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Mal-amido-PEG1-C2-NHS ester
- names：
Mal-amido-PEG1-C2-NHS ester
- CAS号：
1260092-50-9
MDL Number： MFCD20229604 - MF(分子式)： C16H19N3O8 MW(分子量)： 381.34
- EINECS: Reaxys Number:
- Pubchem ID:59257610 Brand:BIOFOUNT
Mal-amido-PEG1-C2-NHS ester(1260092-50-9)是一种不可连接的ADC接头，包含马来酰亚胺基团和NHS酯。 NHS酯可用于标记蛋白质，胺修饰的寡核苷酸和其他含胺分子的伯胺（-NH2）。Mal-amido-PEG1-C2-NHS ester是抗体药物偶联物中的有用保护基。
| 货品编码 | 规格 | 纯度 | 价格 (¥) | 现价(¥) | 特价(¥) | 库存描述 | 数量 | 总计 (¥) |
|---|---|---|---|---|---|---|---|---|
| YZM000996-0 | 0 | ¥ 0.00 | ¥ 0.00 | Backorder | ¥ 0.00 | |||
| YZM000996-100mg | 100mg | >97% | ¥ 5606.25 | ¥ 5606.25 | 2-3天 | ¥ 0.00 |
| 中文别名 | Mal-amido-PEG1-C2-NHS ester(1260092-50-9);（2,5-二氧杂吡咯烷-1-基）3- [2- [3-（2,5-二氧杂吡咯-1-基）丙酰基氨基]乙氧基]丙酸酯; 2,5-二氧杂吡咯烷-1-基3-（2- （3-（2,5-二氧代-2,5-二氢-1H-吡咯-1-基）丙酰胺基）乙氧基）丙酸酯; |
| 英文别名 | Mal-amido-PEG1-C2-NHS ester(1260092-50-9);Mal-PEG-NHS;Mal-amido-PEG1-C2-NHS ester;2,5-dioxopyrrolidin-1-yl 3-(2-(3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanamido)ethoxy)propanoate;Mal-amido-PEG1-C2-NHS ester;SCHEMBL12092085;AKOS027257113;HY-126507;CS-0105031; |
| CAS号 | 1260092-50-9 |
| SMILES | O=C(ON1C(CCC1=O)=O)CCOCCNC(CCN2C(C=CC2=O)=O)=O |
| Inchi | InChI=1S/C16H19N3O8/c20-11(5-8-18-12(21)1-2-13(18)22)17-7-10-26-9-6-16(25)27-19-14(23)3-4-15(19)24/h1-2H,3-10H2,(H,17,20) |
| InchiKey | QXGYXAOYQWRQRZ-UHFFFAOYSA-N |
| 分子式 Formula | C16H19N3O8 |
| 分子量 Molecular Weight | 381.34 |
| 闪点 FP | |
| 熔点 Melting point | No data available |
| 沸点 Boiling point | |
| Polarizability极化度 | 34.7±0.5 10-24cm3 |
| 密度 Density | 1.5±0.1 g/cm3 |
| 蒸汽压 Vapor Pressure | |
| 溶解度Solubility | |
| 性状 | Solid |
| 储藏条件 Storage conditions | 请根据产品建议的存储条件进行存储,Please store the product under the recommended condition sin the description. |
Mal-amido-PEG1-C2-NHS ester(1260092-50-9)实验注意事项：
1.实验前需戴好防护眼镜，穿戴防护服和口罩，佩戴手套，避免与皮肤接触。
2.实验过程中如遇到有毒或者刺激性物质及有害物质产生，必要时实验操作需要手套箱内完成以免对实验人员造成伤害
3.实验后产生的废弃物需分类存储，并交于专业生物废气物处理公司处理，以免造成环境污染Experimental considerations:
1. Wear protective glasses, protective clothing and masks, gloves, and avoid contact with the skin during the experiment.
2. The waste generated after the experiment needs to be stored separately, and handed over to a professional biological waste gas treatment company to avoid environmental pollution.
