INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
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2019
·
IF 4.784
Yanli Lei,Miaosen Wu,Junyi Wang,Hongtao Zhang,Xiaobei Zhan,Zhenglong Sun,Jianrong Wu
Polysialic acid (PSA), an acidic polysaccharide usually exists as a double-chain structure on cell adhesion molecules in vertebrates. The available PSA produced from Escherichia coli fermentation, however, is monochain PSA. In this work, a biomimetic biantenna type PSA (biPSA) was synthesized in vitro under mild conditions, and the terminal nonreducing ends of sialic acid residue were retained. The structure of biPSA was characterized through infrared spectroscopy , and NMR , and the double-chain structure of biPSA was confirmed by the doubled molecular weight and particle size of biPSA. Analysis through circular dichroism , isothermal titration calorimetry , and thermostability experiments revealed that the obtained biPSA was more stable in aqueous solution than PSA, especially after complexation with Ca 2+ , which increased the variation in enthalpy and entropy. However, the addition of Cu 2+ had a negligible effect on configuration of PSA and biPSA. The addition of Ca 2+ promoted cell proliferation in a culture of microglia BV-2 cells with biPSA in medium. By contrast, the addition of Cu 2+ had toxic effects. Supplementation with biPSA can maintain cell viability for a longer period than supplementation with monochain PSA. This work indicates that biPSA is a potential substitute for monochain PSA in practical applications.
研究领域:
生物化学
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分子生物学
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DOI
高影响因子
APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY
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2025
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IF 3.3
Zhao Shanshan,Du Shouwen,Guan Yudong,Schlüter Hartmut
The structural instability and electronegativity of sialic acids make N-sialoglycan profiling challenging. We compared commonly used preparation strategies, including native, acetohydrazide-based derivatization, and permethylation, in N-glycomics with nMatch, an R-based bioinformatics tool that ensures full coverage of the detected N-glycans using mass spectrometry. We demonstrated that permethylation leads to efficient detection of not only N-sialoglycans but also other N-glycans and, therefore, provides a valuable reference for the selection of the appropriate N-glycan preparation strategy in future studies.
研究领域:
分析化学
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糖组学
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质谱技术
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生物信息学
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产品关联
DOI
PubMed
高影响因子
MOLECULES
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2019
·Vol. 24
·期 7
·1368
·
IF 3.06
Zhi-P. Cai,Louis P. Conway,Ying Y. Huang,Wen J. Wang,Pedro Laborda,Ting Wang,Ai M. Lu,Hong L. Yao,Kun Huang,Sabine L. Flitsch,Li Liu,Josef Voglmeir
Sialic acids are a family of acidic monosaccharides often found on the termini of cell surface proteins or lipid glycoconjugates of higher animals. Herein we describe the enzymatic synthesis of the two isotopically labeled sialic acid derivatives d3-X-Gal-α-2,3-Neu5Ac and d3-X-Gal-α-2,3-Neu5Gc. Using deuterium oxide as the reaction solvent, deuterium atoms could be successfully introduced during the enzymatic epimerization and aldol addition reactions when the sialosides were generated. NMR and mass spectrometric analyses confirmed that the resulting sialosides were indeed tri-deuterated. These compounds may be of interest as internal standards in liquid chromatography/mass spectrometric assays for biochemical or clinical studies of sialic acids. This was further exemplified by the use of this tri-deuterated sialosides as internal standards for the quantification of sialic acids in meat and egg samples.Keywords:N-glycolylneuraminic acid;isotope labeled carbohydrates;sialic acid quantification;sialic acid biosynthesis
研究领域:
生物化学
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临床医学
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产品关联
DOI
PubMed
高影响因子
ENZYME AND MICROBIAL TECHNOLOGY
·
2024
·
IF 3.4
Caixia Pei,Xinlv Peng,Yiran Wu,Runmiao Jiao,Tiehai Li,Siming Jiao,Lei Zhou,Jianjun Li,Yuguang Du,Eika W. Qian
Eukaryotic sialyltransferases play key roles in many physiological and pathological events. The expression of active human recombinant sialyltransferases in bacteria is still challenging. In the current study, the genes encoding human N -acetylgalactosaminide α2,6-sialyltransferase V (hST6GalNAc V) and N -acetylgalactosaminide α2,6-sialyltransferase VI (hST6GalNAc VI) lacking the N -terminal transmembrane domains were cloned into the expression vectors, pET-32a and pET-22b, respectively. Soluble and active forms of recombinant hST6GalNAc V and hST6GalNAc VI when coexpressed with the chaperone plasmid pGro7 were successfully achieved in Escherichia coli . Further, lactose (Lac), Lacto- N -triose II (LNT II), lacto- N -tetraose (LNT), and sialyllacto- N -tetraose a (LSTa) were used as acceptor substrates to investigate their activities and substrate specificities. Unexpectedly, both can transfer sialic acid onto all those substrates. Compared with hST6GalNAc V expressed in the mammalian cells, the recombinant two α2,6-sialyltransferases in bacteria displayed flexible substrate specificities and lower enzymatic efficiency. In addition, an important human milk oligosaccharide disialyllacto- N -tetraose (DSLNT) can be synthesized by both human α2,6-sialyltransferases expressed in E. coli using LSTa as an acceptor substrate. To the best of our knowledge, these two active human α2,6-sialyltransferases enzymes were expressed in bacteria for the first time. They showed a high potential to be applied in biotechnology and investigating the molecular mechanisms of biological and pathological interactions related to sialylated glycoconjugates.
