(2S,2'S)-2,2'-ジアミノ-(4,4'-ジチオビス酪酸)
4,4'-ジチオビス[(S)-2-アミノブタン酸] · 3,3'-(ジチオビスメチレン)ビスアラニン · L-ホモシスチン · 4,4'-ジチオビス[(2S)-2-アミノ酪酸] · 4,4'-ジチオビス[(S)-2-アミノ酪酸] · (2S,2'S)-2,2'-ジアミノ-(4,4'-ジチオビス酪酸) · 4,4'-ジチオビス[(2S)-2-アミノブタン酸] · 3,3′-(ジチオビスメチレン)ビス-L-アラニン
識別子と物理属性
| CAS No. | 626-72-2 |
|---|---|
| 分子式 | C8H16N2O4S2 |
| 平均分子量 | 268.4 g/mol |
| 単同位体質量 | 268.05514934 g/mol |
| SMILES | N[C@@H](CCSSCC[C@H](N)C(=O)O)C(=O)O |
| InChIKey | ZTVZLYBCZNMWCF-WDSKDSINSA-N |
| PubChem CID | 439579 |
| ChEBI | CHEBI:141698 |
| EC No. | 210-962-5 |
| DTXSID | DTXSID101014691 |
| 現地名 | (2S,2'S)-2,2'-ジアミノ-(4,4'-ジチオビス酪酸) |
化学・物理的性質
| XLogP | -5.6 |
|---|---|
| 極性表面積 | 177 |
| 水素結合供与体数 | 4 |
| 水素結合受容体数 | 8 |
| 回転可能結合数 | 9 |
| 重原子数 | 16 |
| 形式電荷 | 0 |
| 複雑度 | 216 |
| 融点 | 281-284 °C (dec.)(lit.) |
| 比旋光度 | 77 º (c=1% in 1N HCl) |
| 沸点 | 507.6±50.0 °C(Predicted) |
| 密度 | 1.443±0.06 g/cm3(Predicted) |
| 貯蔵条件 | Keep in dark place,Inert atmosphere,Room temperature |
| 溶解度 | H2O : 5 mg/mL (18.63 mMultrasonic and adjust pH to 3 with H2O)DMSO : 1 mg/mL (3.73 mMultrasonic and adjust pH to 5 with HCl) |
| 外観・状態 | Powder |
| pKa（酸解離定数） | 1.90±0.10(Predicted) |
| 色 | Off-white to light yellow |
| BRN | 1728583 |
| 主な用途 | 細胞分析ペプチド合成 |
| InChI | InChI=1S/C8H16N2O4S2/c9-5(7(11)12)1-3-15-16-4-2-6(10)8(13)14/h5-6H,1-4,9-10H2,(H,11,12)(H,13,14)/t5-,6-/m0/s1 |
| InChIKey | ZTVZLYBCZNMWCF-WDSKDSINSA-N |
| SMILES | S(CC[C@H](N)C(O)=O)SCC[C@H](N)C(O)=O |
| CAS データベース | 626-72-2(CAS DataBase Reference) |
| EPAの化学物質情報 | L-Homocystine (626-72-2) |
化学的特性
L-homocysteine is an aliphatic amino acid with the molecular formula (C8H16N2O4S2). It is a white powder with an acidic taste and is easily soluble in water. It has limited solubility in ethanol. L-homocysteine has a sulfhydryl group on its side chain, which allows it to form disulfide bonds with other L-homocysteine residues in proteins. This feature contributes to the stable three-dimensional structure of proteins. As a result, L-homocysteine finds extensive applications in industries such as pharmaceuticals, food, feed, and cosmetics.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 100% (3 of 3) of all reports.Not ClassifiedAggregated GHS information provided per 3 reports by companies from 1 notifications to the ECHA C&L Inventory. |
|---|---|
| Hazard Classes and Categories | Not Classified |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| 税関コード | 29309090 |
| 安全措置（S） | 22-24/25 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
使用
Increased levels lead to hyperhomocysteinemia; a cardiovascular risk factor in prediction of coronary heart disease as well as being associated with congenital birth defects, pregnancy complications and cancer.
製法・合成法
純化方法
The acid (3g) is dissolved in freshly boiled H2O (30mL) under N2, cooled under N2 (all operations should be under N2), absolute EtOH (100mL) is added, the acid is filtered off, and a second crop is obtained by diluting the filtrate to 500mL with absolute EtOH, kept overnight in a refrigerator, filtered, washed with EtOH and dried in a vacuum. The D(R,R)-form has similar properties but is –ve in M HCl and +ve in H2O. [du Vigneaud & Patterson J Biol Chem 109 101 1935, du Vigneaud & Brown Biochemical Preparations 5 93, 95 1975, Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2667-2670 1961, Beilstein 4 III 1643, 4 IV 3199, Koegel et al. J Am Chem Soc 77 5708 1955.]