Name: sulfate separation by selective crystallization with a bis-iminoguanidinium ligand
Uploaded: 2016-09-08T13:00:00.000+00:00
Duration: 8 min 1 s
Description: Watch this Scientific Journal Video about Sulfate Separation by Selective Crystallization with a Bis-iminoguanidinium Ligand at JoVE.com

This work was supported by the U.S. Department of Energy, Office of Science, Basic Energy Sciences, Chemical Sciences, Geosciences, and Biosciences Division. We thank the University of North Carolina Wilmington for providing the seawater.

1.合成1,4-苯双（iminoguanidinium）氯化物（BBIG-Cl）的<ol><li> 在 1,4-苯二（iminoguanidinium）氯化物配体（BBIG-CL）的原位合成及其与硫酸盐结晶<ol><li>添加0.067克对苯和2.2的aminoguanidinium酰氯至10ml去离子水的0.5M的水溶液的毫升在25毫升圆底烧瓶配备磁力搅拌棒。 </li><li>搅拌在20℃下磁力的溶液为四个小时。这将产生BBIG-CL的浅黄色溶液。 </li><li>将0.5ml硫酸钠的1M水溶液。这将导致BBIG-SO 4的瞬间沉淀，为结晶白色固体。 </li><li>过滤固体用真空过滤以回收BBIG-SO 4。洗涤固体在滤纸上的水每份5毫升五次，以获得纯的硫酸盐。 </li><li>检查结晶BBIG-SO的相纯度<sub由粉末X射线衍射12&gt; 4获得。与图1所示的图案进行比较。 </li></ol></li><li> 1,4-苯二易地合成（iminoguanidinium）氯化物11 <ol><li>添加4克对苯的7.26克aminoguanidinium酰氯20ml乙醇在50ml配有磁力搅拌棒的圆底烧瓶中。 </li><li>加热使用加热板的溶液至60℃，并用2小时磁力搅拌棒搅拌。冷却该溶液至20℃，并让它放置3小时，然后通过滤纸配备布氏漏斗收集通过真空过滤固体。 </li><li>暂停在电炉上所获得的固体在20毫升的乙醇和热至沸腾。如果固体没有完全进入溶液在这一点上，加入乙醇小等份（1毫升）中，使每次溶液达到沸腾温度，直至所有固体溶解。 </li><li>让烧瓶冷却到室temperatu再，然后放置在0℃冰箱中过夜。通过使用真空过滤配备布氏漏斗过滤纸过滤收集固体。 </li><li>确认通过核磁共振研究13 BBIG-CL的身份和纯度。与图2所示的光谱进行比较。 </li></ol></li></ol> 2.从海水分离硫酸<ol><li>硫酸盐结晶为BBIG-SO 4 注:BBIG-CL的必要除去硫酸盐的量取决于硫酸盐的海水中的确切的量。结果发现，使用1.5当量BBIG-CL相对的，以除去硫酸盐的99％硫酸盐的结果。在这个协议中使用的海水具有30毫硫酸盐的浓度，通过滴定与氯化钡2来确定。 <ol><li>过滤用0.22μm注射器过滤器或过滤膜具有小孔径去除悬浮微粒和生物有机体的海水。 </li><li>制作30使用去离子水和作为前一节中所述制备的固体BBIG-CL BBIG-CL的1mM溶液。 </li><li>所述BBIG-Cl溶液添加到在1.5的海水:1（V / V）的比例。 </li><li>搅拌几小时混合物以确保定量的（&gt; 99％）除去硫酸盐。 </li><li>通过使用真空过滤配备布氏漏斗过滤纸过滤收集固体。用的水每份5毫升洗涤固体在滤纸上五次。 </li><li>干燥该分离的固体在真空下并称重，以确定产率。 </li></ol></li><li>配体恢复<ol><li> 53.1毫克BBIG-SO 4添加到氢氧化钠（10％）的在装备有磁性搅拌棒的20ml闪烁小瓶2ml的溶液。 </li><li>搅拌在20℃两小时的混合物。浅黄色沉淀就会形成。 </li><li>通过使用真空过滤配备布氏漏斗过滤纸过滤固体。洗涤固体与0.2滤纸毫升水，并在真空下干燥。 </li><li>表征回收的固体核磁共振13，以确认其为双（胍），游离碱的身份。与图3中所示的NMR谱进行比较。 </li></ol></li><li>硫酸盐的海水抽除数量由β液体闪烁计数测定 注意:该技术涉及使用放射性同位素，这对不同类的危害比大多数实验室中通常遇到的。处理放射性核素时特别防辐射设备通常需要。因此，至关重要的是，过程被仔细的遵循和一个安全人员正在征询意见和指导。 <ol><li>计算用于确保有每海水溶液毫升分钟（CPM）500万以上的计数，使用下面的等式（CPM和居里硫35放射性同位素（5毫居里/毫升）的储备液的体积（词）是测量的F两个单位或放射性）: <img alt="式（1）" src="/files/ftp_upload/54411/54411eq1.jpg" /> <img alt="公式（2）" src="/files/ftp_upload/54411/54411eq2.jpg" /> <img alt="公式3" src="/files/ftp_upload/54411/54411eq3.jpg" /></li><li>尖峰将25ml海水与0.0112毫升第35号的放射性标记的硫酸钠溶液5.0毫居里/ ml的溶液。 </li><li>准备0，15，30，33，45，和60 BBIG-CL的毫溶液在去离子水中，并结合0.750毫升这些溶液与等体积的35 S-放射性标记的硫酸在2 ml离心管尖海水。 </li><li>搅拌通过在保持在25±0.2℃的恒温24小时的孵化器/空气箱旋转轮或涡旋该混合物。 </li><li>在1500 XG离心机的解决方案，在25℃下10分钟。 </li><li>离心后，去除使用注射器1.2毫升每种溶液，然后通过0.22微米的注射器过滤器的过滤，以除去悬浮<html>沉淀。吸管1.0毫升从每个这些溶液的成聚丙烯闪烁瓶中20mL闪烁鸡尾酒。不含BBIG-CL（对照溶液）溶液应除闪烁鸡尾酒之前进行稀释10倍的去离子水。 </li><li>放置装有样品和在液体闪烁计数器的闪烁鸡尾酒的闪烁瓶中，并让它计数，以允许所述样本以暗适应前坐1小时。 注意:在此之前计数的样品中，校准仪器，并允许每个样品计数30分钟。算仅包含闪烁合剂的附加小瓶，以允许用于确定溶液的硫酸的浓度时使用一个背景校正。 </li><li>确定除去硫酸盐的量，使用下列公式: <img alt="公式4" src="/files/ftp_upload/54411/54411eq4.jpg" /> 54411 / 54411eq5.jpg"/&gt; <img alt="公式6" src="/files/ftp_upload/54411/54411eq6.jpg" /></li></ol></li></ol>