研究领域:
分子生物学
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生物化学
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生物技术
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酶学
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糖生物学
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DOI
PubMed
高影响因子
ANALYTICA CHIMICA ACTA
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2020
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IF 5.977
Qihao Zhu,Weiran Mao,Chengli Zhang,Yuan Zhou,Zhiyong Tang,Chao Yu
Here, a novel electrochemiluminescence biosensor based on potential-resolved strategy was firstly prepared for the detection of dual targets α2,3-sialylated glycans and α2,6-sialylated glycans. This is the first time that Au@BSA microsphere was used to connect with luminol to enhance its ECL intensity, and it can generate ECL signals at positive potential. Zeolitic Imidazolate Framework-8 (ZIF-8) and Meso-tetra (4-carboxyphenyl) porphyrin (TCPP) were linked using a one-pot method to synthesize a novel luminescent ZIF (L-ZIF) named TZZ, which can emit ECL signals at negative potential. Moreover, magnetite microspheres were used to construct a sandwich-type biosensor to obtain higher sensitivity and reduce background signals. In addition, the biosensor manufactured directly in solution have a wider linear range than constructed on electrode because it has more available space than the electrode surface. Due to the above advantages, the prepared ECL biosensor exhibited high sensitivity, stability and broader linear range, even for practical analysis. Therefore, the prepared ECL biosensor will become a promising method for determination of α2,3-sialylated glycans and α2,6-sialylated glycans in clinical applications in the future. What is more, it provides a potential method for detection of other multi-targets.
研究领域:
分析化学
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生物医学工程
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传感技术
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产品关联
DOI
PubMed
高影响因子
Cells
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2022
·Vol. 11
·期 17
·2642
·
IF 7.666
Chunyan Yang,Zixuan Guan,Xincheng Pang,Zengqi Tan,Xiaomin Yang,Xiang Li,Feng Guan
Hepatocellular carcinoma (HCC) is one of the dominating causes of cancer-related death throughout the world. Treatment options for patients with HCC vary, however, the lack of effective targeted drugs is the major reason for death in advanced HCC patients. In this study, a delivery system based on mesenchymal stem cell (MSC)-derived extracellular vesicles (EVs) loaded with doxorubicin (Dox) was developed. In this system, we initially erased terminal linked α2–3 and α2–6 sialic acids on the surface of EVs by neuraminidase. The exhibition of galactose (Gal) and N-acetylgalactosamine (GalNAc) residues in treated MSC-EVs can specifically be recognized by asialoglycoprotein receptor (ASGPR) of hepatoma cells. Compared to free Dox and Dox-loaded EVs, desialylated EVs loaded with Dox significantly presented the improved cellular uptake, prioritized targeting efficacy, and had a better inhibiting effect in vitro and in vivo. Overall, the results of the present study of the demonstrated delivery system using desialylated MSC-EVs suggest its therapeutic potential for HCC.Keywords:extracellular vesicles;drug delivery;desialylation;ASGPR;liver targeting
研究领域:
肿瘤学
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药学
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细胞生物学
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产品关联
DOI
PubMed
高影响因子
ANALYTICAL AND BIOANALYTICAL CHEMISTRY
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2014
·Vol. 406
·期 11
·2687-2693
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IF 3.578
Huang Li-Li,Jin Yong-Jie,Zhao Dongxu,Yu Chao,Hao Jian,Xie Hai-Yan
The sialic acid (SA)-phenylboronic acid (PBA) recognition system is of particular interest in the bioconjugation field, because it is simple, fast, efficient, and biocompatible. In this paper, we report a novel method for reversibly labeling living virus with quantum dots (QDs) by taking advantage of this SA-PBA recognition system. The QDs were initially modified with PBA (QDs-PBA) to target them to the surface of vesicular stomatitis virus (VSV), which has abundant with SA on its envelope. The QDs-PBA was of good monodispersity and strong fluorescence, and could be conjugated with VSV by simply incubating with native VSV for 10 min at 37 °C, producing QDs-VSV that was capable of being imaged at the single virion level. The labeling efficiency attained 83 ± 4.3 % (mean ± SD); meanwhile, the activity and recognition ability of the labeled virus were minimally affected. This method was simple, rapid, and reversible. This work promotes the virus labeling development to a new step. That is, native viruses can be reversibly labeled without any modification.