Tags:Mal-amido-PEG1-C2-NHS ester试剂,Mal-amido-PEG1-C2-NHS ester杂质,Mal-amido-PEG1-C2-NHS ester中间体,Mal-amido-PEG1-C2-NHS ester密度,Mal-amido-PEG1-C2-NHS ester溶解度,Mal-amido-PEG1-C2-NHS ester旋光度,Mal-amido-PEG1-C2-NHS ester闪点,Mal-amido-PEG1-C2-NHS ester熔点,Mal-amido-PEG1-C2-NHS ester购买,
| 产品说明 | Mal-amido-PEG1-C2-NHS ester(1260092-50-9)是包含马来酰亚胺基团和 NHS 酯的，不可切割的ADClinker |
| Introduction | Mal-amido-PEG1-C2-NHS ester(1260092-50-9)is a nonclaevableADClinker containing a maleimide group and an NHS ester. |
| Application1 | The NHS ester can be used to label the primary amines (H2) of proteins, amineodified oligonucleotides, and other amineontaining molecules |
| Application2 | |
| Application3 |
Mal-amido-PEG1-C2-NHS ester(1260092-50-9)药理学：
Mal-amido-PEG1-C2-NHS ester is a nonclaevable ADC linker containing a maleimide group and an NHS ester. The NHS ester can be used to label the primary amines (-NH2) of proteins, amine-modified oligonucleotides, and other amine-containing molecules。
Mal-amido-PEG1-C2-NHS ester is a nonclaevable ADC linker containing a maleimide group and an NHS ester. The NHS ester can be used to label the primary amines (-NH2) of proteins, amine-modified oligonucleotides, and other amine-containing molecules。
| 警示图 | |
| 危险性 | warning |
| 危险性警示 | Not available |
| 安全声明 | H303吞入可能有害+H313皮肤接触可能有害+H2413吸入可能对身体有害 |
| 安全防护 | P264处理后彻底清洗+P280戴防护手套/穿防护服/戴防护眼罩/戴防护面具+P305如果进入眼睛+P351用水小心冲洗几分钟+P338取出隐形眼镜（如果有）并且易于操作,继续冲洗+P337如果眼睛刺激持续+P2393获得医疗建议/护理 |
| 备注 | 实验过程中防止吸入、食入，做好安全防护 |
| Hansen AM, et al. Microwave-assisted solid-phase synthesis of antisense acpP peptide nucleic acid-peptide conjugates active against colistin- and tigecycline-resistant E. coli and K. pneumoniae. Eur J |
| Zhang ge, et al. Preparation and application of FAPalpha activated polypeptide magnetic nanosphere compound used for diagnosis of tumors. CN105524141A |
| RGD/CTX-conjugated multifunctional Eu-Gd2O3 NRs for targeting detection and inhibition of early tumor PMID 32264002; Journal of materials chemistry. B 2017 Jul; 5(25):4863-4875 Name matches: polyethyl |
| Trastuzumab Targeted Neratinib Loaded Poly-Amidoamine Dendrimer Nanocapsules for Breast Cancer Therapy PMID 32801698; International journal of nanomedicine 2020; 15(?):5433-5443 Name matches: her-2 ma |
| Trastuzumab-grafted PAMAM dendrimers for the selective delivery of anticancer drugs to HER2-positive breast cancer PMID 27052896; Scientific reports 2016 Apr; 6:23179 Name matches: human epidermal |
Mal-amido-PEG1-C2-NHS ester(1260092-50-9)参考文献：
1、Targeted gene delivery to glioblastoma using a C-end rule RGERPPR peptide-functionalised polyethylenimine complex
Jing Wang 1, Yang Lei, Cao Xie, Weiyue Lu, Zhiqiang Yan, Jie Gao, Zuoxu Xie, Xiaoyu Zhang, Min Liu
Abstract Safe and efficient systems capable of specifically targeting brain tumour cells represent a promising approach for the treatment glioblastoma multiforme. Neuropilin-1 (NRP-1) is over-expressed in U87 glioma cells. In the current study, the tumour specific peptide RGERPPR, which binds specifically to NRP-1, was used as a targeting ligand in a gene delivery strategy for glioblastoma. The RGERPPR peptide was coupled to branched polyethylenimine (PEI, 25kDa) using heterobifunctional Mal-PEG-NHS, resulting in a novel gene delivery polymer. Polymer/plasmid DNA (pDNA) complexes were formed and their sizes and zeta potentials were measured. Compared with the unmodified mPEG-PEI/pDNA complexes, the RGERPPR-PEG-PEI/pDNA complex led to a significant enhancement in intracellular gene uptake and tumour spheroid penetration. Furthermore, the RGERPPR-PEG-PEI/pDNA complex facilitated enhanced transfection efficiency levels, as well as a reduction in cytotoxicity when tested in U87 glioma cells in vitro. Most significantly of all, when complexes formed with pDsRED-N1 were injected into the tail vein of intracranial U87 tumour-bearing nude mice, the RGERPPR-PEG-PEI complexes led to improved levels of red fluorescence protein expression in the brain tissue. Taken together, the results show that RGERPPR-PEG-PEI could be used as a safe and efficient gene delivery vehicle with potential applications in glioblastoma gene delivery.