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The authors have nothing to disclose.

这种技术是相当耐受从书面程序，这使得它相当健壮许多偏差。然而有两块必须遵循的关键步骤。第一，BBIG-氯配位体需要是尽可能纯。杂质不仅会影响结晶，将所得的硫酸盐的溶解度，同时也将使得难以计算从溶液定量硫酸除去所需的时间量。其次，在β液体闪烁计数节中的所有步骤都要精心其次，因为这种技术可能是微妙的变化非常敏感。 由于结晶技术的简单性，将最有?...

从有竞争力的水溶液的亲水oxoanions（ 例如 ，硫酸盐，铬酸盐，磷酸盐）的选择性分离代表具有相关性环境整治，能源生产，和人类健康的基本挑战。1,2-硫酸盐，特别是很难从水中提取，由于其固有磁阻摆脱其水化球和迁移到极性较小的环境中。3使硫酸水溶液萃取更有效，通常需要复杂的受体是困难和冗长合成和纯化，通常涉及有毒的试剂和溶剂。4,5- 选择性结晶提供从水中硫酸盐分离一个简单而有效的替代方案。6-9虽然某些金属阳离子如钡2+，铅离子或Ra 2+形式非常不溶性硫酸盐，其在硫酸的分离使用并不总是实用由于其高TOXI城市，有时低的选择性。采用有机配体硫酸盐沉淀利用结构的多样性和顺从的设计特性的有机分子。硫酸水溶液结晶的理想有机配体应是可溶于水，但形成在相对短的时间，并在高浓度的竞争离子的存在的不溶性硫酸盐或复合物。另外，它应该是容易合成和回收。一个这样的配体，1,4-苯-二（iminoguanidinium）（BBIG），自组装从两种市售的前体，对苯和aminoguanidinium酰氯原位 ，最近被发现在硫酸水溶液分离非常有效。10的配体是水溶性的氯化物形式，并用硫酸选择性结晶成一个极其不溶性盐可以从通过简单的过滤溶液中容易地除去。该BBIG配体随后可以通过去质子与回收queous NaOH和中性双 - iminoguanidine，它可以被转换回用HCl水溶液的氯化物形式，并再利用在另一分离循环的结晶。这种配位体在从水中除去硫酸盐的功效是如此之大，监测溶液中的剩余的硫酸浓度不再是一个简单的任务，需要更先进的技术，其允许的阴离子痕量精确测量。为了这个目的，在以β液体闪烁计数结合的放射性标记的35号硫酸盐示踪剂采用一种技术在液-液萃取分离通常使用，并在最近证明是有效的监测硫酸盐结晶。8 这个协议表明在 BBIG配位体的原位合成及其作为从水溶液硫酸盐结晶的单罐。配体11 易地合成也提出作为合作为生产更大量的BBIG-CL，它可以被存储在结晶形式中待用nvenient方法。然后使用预先制备BBIG-氯配体海水硫酸盐除去是证明。最后，使用35 S-标记的硫酸盐和用于测量海水中硫酸盐浓度β液体闪烁计数的是证明。该协议旨在为那些在探讨水性阴离子分离使用选择性结晶的广泛兴趣提供的教程。

<table><tbody><tr><td>Terephthalaldehyde</td><td>Sigma</td><td>T2207</td><td></td></tr><tr><td>Aminoguanidinium Chloride</td><td>Sigma</td><td>#396494</td><td></td></tr><tr><td>Sodium Sulfate</td><td>Sigma</td><td>#239313</td><td></td></tr><tr><td>Barium Chloride</td><td>Sigma</td><td>#342920</td><td>Highly Toxic</td></tr><tr><td>Ethanol</td><td>Any</td><td></td><td>Reagent Grade (190 proof)</td></tr><tr><td>Sodium Hydroxide</td><td>EMD</td><td>SX0590-1</td><td></td></tr><tr><td>Hydrochloric Acid</td><td>Sigma</td><td>#258148</td><td></td></tr><tr><td>Filter Paper</td><td>Any</td><td>-</td><td>Any qualitative or analytical filter paper will work</td></tr><tr><td>Syringe Filter (0.22 &amp;#956;m)</td><td>Any</td><td>-</td><td>Nylon filter</td></tr><tr><td>&lt;sup&gt;35&lt;/sup&gt;S Labeled Sulfate</td><td>Perkin Elmer</td><td>NEX041005MC</td><td></td></tr><tr><td>Ultima Gold Scintillation Cocktail</td><td>Perkin Elmer</td><td>#6013329</td><td></td></tr><tr><td>Polypropylene Vials&amp;nbsp;</td><td>Any</td><td>-</td><td></td></tr><tr><td>Disposable Syringe (2-3 ml)</td><td>Any</td><td>-</td><td>Any disposable plastic syringe works</td></tr></tbody></table>

sulfate separation by selective crystallization with a bis-iminoguanidinium ligand