Initially, the 3-amino-phenylboronic acid (APBA) reacted with QDs-COOH to prepare the PBA capped QDs (QDs-PBA). Then, the vesicular stomatitis virus (VSV), on which the surface of the envelope is abundant with sialic acid (SA), could be labeled efficiently and specifically with QDs-PBA in one step based on sialic acid-phenylboronic acid recognition system. The labeling efficiency attained to (83 ± 4.3 %) (mean ± SD). The labeled VSA (QDs-VSV) was still infectious and capable of being imaged at the single virion level
研究领域:
生物化学
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病毒学
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纳米生物学
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DOI
PubMed
高影响因子
Journal of Inflammation Research
·
2025
·
IF 4.1
Siyue Bo,Xiaotong Wang,Jiani Qian,Guoqiang Ma,Zheng Ying,Duanmin Hu,Chunyan Hou,Junfeng Ma,Longjiang Xu,Shuang Yang
Background Ulcerative colitis (UC) disrupts the colon’s protective mucus layer, exposing the epithelium to bacteria and triggering inflammation. This barrier, crucial for intestinal health, depends on complex glycosylation, notably sialic acid modifications. However, the precise role of sialic acid acetylation and the enzyme SIAE (sialic acid acetylesterase) in UC pathogenesis remains unclear. This study investigates the role of glycosylation changes, specifically sialic acid de-acetylation, in UC progression.Methods Tissue samples were obtained from patients with ulcerative colitis (UC) and colorectal cancer at the Second Affiliated Hospital of Soochow University. HT-29 cells were utilized to investigate the molecular mechanisms of SIAE in UC pathogenesis. Mass spectrometry was performed to analyze differences in protein and glycoprotein expression. Western blot (WB) and immunohistochemistry (IHC) were used to examine SIAE protein expression changes during inflammation. Furthermore, polymerase chain reaction (PCR) and immunofluorescence were employed to determine the effects of SIAE on sialic acid levels and mucosal immunity.Results In this study, we characterized proteins and glycoproteins from patient tissues with UC, finding that sialic acid acetylesterase (SIAE) is upregulated in UC. HT-29 cells exposed to TNF-α induced an inflammatory response with a 5-fold increased expression of SIAE and NEU1 when TNF-α was at a concentration of 100 ng/mL. Mass spectrometry analysis revealed a reduction in acetylation on glycans and glycoproteins, while confocal microscopy confirmed a decrease in sialic acid on the cell surface. Gene expression analysis showed that CDH1, CTNND1, and ITGA8 were significantly downregulated in HT-29 cells stimulated by TNF-α, suggesting a reduction in cell-cell adhesion. SNA lectin-confocal microscopy revealed a reduction of sialic acid on HT-29 cells in TNF-α-induced UC cell models.Conclusion This study demonstrates that SIAE is significantly upregulated in ulcerative colitis (UC) tissues and TNF-α-stimulated HT-29 cells, leading to a marked reduction in sialic acid acetylation and cell surface sialic acid levels. These changes correlate with decreased expression of cell adhesion molecules, suggesting a disruption of the mucosal barrier integrity. Consequently, SIAE-mediated sialic acid de-acetylation emerges as a critical factor in UC pathogenesis, potentially serving as both a valuable biomarker and a promising therapeutic target.
研究领域:
医学
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分子生物学
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免疫学
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产品关联
DOI
PubMed
高影响因子
TALANTA
·
2019
·
IF 4.916
Shaomei Xu,Songtian Che,Pinyi Ma,Fangmei Zhang,Longbin Xu,Xin Liu,Xinghua Wang,Daqian Song,Ying Sun
Typically, sialic acids (SA) with a nine-carbon backbone are found at the glycan chain termini on the cell membranes, which play crucial roles in various physiological and pathological processes. The expression level of SA in the blood serum has been reported to correlate with various disease states among cancer. In this study, a novel approach for preparing fluorescent boronic-acid-modified carbon dots (C-dots) for the detection of SA was developed. The functionalized C-dots were synthesized by a facile, one-step hydrothermal method using 3-pyridineboronic acid as the sole carbon source. The added SA selectively recognized the C-dots, leading to the fluorescence quenching of the C-dots in a linear range of 80–4000 μM with a detection limit of 54 μM. The as-developed boronic-acid nanoprobe was successfully applied for the detection of SA in human serum samples with satisfactory results. In addition, this method afforded results within 4 min. Compared to other methods, this new proposed approach was simpler and exhibited excellent sensitivity and selectivity, demonstrating immense potential as an alternative for SA detection.
