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Sulfo-SMCC
NMR and HPLC COA下载 MSDS下载 - Names：
Sulfo-SMCC（磺基琥珀酰亚胺 4-(N-马来酰亚胺甲基)环己烷-1-羧酸盐）
- CAS号：
92921-24-9
MDL Number： MFCD00054978 - MF(分子式)： C16H17N2NaO9S MW(分子量)： 436.37
- EINECS:618-887-3 Reaxys Number:
- Pubchem ID: Brand:BIOFOUNT
Sulfo-SMCC（磺基琥珀酰亚胺 4-(N-马来酰亚胺甲基)环己烷-1-羧酸盐） 是一种双功能试剂，在分子的不同末端含有一个马来酰亚胺基团和一个 N-羟基琥珀酰亚胺活性酯。 马来酰亚胺基团与SH基团反应，但N-羟基琥珀酰亚胺活性酯与氨基特异性反应。 在pH高于中性时，活性酯基与氨基形成稳定的酰胺键。 另一方面，马来酰亚胺基可以在pH6-7的条件下选择性地与硫醇基反应。 此外，具有环己烷结构的接头部位的磺基-SMCC的特征在于，与在接头部位具有芳香环的同类交联剂相比，马来酰亚胺基团的稳定性提高。 由于导入了具有磺酸基的活性酯基，因此可以在不使用DMSO、DMF等有机溶剂的情况下进行标记反应。
| 货品编码 | 规格 | 纯度 | 价格 (¥) | 现价(¥) | 特价(¥) | 库存描述 | 数量 | 总计 (¥) |
|---|---|---|---|---|---|---|---|---|
| YZM000951-50mg | 50mg | >95% | ¥ 1278.00 | ¥ 1278.00 | 1-3days | ¥ 0.00 | ||
| YZM000951-10mg | 10mg | >95% | ¥ 488.00 | ¥ 488.00 | 1-3days | ¥ 0.00 |
| 中文别名 | 92921-24-9;4-(N-马来酰亚胺甲基)环己烷-1-羧酸磺酸基琥珀酰亚胺酯钠盐;胺-巯基交联剂 |
| 英文别名 | Sulfo-SMCC sodium;Sulfo-SMCC; amine-to-sulfhydryl crosslinking agent |
| CAS号 | 92921-24-9 |
| Inchi | InChI=1S/C16H18N2O9S.Na/c19-12-5-6-13(20)17(12)8-9-1-3-10(4-2-9)16(23)27-18-14(21)7-11(15(18)22)28(24,25)26;/h5-6,9-11H,1-4,7-8H2,(H,24,25,26);/q;+1/p-1 |
| InchiKey | VUFNRPJNRFOTGK-UHFFFAOYSA-M |
| 分子式 Molecular Weight | C16H17N2NaO9S |
| 分子量 Formula | 436.37 |
| 溶解度Solubility | 溶于水≥10 mg/mL（溶于去离子水）和DMF； |
| 性状 | 白色至灰白色固体粉末 |
| 储藏条件 Storage conditions | 4°C，避光 |
Sulfo-SMCC应用：
※ 抗体酶标记 - 酶和抗体特异性均可保留
※ 通过一步或两步交联反应创建特异性生物偶联
※ 创建巯基反应性、马来酰亚胺活化载体蛋白，以用于偶联半抗原
Sulfo-SMCC, amine-to-sulfhydryl crosslinking agent(92921-24-9)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.取样品的移液枪头需及时更换，必要时为避免交叉污染尽可能选择滤芯吸头。
4.称量药品时选用称量纸，并无风处取药和称量以免扬撒，试剂的容器使用前务必确保干净，并消毒。
5.取药品时尽量采用多个药勺分别使用，使用后清洗干净后，烘干消毒存放。
6.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。
Sulfo-SMCC sodium(92921-24-9) 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.
Tag:4-(N-马来酰亚胺甲基)环己烷-1-羧酸磺酸基琥珀酰亚胺酯钠盐(92921-24-9,Sulfo-SMCC sodium),Sulfo-SMCC sodium试剂,Sulfo-SMCC sodium的纯度,Sulfo-SMCC sodium的合成路线,Sulfo-SMCC sodium的作用,Sulfo-SMCC sodium的厂家,Sulfo-SMCC sodium的外观
| 产品说明 | Sulfo-SMCC, amine-to-sulfhydryl crosslinking agent是一种常用的异双功能交联剂，带有 N-羟基琥珀酰亚胺 (NHS) 酯和马来酰亚胺基团，分别与伯胺和巯基反应。 |
| Introduction | Sulfo-SMCC, amine-to-sulfhydryl crosslinking agent is a commonly used hetero-bifunctional crosslinker bearing N-hydroxysuccinimide (NHS) ester and maleimide groups to react with primary amines and su |
| Application1 | A sulfhydryl- and amine-reactive crosslinker. |
| Application2 | |
| Application3 |
| 警示图 | |
| 危险性 | warning |
| 危险性警示 | No data available |
| 安全声明 | H315,H319,H335 |
| 安全防护 | P261,P305+P351+P338 |
| 备注 | 实验过程中防止吸入、食入，做好安全防护 |
| 象形图 |  |
|---|---|
| 信号警告 | Warning |
| GHS危险说明 |
Aggregated GHS information provided by 41 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (97.56%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. |
| 防范说明代码 |
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
| Potent antigen-specific immune response induced by infusion of spleen cells coupled with succinimidyl-4-(N-maleimidomethyl cyclohexane)-1-carboxylate (SMCC) conjugated antigens PMID 26735611 |
| Design, synthesis, and evaluation of chitosan conjugated GGRGDSK peptides as a cancer cell-targeting molecular transporter PMID 26976071 |
| Synthesis, characterization, and in vitro cytotoxicity of fatty acyl-CGKRK-chitosan oligosaccharides conjugates for siRNA delivery PMID 29408713 |
| Antimicrobial peptide melimine coating for titanium and its in vivo antibacterial activity in rodent subcutaneous infection models PMID 26871890; Biomaterials 2016 Apr; 85(?):142-51 |
| Sulfo-SMCC Prevents Annealing of Taxol-Stabilized Microtubules In Vitro PMID 27561096; PloS one 2016; 11(8):e0161623 |
Sulfo-SMCC Prevents Annealing of Taxol-Stabilized Microtubules In Vitro
Abstract:Microtubule structure and functions have been widely studied in vitro and in cells. Research has shown that cysteines on tubulin play a crucial role in the polymerization of microtubules. Here, we show that blocking sulfhydryl groups of cysteines in taxol-stabilized polymerized microtubules with a commonly used chemical crosslinker prevents temporal end-to-end annealing of microtubules in vitro. This can dramatically affect the length distribution of the microtubules. The crosslinker sulfosuccinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate, sulfo-SMCC, consists of a maleimide and an N-hydroxysuccinimide ester group to bind to sulfhydryl groups and primary amines, respectively. Interestingly, addition of a maleimide dye alone does not show the same interference with annealing in stabilized microtubules. This study shows that the sulfhydryl groups of cysteines of tubulin that are vital for the polymerization are also important for the subsequent annealing of microtubules.
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