A simple and effective method for selective sulfate separation from aqueous solutions by crystallization with a bis-guanidinium ligand, 1,4-benzene-bis(iminoguanidinium) (BBIG), is demonstrated. The ligand is synthesized as the chloride salt (BBIG-Cl) by in situ imine condensation of terephthalaldehyde with aminoguanidinium chloride in water, followed by crystallization as the sulfate salt (BBIG-SO4). Alternatively, BBIG-Cl is synthesized ex situ in larger scale from ethanol. The sulfate separation ability of the BBIG ligand is demonstrated by selective and quantitative crystallization of sulfate from seawater. The ligand can be recycled by neutralization of BBIG-SO4 with aqueous NaOH and crystallization of the neutral bis-iminoguanidine, which can be converted back into BBIG-Cl with aqueous HCl and reused in another separation cycle. Finally, 35S-labeled sulfate and &#946; liquid scintillation counting are employed for monitoring the sulfate concentration in solution. Overall, this protocol will instruct the user in the necessary skills to synthesize a ligand, employ it in the selective crystallization of sulfate from aqueous solutions, and quantify the separation efficiency.

BBIG-SO 4（ 图1）的粉末X射线衍射图案允许结晶固体的身份明确确认。在所获得的图案相对于参考的相比，峰值强度重要低于峰值定位。在参考示出的所有强峰应存在所获得的样本。的是在参考图案不存在于样品中强峰的出现表示的杂质的存在。 1 H-NMR BBIG-的Cl和回收的配位体（ 图2和<s...

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Sulfate Separation by Selective Crystallization with a Bis-iminoguanidinium Ligand

一种在双（iminoguanidinium）配位体及其在硫酸盐的选择性分离利用原位水性合成协议提出。

分离硫酸选择性结晶用双 -  iminoguanidinium配体

A simple and effective method for selective sulfate separation from aqueous solutions by crystallization with a bis-guanidinium ligand, ...

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8.3K 次观看.  Oak Ridge National Laboratory. 一种在双（iminoguanidinium）配位体及其在硫酸盐的选择性分离利用原位水性合成协议提出。 

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Synthesis and Purification of Iodoaziridines Involving Quantitative Selection of the Optimal Stationary Phase for Chromatography

The highly diastereoselective preparation of cis-N-Ts-iodoaziridines through reaction of diiodomethyllithium with N-Ts aldimines is described. Diiodomethyllithium is prepared by the deprotonation of diiodomethane with LiHMDS, in a THF/diethyl ether mixture, at -78 &#176;C in the dark. These conditions are essential for the stability of the LiCHI2 reagent generated. The subsequent dropwise addition of N-Ts aldimines to the preformed diiodomethyllithium solution affords an amino-diiodide intermediate, which is not isolated. Rapid warming of the reaction mixture to 0 &#176;C promotes cyclization to afford iodoaziridines with exclusive cis-diastereoselectivity. The addition and cyclization stages of the reaction are mediated in one reaction flask by careful temperature control.
Due to the sensitivity of the iodoaziridines to purification, assessment of suitable methods of purification is required. A protocol to assess the stability of sensitive compounds to stationary phases for column chromatography is described. This method is suitable to apply to new iodoaziridines, or other potentially sensitive novel compounds. Consequently this method may find application in range of synthetic projects. The procedure involves firstly the assessment of the reaction yield, prior to purification, by 1H NMR spectroscopy with comparison to an internal standard. Portions of impure product mixture are then exposed to slurries of various stationary phases appropriate for chromatography, in a solvent system suitable as the eluent in flash chromatography. After stirring for 30 min to mimic chromatography, followed by filtering, the samples are analyzed by 1H NMR spectroscopy. Calculated yields for each stationary phase are then compared to that initially obtained from the crude reaction mixture. The results obtained provide a quantitative assessment of the stability of the compound to the different stationary phases; hence the optimal can be selected. The choice of basic alumina, modified to activity IV, as a suitable stationary phase has allowed isolation of certain iodoaziridines in excellent yield and purity.