研究领域:
生物化学
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医学诊断
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纳米材料科学
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产品关联
DOI
PubMed
高影响因子
Scientific Reports
·
2017
·Vol. 7
·期 1
·1-12
·
IF 4.259
Wu Zhaoguan,Li Henghui,Zhang Qiwei,Liu Xin,Zheng Qi,Li Jianjun
O -Acetylation of sialic acid in protein N-glycans is an important modification and can occur at either 4-, 7-, 8- or 9-position in various combinations. This modification is usually labile under alkaline reaction conditions. Consequently, a permethylation-based analytical method, which has been widely used in glycomics studies, is not suitable for profiling O -acetylation of sialic acids due to the harsh reaction conditions. Alternatively, methylamidation can be used for N-glycan analysis without affecting the base-labile modification of sialic acid. In this report, we applied both permethylation and methylamidation approaches to the analysis of O -acetylation in sialic acids. It has been demonstrated that methylamidation not only stabilizes sialic acids during MALDI processing but also allow for characterization of their O -acetylation pattern. In addition, LC-MS/MS experiments were carried out to distinguish between the O -acetylated glycans with potential isomeric structures. The repeatability of methylamidation was examined to evaluate the applicability of the approach to profiling of O -acetylation in sialic acids. In conclusion, the combination of methylamidation and permethylation methodology is a powerful MALDI-TOF MS-based tool for profiling O -acetylation in sialic acids applicable to screening of N-glycans.
研究领域:
生物化学
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分析化学
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糖组学
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产品关联
DOI
PubMed
高影响因子
BIOSENSORS & BIOELECTRONICS
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2014
·
IF 6.451
Yanli Zhou,Hui Dong,Lantao Liu,Jing Liu,Maotian Xu
A novel potentiometric approach was described for probing sialic acid (SA) using a poly(anilineboronic acid)/graphene modified glassy carbon (GC) electrode. The proposed electrode was prepared by electrodeposition of reduced graphene oxide (ERGO) at a GC electrode and then coated with a poly(anilineboronic acid) (PABA) film by electropolymerization of its monomer . Principle of SA detection at the PABA/ERGO/GC electrode was ascribed to a reversible and covalent boronic acid-diol binding which was sensitive to the electrochemical potential of the prepared sensor. The graphene layer introduced on the electrode surface was shown to dramatically improve the sensitivity of the sensor response. Under optimum conditions, the proposed sensor exhibited low detection limit of 0.8 μM with a wide linear range of 2 μM–1.38 mM, high stability, good regeneration, and remarkable selectivity. For the analysis of SA in human blood serum, the high accuracy and good recoveries revealed the great potential in the practical applications.
研究领域:
生物化学
·
分析化学
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产品关联
DOI
PubMed
高影响因子
ACS Applied Materials & Interfaces
·
2018
·
IF 8.097
Xiao-Ling Xu,Kong-Jun Lu,Meng-Lu Zhu,Yang-Long Du,Ya-Fang Zhu,Nan-Nan Zhang,Xiao-Juan Wang,Xu-Qi Kang,De-Min Xu,Xiao-Ying Ying,Ri-Sheng Yu,Chen-Ying Lu,Jian-Song Ji,Jian You,Yong-Zhong Du
Both targeted and stimuli-sensitive drug-delivery systems (DDSs) have been developed to augment antitumor effects. However, lack of knowledge regarding tumor tissue targeting and different effects of the stimuli-sensitive DDSs in orthotropic and ectopic tumors have impeded further advances in their clinical applications. Herein, we first reported a pH-triggered micelle with sialic acid (SA)-driven targeting ability (SA–poly(ethylene glycol)–hydrazone linker-doxorubicin (DOX), SPD). The SPD micelles encapsulated with DOX (SPDD) showed sustained drug release over 48 h in response to the pH gradient in vivo, slow under physical conditions and accelerated in the acid tumor microenvironment. In addition, the SPD micelles showed 2.3-fold higher accumulation in tumors after 48 h compared to the micelles lacking the SA moiety. The overexpression of E-selectin on the inflammatory vascular endothelial cells surrounding the tumors increased the accumulation of SPD micelles in tumor tissues, whereas that on the tumor cells increased the internalization of micelles. Consequently, SPDD micelles exerted remarkable antitumor effects in both orthotopic and ectopic models. Application of SPDD micelles in the in situ model reduced the tumor volume (77.57 mm3 vs 62.13 mm3) and metastasis after treatment for 25 days. These results suggest that SA-driven targeted DDS with a pH-responsive switch has the potential to treat hepatocarcinoma effectively both ectopically and orthotopically.
研究领域:
药剂学
·
肿瘤学
✓ 已验证
DOI
PubMed
高影响因子
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