2、Targeted multifunctional redox-sensitive micelle co-delivery of DNA and doxorubicin for the treatment of breast cancer
Longbao Feng 1, Shina Yan, Qiyu Zhu, Jie Chen, Lian Deng, Yanfang Zheng, Wei Xue, Rui Guo
Abstract Drug/gene co-delivery carriers are a promising strategy for cancer treatment. Thus, herein, T7-conjugated redox-sensitive amphiphilic polyethylene glycol-polyethyleneimine-poly(caprolactone)-SS-poly(caprolactone)-polyethyleneimine-polyethylene glycol (PEG-PEI-PCL-SS-PCL-PEG) (PPPT) is designed to realize the co-delivery of pORF-hTRAIL and DOX efficiently into tumor cells. PPPT is synthesized via the ring opening polymerization (ROP) of ε-caprolactone followed by Michael addition polymerization and atom transfer radical polymerization (ATRP) of the maleic imide group of MAL-PEG-NHS. The PPPT micelles present a spherical or ellipsoidal geometry with a mean diameter of approximately 100-120 nm. Meanwhile, they also exhibit a redox-responsive drug release profile in vitro. The blood compatibility and complement activation tests reveal that the PPPT micelles do not induce blood hemolysis, blood clotting, or complement activation. The T7-modified co-delivery system shows a higher cellular uptake efficiency than the unmodified co-delivery system in human breast cancer MCF-7 cells and is accumulated in tumor more efficiently in vivo. These results suggest that the T7-targeted codelivery system of DOX and pORF-hTRAIL is a combined delivery platform that can significantly improve the treatment of breast cancer.
3、Bioreducible BPEI-SS-PEG-cNGR polymer as a tumor targeted nonviral gene carrier
Sejin Son 1, Kaushik Singha, Won Jong Kim
Abstract The work demonstrated development of multifunctional gene carrier which has incorporated reducible moiety, tumor targeting ligands as well as PEG to achieve efficient release of pDNA, enhanced tumor-specificity and long circulation, respectively. In our successful one-pot synthesis of multifunctional polymer, low molecular weight branched polyethylenimine (BPEI) was thiolated with propylene sulfide, and mixed with alpha-Maleimide-omega-N-hydroxysuccinimide ester polyethylene glycol (MAL-PEG-NHS, MW: 5000), and cyclic NGR peptide. The structural elucidation of the cNGR conjugated reducible BPEI containing disulfide bond (BPEI-SS-PEG-cNGR), was done by NMR and GPC study. Complex formation as well as reducible property of the polymer was confirmed by gel retardation assay. In order to achieve efficient tumor targeting, we have used cNGR peptide which is known to bind to CD13 overexpressed in neovasculature endothelial cells. Tumor target-specificity of polymer was established by carrying out competitive inhibition assay with free cNGR peptide. Cellular uptake of polymers was evaluated by confocal laser scanning microscope (CLSM). Finally, addition of free cNGR and buthionine sulfoximine (BSO) reduced transfection efficiency synergistically, which implied that multifunctional polymer-mediated gene transfection took place tumor-specifically and via GSH-dependent pathway.