A protocol for the diastereoselective one-pot preparation of cis-N-Ts-iodoaziridines is described. The generation of diiodomethyllithium, addition to N-Ts aldimines and cyclization of the amino gem-diiodide intermediate to iodoaziridines is demonstrated. Also included is a protocol to rapidly and quantitatively assess the most appropriate stationary phase for purification by chromatography.

合成和Iodoaziridines纯化涉及定量选择最优固定相的色谱

The highly diastereoselective preparation of cis-N-Ts-iodoaziridines through reaction of diiodomethyllithium with N-Ts aldimines is described. ...

科研

化学

A Direct, Early Stage Guanidinylation Protocol for the Synthesis of Complex Aminoguanidine-containing Natural Products

The guanidine functional group, displayed most prominently in the amino acid arginine, one of the fundamental building blocks of life, is an important structural element found in many complex natural products and pharmaceuticals. Owing to the continual discovery of new guanidine-containing natural products and designed small molecules, rapid and efficient guanidinylation methods are of keen interest to synthetic and medicinal organic chemists. Because the nucleophilicity and basicity of guanidines can affect subsequent chemical transformations, traditional, indirect guanidinylation is typically pursued. Indirect methods commonly employ multiple protection steps involving a latent amine precursor, such as an azide, phthalimide, or carbamate. By circumventing these circuitous methods and employing a direct guanidinylation reaction early in the synthetic sequence, it was possible to forge the linear terminal guanidine containing backbone of clavatadine A to realize a short and streamlined synthesis of this potent factor XIa inhibitor. In practice, guanidine hydrochloride is elaborated with a carefully constructed protecting array that is optimized to survive the synthetic steps to come. In the preparation of clavatadine A, direct guanidinylation of a commercially available diamine eliminated two unnecessary steps from its synthesis. Coupled with the wide variety of known guanidine protecting groups, direct guanidinylation evinces a succinct and efficient practicality inherent to methods that find a home in a synthetic chemist&#39;s toolbox.

Here, we present a protocol for direct, early stage guanidinylation that enables rapid total synthesis of aminoguanidine-containing small organic molecules. An advanced synthetic intermediate used in the synthesis of a blood coagulation factor XIa inhibitor was prepared using this protocol.

一个直接的，早期胍基协议的复杂含氨基胍，天然产物合成

The guanidine functional group, displayed most prominently in the amino acid arginine, one of the fundamental building blocks of life, is an important ...

Method for Efficient Refolding and Purification of Chemoreceptor Ligand Binding Domain

Identification of natural ligands of chemoreceptors and structural studies aimed at elucidation of the molecular basis of the ligand specificity can be greatly facilitated by the production of milligram amounts of pure, folded ligand binding domains. Attempts to heterologously express periplasmic ligand binding domains of bacterial chemoreceptors in Escherichia coli (E. coli) often result in their targeting into inclusion bodies. Here, a method is presented for protein recovery from inclusion bodies, its refolding and purification, using the periplasmic dCACHE ligand binding domain of Campylobacter jejuni (C. jejuni) chemoreceptor Tlp3 as an example. The approach involves expression of the protein of interest with a cleavable His6-tag, isolation and urea-mediated solubilisation of inclusion bodies, protein refolding by urea depletion, and purification by means of affinity chromatography, followed by tag removal and size-exclusion chromatography. The circular dichroism spectroscopy is used to confirm the folded state of the pure protein. It has been demonstrated that this protocol is generally useful for production of milligram amounts of dCACHE periplasmic ligand binding domains of other bacterial chemoreceptors in a soluble and crystallisable form.

