N,N-ビス(2-ヒドロキシエチル)-2-アミノエタンスルホン酸
N,N-ビス(2-ヒドロキシエチル)-2-アミノエタンスルホン酸 · BES【緩衝剤】 · 2-[ビス(2-ヒドロキシエチル)アミノ]-1-エタンスルホン酸 · 2-[ビス(2-ヒドロキシエチル)アミノ]エタンスルホン酸 · N,N-ビス(2-ヒドロキシエチル)タウリン · N,N‐ビス(2‐ヒドロキシエチル)‐2‐アミノエタンスルホン酸 · ベス · 2-[N,N-ビス(2-ヒドロキシエチル)アミノ]エタンスルホン酸
識別子と物理属性
| CAS No. | 10191-18-1 |
|---|---|
| 分子式 | C6H15NO5S |
| 平均分子量 | 213.25 g/mol |
| 単同位体質量 | 213.06709358 g/mol |
| SMILES | O=S(=O)(O)CCN(CCO)CCO |
| InChIKey | AJTVSSFTXWNIRG-UHFFFAOYSA-N |
| PubChem CID | 73243 |
| ChEBI | CHEBI:39041 |
| EC No. | 233-465-5 |
| DTXSID | DTXSID8064985 |
| 現地名 | N,N-ビス(2-ヒドロキシエチル)-2-アミノエタンスルホン酸 |
化学・物理的性質
| XLogP | -4.5 |
|---|---|
| 極性表面積 | 106 |
| 水素結合供与体数 | 3 |
| 水素結合受容体数 | 6 |
| 回転可能結合数 | 7 |
| 重原子数 | 13 |
| 形式電荷 | 0 |
| 複雑度 | 204 |
| 物質分類 | Other Uses -> Biological Buffers |
| Physical Description | White powder[Alfa Aesar MSDS] |
| 融点 | 150-155 °C |
| 密度 | 1.210 (estimate) |
| 蒸気圧 | 0.001Pa at 25℃ |
| 屈折率 | 1.5500 (estimate) |
| 貯蔵条件 | room temp |
| 溶解度 | H2O: 1M at20℃、透明、無色溶ける |
| 外観・状態 | 粉 |
| 色 | 白い |
| pH | 2.5-5.0 (25℃, 1M in H2O) |
| pKa（酸解離定数） | 7.1(at 25℃) 7.15(at 20℃) |
| BRN | 1781572 |
| InChI | 1S/C6H15NO5S/c8-4-1-7(2-5-9)3-6-13(10,11)12/h8-9H,1-6H2,(H,10,11,12) |
| InChIKey | AJTVSSFTXWNIRG-UHFFFAOYSA-N |
| SMILES | OCCN(CCO)CCS(O)(=O)=O |
| LogP（分配係数） | -3.59 at 26℃ |
| CAS データベース | 10191-18-1(CAS DataBase Reference) |
| NISTの化学物質情報 | N,n-bis(2-hydroxyethyl)-2-aminoethanesulfonic acid(10191-18-1) |
| EPAの化学物質情報 | Ethanesulfonic acid, 2-[bis(2-hydroxyethyl)amino]- (10191-18-1) |
| Absorption | ≤0.080 at 280 in H2O at 1M≤0.095 at 260 in H2O at 1M |
化学的特性
White/clear cryst. powder
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 25.8% (25 of 97) of reports.WarningH315 (74.2%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 97 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: Ethanesulfonic acid, 2-[bis(2-hydroxyethyl)amino]-Status: Active Update: 23-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22944Ethanesulfonic acid, 2-bis(2-hydroxyethyl)amino-: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | A skin and strong eye irritant[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Skin Irrit. 2 (74.2%) |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | KI7363500 |
| 税関コード | 29221980 |
| 危険文句（R） | 36/37/38 |
| 化審法 | (2)-3343 |
| 危険表示 | Xi |
| 安全措置（S） | 26 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
説明
BES is a zwitterionic buffer that is used in biochemistry and molecular biology research. It is one of the "Good" buffers developed in the 1960's to provide buffers in the pH range of 6.15 - 8.35 for wide applicability to biochemical studies. The pioneering publication by Good and co-workers describes the synthesis of BES and its physical properties.A protocol has been reported for the use of BES buffered saline in the calcium phosphate mediated transfection of eukaryotic cells with plasmid DNA. An investigation has been published on the interaction of BES and other amine buffers with DNA and the measurement of these complexes by free solution capillary electrophoresis.The effect of BES and other zwitterionic buffers on the bicinchoninic acid (BCA) measurement of microgram quantities of protein has been studied. BES was found to diminish color development of the proteinBCA complex by 30-35% at 50 mM, and by <10% at 5 mM, measuring in the 1-10 mg range of BSA against protein-BCA complexes formed in water. This color loss may result from binding of Cu2+ to BES.
使用
BES buffer is suitable for use in systems where a calcium phosphate-DNA complex formation is desirable (Absorbance: <0.05 at 260 nm, 100 mM). Chen and Okayama describe an improved transfection system for the stable transformation of cells with plasmid DNA using BES buffer. The slow formation appears to be the most critical factor contributing to the high efficiency of stable transformations. Has a pKa of 7.12 at 20°C. Absorbance (100 mM, 260 nm):≤0.05.BES buffer is suitable for use in systems where a calcium phosphate-DNA complex formation is desirable. Chen and Okayama described an improved transfection system for the stable transformation of cells with plasmid DNA using BES buffer. The gradual formation of the calcium phosphate-DNA complex and its slow precipitation onto cells appears to be the most critical factor contributing to the high efficiency of stable transformations.
一般的な説明
BES (N,N-bis(2-hydroxyethyl)-2-aminoethanesulfonic acid) is a useful secondary standard biochemical buffer. Useful pH range for BES is 6.4 to 7.8. It is useful for diagnostic assay manufacturing industry. BES, a sulfonic acid-containing cross-linking agent, induces cross-linking between sulfonated polyimide chains in sulfonated polyimide membranes.
製法・合成法
製造方法
First, sodium vinyl sulfonate and diethanolamine synthesize N,N-Bis(2-hydroxyethyl)-2-aminoethanesulfonic acid sodium by addition reaction. Through the strong acid ion exchange resin sodium ions, the eluent concentrated after adding methanol crystallization. Finally, BES is obtained after precipitation.
純化方法
Crystallise BES from aqueous EtOH. [Beilstein 4 IV 3290.]