acid was examined by UV-vis spectroscopy. Enzymatic coloration results of dyed wool fabrics were evaluated by means of K / S value and colour difference ( ∆E* ). Process parameters, including the dosages of syringic acid and incubation time, that influenced the colour depth were studied. Meanwhile, the colour fastness and levelness of dyed wool fabrics were tested. The results showed that the UV-vis absorbance of reaction solution increased as oxidation time elapsed, and a new peak appeared at 360 nm. After pretreatment, the K / S values and colour difference values of wool fabrics dyed with poly(syringic acid) improved appreciably compared with the control samples without any pretreatment. Moreover, pretreated wool fabrics showed better dyeing fastness and levelness than control samples.
研究领域:
生物化学
·
纺织科学
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产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）