A procedure is presented for the refolding of the dCACHE periplasmic ligand binding domain of Campylobacter jejuni chemoreceptor Tlp3 from inclusion bodies and the purification to yield milligram quantities of protein.

化学感受器配体结合域的高效复用与纯化方法

Identification of natural ligands of chemoreceptors and structural studies aimed at elucidation of the molecular basis of the ligand specificity can be ...

生物化学

The Synthesis of [Sn10(Si(SiMe3)3)4]2- Using a Metastable Sn(I) Halide Solution Synthesized via a Co-condensation Technique

The number of well-characterized metalloid tin clusters, synthesized by applying the disproportionation of a metastable Sn(I) halide in the presence of a sterically demanding ligand, has increased in recent years. The metastable Sn(I) halide is synthesized at&#160;&#34;outer space conditions&#34; via the preparative co-condensation technique. Thereby, the subhalide is synthesized in an oven at high temperatures, around 1,300 &#176;C, and at reduced pressure by the reaction of elemental tin with hydrogen halide gas (e.g., HCl). The subhalide (e.g., SnCl) is trapped within a matrix of an inert solvent, like toluene at -196 &#176;C. Heating the solid matrix to -78 &#176;C gives a metastable solution of the subhalide. The metastable subhalide solution is highly reactive but can be stored at -78 &#176;C for several weeks. On heating the solution to room temperature, a disproportionation reaction occurs, leading to elemental tin and the corresponding dihalide. By applying bulky ligands like Si(SiMe3)3, the intermediate metalloid cluster compounds can be trapped before complete disproportionation to elemental tin. Hence, the reaction of a metastable Sn(I)Cl solution with Li-Si(SiMe3)3 gives [Sn10(Si(SiMe3)3)4]2- 1 as black crystals in high yield. 1 is formed via a complex reaction sequence including salt metathesis, disproportionation, and degradation of larger clusters. Further, 1 can be analyzed by various methods like NMR or single crystal X-ray structure analysis.

The Synthesis of [Sn10SiSiMe334]2- Using a Metastable SnI Halide Solution Synthesized via a Co-condensation Technique

The disproportionation reaction of a metastable Sn(I) chloride solution, obtained via the preparative co-condensation technique, is used for the synthesis of a metalloid tin cluster compound.

的合成[锡<sub&gt; 10</sub&gt;（SI（SIME<sub&gt; 3</sub&gt;）<sub&gt; 3</sub&gt;）<sub&gt; 4</sub&gt;]<sup&gt; 2</sup<sup&gt; -</sup&gt;使用亚稳锡（I）卤溶液通过共缩聚合成技术

The number of well-characterized metalloid tin clusters, synthesized by applying the disproportionation of a metastable Sn(I) halide in the presence of a ...

A Dual-Functional Electroactive Filter Towards Simultaneously Sb(III) Oxidation and Sequestration

We have designed a facile method to synthesize a dual-functional electrochemical filter consisting of two 1-D materials: titanate nanowires and carbon nanotubes. The hybrid titanate-CNT filter was prepared by a sonication coupled with a post-filtration route. Due to the synergistic effects of the increased number of exposed sorption sites, electrochemical reactivity, small pore size of the titanate-CNT network coupled with a flow-through design, simultaneous Sb(III) oxidation and sequestration can be readily achieved. Atomic fluorescence spectrometer technology demonstrated that the applied electrical field accelerates the Sb(III) conversion rate and the as-obtained Sb(V) were adsorbed effectively by the titanate nanowires due to their Sb specificity. This protocol provides a practical solution for the removal of highly toxic Sb(III) and other similar heavy metal ions.

A Dual-Functional Electroactive Filter Towards Simultaneously SbIII Oxidation and Sequestration

A protocol for the rational design of a dual-functional electroactive filter consisting of carbon nanotubes and titanate nanowires is reported and their environmental applications towards Sb(III) oxidation and sequestration is presented.

