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Mal-amido-PEG1-C2-NHS ester
- names：
Mal-amido-PEG1-C2-NHS ester
- CAS號：
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)是一種不可連接的ADC接頭，包含馬來酰亞胺基團(tuán)和NHS酯。 NHS酯可用于標(biāo)記蛋白質(zhì)，胺修飾的寡核苷酸和其他含胺分子的伯胺（-NH2）。Mal-amido-PEG1-C2-NHS ester是抗體藥物偶聯(lián)物中的有用保護(hù)基。
| 貨品編碼 | 規(guī)格 | 純度 | 價格 (￥) | 現(xiàn)價(￥) | 特價(￥) | 庫存描述 | 數(shù)量 | 總計 (￥) |
|---|---|---|---|---|---|---|---|---|
| YZM000996-0 | 0 | ￥ 0.00 | ￥ 0.00 | Backorder | ￥ 0.00 | |||
| YZM000996-100mg | 100mg | >97% | ￥ 5606.25 | ￥ 5606.25 | 2-3天 | ￥ 0.00 |
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| 中文別名 | Mal-amido-PEG1-C2-NHS ester(1260092-50-9);（2,5-二氧雜吡咯烷-1-基）3- [2- [3-（2,5-二氧雜吡咯-1-基）丙?；被鵠乙氧基]丙酸酯; 2,5-二氧雜吡咯烷-1-基3-（2- （3-（2,5-二氧代-2,5-二氫-1H-吡咯-1-基）丙酰胺基）乙氧基）丙酸酯; |
| 英文別名 | 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號 | 1260092-50-9 |
| 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 |
| 溶解度Solubility | |
| 性狀 | Solid |
| 儲藏條件 Storage conditions | 請根據(jù)產(chǎn)品建議的存儲條件進(jìn)行存儲,Please store the product under the recommended condition sin the description. |
Mal-amido-PEG1-C2-NHS ester(1260092-50-9)實(shí)驗注意事項：
1.實(shí)驗前需戴好防護(hù)眼鏡，穿戴防護(hù)服和口罩，佩戴手套，避免與皮膚接觸。
2.實(shí)驗過程中如遇到有毒或者刺激性物質(zhì)及有害物質(zhì)產(chǎn)生，必要時實(shí)驗操作需要手套箱內(nèi)完成以免對實(shí)驗人員造成傷害
3.實(shí)驗后產(chǎn)生的廢棄物需分類存儲，并交于專業(yè)生物廢氣物處理公司處理，以免造成環(huán)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試劑,Mal-amido-PEG1-C2-NHS ester雜質(zhì),Mal-amido-PEG1-C2-NHS ester中間體,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閃點(diǎn),Mal-amido-PEG1-C2-NHS ester熔點(diǎn),Mal-amido-PEG1-C2-NHS ester購買,
| 產(chǎn)品說明 | Mal-amido-PEG1-C2-NHS ester(1260092-50-9)是包含馬來酰亞胺基團(tuán)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)藥理學(xué)：
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。
| 警示圖 | |
| 危險性 | warning |
| 危險性警示 | Not available |
| 安全聲明 | H303吞入可能有害+H313皮膚接觸可能有害+H2413吸入可能對身體有害 |
| 安全防護(hù) | P264處理后徹底清洗+P280戴防護(hù)手套/穿防護(hù)服/戴防護(hù)眼罩/戴防護(hù)面具+P305如果進(jìn)入眼睛+P351用水小心沖洗幾分鐘+P338取出隱形眼鏡（如果有）并且易于操作,繼續(xù)沖洗+P337如果眼睛刺激持續(xù)+P2393獲得醫(yī)療建議/護(hù)理 |
| 備注 | 實(shí)驗過程中防止吸入、食入，做好安全防護(hù) |
| 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)參考文獻(xiàn)：
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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