4、Fabrication of RGD-conjugated Gd(OH) 3:Eu nanorods with enhancement of magnetic resonance, luminescence imaging and in vivo tumor targeting
Bianyun Cai 1, Zhongbing Huang 1, Zhi Wu 1, Lei Wang 2, Guangfu Yin 1, Fabao Gao
Abstract The development of multimodal probes with magnetic resonance imaging (MRI) and intraoperative fluorescence imaging is the most challenging task in the field of tumor diagnosis. Herein, a simple one-pot hydrothermal method is used to prepare Eu-doped Gd(OH)3 nanorods (Gd(OH)3:Eu NRs) with good fluorescence and the longitudinal relaxivity r1 value of 4.78 (Gd mM s-1). After dual-functionalized maleimide-polyethylene glycol-succinimide (Mal-PEG-NHS) macromolecules are coated on the surface of Gd(OH)3:Eu NRs (PEG-NRs), the results of a lower degradation ratio in newborn calf serum (NCS), reactive oxygen species (ROS) generation in L929 cells and the hemolytic rate of PEG-NRs show their good cyto-compatibility and longer blood circulation time. Moreover, the actively tumor-targeting properties are endowed to NRs through the conjugation of cyclic arginine-glycine-aspartic acid (cRGD) (denoted RGD-NRs). The bio-distributions of RGD-NRs in tumor-bearing nude mice via tail-vein injection indicate that RGD-NRs are specifically taken-up by gliomas. The tests of in vivo T1-weighted MR imaging via tail-vein injection confirm that RGD-NRs possess a higher positive signal-enhancement ability in gliomas. Besides, the better luminescence imaging of living cells under a fluorescence microscope and the clear in vivo fluorescence imaging further confirm the targeting properties and better in vivo optical imaging behavior of RGD-NRs.
1、Targeted gene delivery to glioblastoma using a C-end rule RGERPPR peptide-functionalised polyethylenimine complex
Jing Wang 1, Yang Lei, Cao Xie, Weiyue Lu, Zhiqiang Yan, Jie Gao, Zuoxu Xie, Xiaoyu Zhang, Min Liu
Abstract Safe and efficient systems capable of specifically targeting brain tumour cells represent a promising approach for the treatment glioblastoma multiforme. Neuropilin-1 (NRP-1) is over-expressed in U87 glioma cells. In the current study, the tumour specific peptide RGERPPR, which binds specifically to NRP-1, was used as a targeting ligand in a gene delivery strategy for glioblastoma. The RGERPPR peptide was coupled to branched polyethylenimine (PEI, 25kDa) using heterobifunctional Mal-PEG-NHS, resulting in a novel gene delivery polymer. Polymer/plasmid DNA (pDNA) complexes were formed and their sizes and zeta potentials were measured. Compared with the unmodified mPEG-PEI/pDNA complexes, the RGERPPR-PEG-PEI/pDNA complex led to a significant enhancement in intracellular gene uptake and tumour spheroid penetration. Furthermore, the RGERPPR-PEG-PEI/pDNA complex facilitated enhanced transfection efficiency levels, as well as a reduction in cytotoxicity when tested in U87 glioma cells in vitro. Most significantly of all, when complexes formed with pDsRED-N1 were injected into the tail vein of intracranial U87 tumour-bearing nude mice, the RGERPPR-PEG-PEI complexes led to improved levels of red fluorescence protein expression in the brain tissue. Taken together, the results show that RGERPPR-PEG-PEI could be used as a safe and efficient gene delivery vehicle with potential applications in glioblastoma gene delivery.