双功能电抗滤波器，可同时进行 Sb（III）氧化和固存

We have designed a facile method to synthesize a dual-functional electrochemical filter consisting of two 1-D materials: titanate nanowires and carbon ...

环境科学

Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework

We present a method for preparing thioester molecules as the masked form of the thiol linkers and their utilization for accessing a semiconducting and porous metal-dithiolene network in the highly ordered single crystalline state. Unlike the highly reactive free-standing thiols, which tend to decompose and complicate the crystallization of metal-thiolate open frameworks, the thioester reacts in situ to provide the thiol species, serving to mitigate the reaction between the mercaptan units and the metal centers, and to improve crystallization consequently. Specifically, the thioester was synthesized in a one-pot procedure: an aromatic bromide (hexabromotriphenylene) reacted with excess sodium thiomethoxide under vigorous conditions to first form the thioether intermediate product. The thioether was then demethylated by the excess thiomethoxide to provide the thiolate anion that was acylated to form the thioester product. The thioester was conveniently purified by standard column chromatography, and then used directly in the framework synthesis, wherein NaOH and ethylenediamine serve to revert in situ the thioester to the thiol linker for assembling the single-crystalline Pb(II)-dithiolene network. Compared with other methods for thiol synthesis (e.g., by cleaving alkyl thioether using sodium metal and liquid ammonia), the thioester synthesis here uses simple conditions and economical reagents. Moreover, the thioester product is stable and can be conveniently handled and stored. More importantly, in contrast to the generic difficulty in accessing crystalline metal-thiolate open frameworks, we demonstrate that using the thioester for in situ formation of the thiol linker greatly improves the crystallinity of the solid-state product. We intend to encourage broader research efforts on the technologically important metal-sulfur frameworks by disclosing the synthetic protocol for the thioester as well as the crystalline framework solid.

Here, we present a one-pot, transition-metal-free synthesis of thiols and thioesters from aromatic halides and sodium thiomethoxide, followed by the preparation of single crystals of a metal-dithiolene network using thiol species generated in situ from the more stable and tractable thioester.

半导体回转金属硫框架结晶的硫醇构建块的合成

We present a method for preparing thioester molecules as the masked form of the thiol linkers and their utilization for accessing a semiconducting and ...

Separation of Aldehydes and Reactive Ketones from Mixtures Using a Bisulfite Extraction Protocol

The purification of organic compounds is an essential component of routine synthetic operations. The ability to remove contaminants into an aqueous layer by generating a charged structure provides an opportunity to use extraction as a simple purification technique. By combining the use of a miscible organic solvent with saturated sodium bisulfite, aldehydes and reactive ketones can be successfully transformed into charged bisulfite adducts that can then be separated from other organic components of a mixture by the introduction of an immiscible organic layer. Here, we describe a simple protocol for the removal of aldehydes, including sterically-hindered neopentyl aldehydes and some ketones, from chemical mixtures. Ketones can be separated if they are sterically unhindered cyclic or methyl ketones. For aliphatic aldehydes and ketones, dimethylformamide is used as the miscible solvent to improve removal rates. The bisulfite addition reaction can be reversed by basification of the aqueous layer, allowing for the re-isolation of the reactive carbonyl component of a mixture.

Here, we present a protocol to remove aldehydes and reactive ketones from mixtures by a liquid-liquid extraction protocol directly with saturated sodium bisulfite in a miscible solvent. This combined protocol is rapid and facile to perform. The aldehyde or ketone can be re-isolated by the basification of the aqueous layer.

用亚硫酸氢萃取协议分离混合物中的醛和反应性酮

The purification of organic compounds is an essential component of routine synthetic operations. The ability to remove contaminants into an aqueous layer ...