2、Targeted multifunctional redox-sensitive micelle co-delivery of DNA and doxorubicin for the treatment of breast cancer
Longbao Feng 1, Shina Yan, Qiyu Zhu, Jie Chen, Lian Deng, Yanfang Zheng, Wei Xue, Rui Guo
Abstract Drug/gene co-delivery carriers are a promising strategy for cancer treatment. Thus, herein, T7-conjugated redox-sensitive amphiphilic polyethylene glycol-polyethyleneimine-poly(caprolactone)-SS-poly(caprolactone)-polyethyleneimine-polyethylene glycol (PEG-PEI-PCL-SS-PCL-PEG) (PPPT) is designed to realize the co-delivery of pORF-hTRAIL and DOX efficiently into tumor cells. PPPT is synthesized via the ring opening polymerization (ROP) of ε-caprolactone followed by Michael addition polymerization and atom transfer radical polymerization (ATRP) of the maleic imide group of MAL-PEG-NHS. The PPPT micelles present a spherical or ellipsoidal geometry with a mean diameter of approximately 100-120 nm. Meanwhile, they also exhibit a redox-responsive drug release profile in vitro. The blood compatibility and complement activation tests reveal that the PPPT micelles do not induce blood hemolysis, blood clotting, or complement activation. The T7-modified co-delivery system shows a higher cellular uptake efficiency than the unmodified co-delivery system in human breast cancer MCF-7 cells and is accumulated in tumor more efficiently in vivo. These results suggest that the T7-targeted codelivery system of DOX and pORF-hTRAIL is a combined delivery platform that can significantly improve the treatment of breast cancer.
3、Bioreducible BPEI-SS-PEG-cNGR polymer as a tumor targeted nonviral gene carrier
Sejin Son 1, Kaushik Singha, Won Jong Kim
Abstract The work demonstrated development of multifunctional gene carrier which has incorporated reducible moiety, tumor targeting ligands as well as PEG to achieve efficient release of pDNA, enhanced tumor-specificity and long circulation, respectively. In our successful one-pot synthesis of multifunctional polymer, low molecular weight branched polyethylenimine (BPEI) was thiolated with propylene sulfide, and mixed with alpha-Maleimide-omega-N-hydroxysuccinimide ester polyethylene glycol (MAL-PEG-NHS, MW: 5000), and cyclic NGR peptide. The structural elucidation of the cNGR conjugated reducible BPEI containing disulfide bond (BPEI-SS-PEG-cNGR), was done by NMR and GPC study. Complex formation as well as reducible property of the polymer was confirmed by gel retardation assay. In order to achieve efficient tumor targeting, we have used cNGR peptide which is known to bind to CD13 overexpressed in neovasculature endothelial cells. Tumor target-specificity of polymer was established by carrying out competitive inhibition assay with free cNGR peptide. Cellular uptake of polymers was evaluated by confocal laser scanning microscope (CLSM). Finally, addition of free cNGR and buthionine sulfoximine (BSO) reduced transfection efficiency synergistically, which implied that multifunctional polymer-mediated gene transfection took place tumor-specifically and via GSH-dependent pathway.
4、Fabrication of RGD-conjugated Gd(OH) 3:Eu nanorods with enhancement of magnetic resonance, luminescence imaging and in vivo tumor targeting
Bianyun Cai 1, Zhongbing Huang 1, Zhi Wu 1, Lei Wang 2, Guangfu Yin 1, Fabao Gao
Abstract The development of multimodal probes with magnetic resonance imaging (MRI) and intraoperative fluorescence imaging is the most challenging task in the field of tumor diagnosis. Herein, a simple one-pot hydrothermal method is used to prepare Eu-doped Gd(OH)3 nanorods (Gd(OH)3:Eu NRs) with good fluorescence and the longitudinal relaxivity r1 value of 4.78 (Gd mM s-1). After dual-functionalized maleimide-polyethylene glycol-succinimide (Mal-PEG-NHS) macromolecules are coated on the surface of Gd(OH)3:Eu NRs (PEG-NRs), the results of a lower degradation ratio in newborn calf serum (NCS), reactive oxygen species (ROS) generation in L929 cells and the hemolytic rate of PEG-NRs show their good cyto-compatibility and longer blood circulation time. Moreover, the actively tumor-targeting properties are endowed to NRs through the conjugation of cyclic arginine-glycine-aspartic acid (cRGD) (denoted RGD-NRs). The bio-distributions of RGD-NRs in tumor-bearing nude mice via tail-vein injection indicate that RGD-NRs are specifically taken-up by gliomas. The tests of in vivo T1-weighted MR imaging via tail-vein injection confirm that RGD-NRs possess a higher positive signal-enhancement ability in gliomas. Besides, the better luminescence imaging of living cells under a fluorescence microscope and the clear in vivo fluorescence imaging further confirm the targeting properties and better in vivo optical imaging behavior of RGD-NRs.
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