Easy Access to Aliphatic Sulfonamides using Sulfamoyl Chlorides Under Visible Light Activation

Sulfonamides are prevalent motifs in marketed drugs and natural products. Their synthesis represents a great interest to the pharmaceutical industry, due to their unique biological properties. Recently, several methods for the synthesis of aryl sulfonamides have been developed, but little effort has focused on developing one-step methodologies to access sulfonamides flanked by two alkyl groups. This protocol describes a practical and facile method for the net hydrosulfamoylation of electron-deficient alkenes using sulfamoyl chlorides as radical precursors under blue-light activation. This practical and cost-effective methodology is performed in the presence of the metal-free photocatalyst Eosin Y and uses light as a clean and traceless energy source. The procedure is scalable, displays a broad functional group tolerance, and can be applied for late-stage functionalization. All reagents used in this protocol are commercially available. Simple reaction set-up, the absence of work-up and easy purification, demonstrate the convenience of this protocol. The reaction is best applied to electron-deficient alkenes.

Presented here is a protocol for the easy synthesis of aliphatic sulfonamides using sulfamoyl chlorides, (TMS)3SiH and Eosin Y under blue-light irradiation.

Sulfonamides are prevalent motifs in marketed drugs and natural products. Their synthesis represents a great interest to the pharmaceutical industry, due ...

脂质双细胞中 ABC 转运蛋白膜蛋白的结晶

ABCG5/G8 Crystallization in a Lipidic Bicelle Environment for X-Ray Crystallography

ATP-binding cassette (ABC) transporters constitute lipid-embedded membrane proteins. Extracting these membrane proteins from the lipid bilayer to an aqueous environment is typically achieved by employing detergents. These detergents disintegrate the lipid bilayer and solubilize the proteins. The intrinsic habitat of membrane proteins within the lipid bilayer poses a challenge in maintaining their stability and uniformity in solution for structural characterization. Bicelles, which comprise a blend of long and short-chain phospholipids and detergents, replicate the natural lipid structure. The utilization of lipid bicelles and detergents serves as a suitable model system for obtaining high-quality diffraction crystals, specifically to determine the high-resolution structure of membrane proteins. Through these synthetic microenvironments, membrane proteins preserve their native conformation and functionality, facilitating the formation of three-dimensional crystals. In this approach, the detergent-solubilized heterodimeric ABCG5/G8 was reintegrated into DMPC/CHAPSO bicelles, supplemented with cholesterol. This setup was employed in the vapor diffusion experimental procedure for protein crystallization.

作者聚焦：用于 ABC 转运蛋白转运蛋白的 Bicelle 结晶设置以推进药物开发 

This protocol describes a setup for the crystallization of the sterol transporter ABCG5/G8. ABCG5/G8 is reconstituted into bicelles for hanging-drop crystallization. The protocol does not require specialized materials or substrates, making it accessible and easy to adapt in any laboratory for determining the protein structure through X-ray crystallography.

用于 X 射线晶体学的脂质双铈环境中的 ABCG5/G8 结晶

ATP-binding cassette (ABC) transporters constitute lipid-embedded membrane proteins. Extracting these membrane proteins from the lipid bilayer to an ...

分离硫酸选择性结晶用双 - iminoguanidinium配体

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此视频中的章节

合成和Iodoaziridines纯化涉及定量选择最优固定相的色谱

一个直接的，早期胍基协议的复杂含氨基胍，天然产物合成

化学感受器配体结合域的高效复用与纯化方法

的合成[锡

双功能电抗滤波器，可同时进行 Sb（III）氧化和固存

半导体回转金属硫框架结晶的硫醇构建块的合成

用亚硫酸氢萃取协议分离混合物中的醛和反应性酮

Easy Access to Aliphatic Sulfonamides using Sulfamoyl Chlorides Under Visible Light Activation

用于 X 射线晶体学的脂质双铈环境中的 ABCG5/G8 结晶

用于 X 射线晶体学的脂质双铈环境中的 ABCG5/G8 结晶