1-アミノシクロペンタンカルボン酸
1-アミノシクロペンタンカルボン酸 · 1-アミノ-1-シクロペンタンカルボン酸 · 1-アミノシクロペンタン-1-カルボン酸 · 1-アミノ-シクロペンタン-1-カルボン酸 · シクロロイシン · 1‐アミノ‐1‐シクロペンタンカルボン酸 · 1-AMINOCYCLOPENTANE-1-CARBOXYLIC ACID · 1-AMINO-1-CYCLOPENTANECARBOXYLIC ACID
識別子と物理属性
| CAS No. | 52-52-8 |
|---|---|
| 分子式 | C6H11NO2 |
| 平均分子量 | 129.16 g/mol |
| 単同位体質量 | 129.07897859 g/mol |
| SMILES | NC1(C(=O)O)CCCC1 |
| InChIKey | NILQLFBWTXNUOE-UHFFFAOYSA-N |
| PubChem CID | 2901 |
| ChEMBL | CHEMBL295830 |
| ChEBI | CHEBI:40547 |
| EC No. | 200-144-6 |
| DTXSID | DTXSID5024475 |
| 現地名 | 1-アミノシクロペンタンカルボン酸 |
化学・物理的性質
| XLogP | -2.6 |
|---|---|
| 極性表面積 | 63.3 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 1 |
| 重原子数 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 127 |
| 物質分類 | Nitrogen Compounds -> Amino Carboxylic Acids |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| Color/Form | CRYSTALS FROM ETHANOL & WATER |
| 溶解度 | SOL IN WATER APPROX 5 G/100 MLDMSO: < 1 mg/mL (ultrasonic) (insoluble or slightly soluble)5g/100mL |
| 融点 | 330 °C, DECOMP320 °C (dec.) (lit.) |
| Physical Description | Solid[Merck Index] Crystalline powder[Alfa Aesar MSDS] |
| Stability/Shelf Life | FORMS STABLE METAL SALTS |
| Dissociation Constants | 2.62 |
| Collision Cross Section | 126.23 Ų [M+Na]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| Other Experimental Properties | MP 274 °C, DECOMPPRISMIC CRYSTALS FROM WATER /HYDROCHLORIDE/ |
| 沸点 | 239.22°C (rough estimate) |
| 密度 | 1.1426 (rough estimate) |
| 屈折率 | 1.4827 (estimate) |
| 貯蔵条件 | Keep in dark place,Inert atmosphere,Room temperature |
| pKa（酸解離定数） | 2.38±0.20(Predicted) |
| 外観・状態 | 結晶フレークまたは粉末 |
| 色 | 白からベージュ |
| Merck | 14,2734 |
| BRN | 636626 |
| 主な用途 | ペプチド合成 |
| InChI | 1S/C6H11NO2/c7-6(5(8)9)3-1-2-4-6/h1-4,7H2,(H,8,9) |
| InChIKey | NILQLFBWTXNUOE-UHFFFAOYSA-N |
| SMILES | NC1(CCCC1)C(O)=O |
| CAS データベース | 52-52-8(CAS DataBase Reference) |
| NISTの化学物質情報 | Cyclopentanecarboxylic acid, 1-amino-(52-52-8) |
| EPAの化学物質情報 | Cyclopentanecarboxylic acid, 1-amino- (52-52-8) |
化学的特性
WHITE TO BEIGE CRYSTALLINE FLAKES OR POWDER
安全性と法規制
| GHS 分類 | DangerH301 (94.2%): Toxic if swallowed [Danger Acute toxicity, oral]P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 52 reports by companies from 5 notifications to the ECHA C&L Inventory. |
|---|---|
| 有害性の概要 | Possesses cytostatic, immunosuppressive, and antineoplastic properties[ChemIDplus] Evidence of neurotoxicity in experimental animals[HSDB] Causes urine changes in 3-day intermittent intraperitoneal studies of ratsCauses muscle weakness and hemorrhage in 15-day intermittent intravenous studies of dogsOral administration in humans causes anorexia and nausea or vomiting[RTECS] An irritantHarmful by ingestion[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Acute Tox. 3 (94.2%) |
| 有害作用 | Neurotoxin - Other CNS neurotoxin |
| Non-Human Toxicity Excerpts | WHEN ADDED TO CHICK EMBRYO FIBROBLAST CULTURES WHICH HAD BEEN INFECTED WITH AVIAN SARCOMA VIRUS, CYCLOLEUCINE DID NOT SIGNIFICANTLY AFFECT VIRUS YIELDS BUT INHIBITED METHYLATION OF VIRAL RNA AT 5'-TERMINAL STRUCTURES.IN BHK CELLS INFECTED WITH VESICULAR STOMATITIS VIRUS (VSV), CYCLOLEUCINE INHIBITED VIRUS SYNTHESIS BY 99% & REDUCED SIGNIFICANTLY THE SIZE OF VSV MESSENGER RNA SPECIES.TREATMENT OF DEVELOPING RATS RESULTED IN CHANGES OF BRAIN & SPINAL CORD PHOSPHOLIPID CONTENT & FATTY ACIDS. DECR IN ETHANOLAMINE PHOSPHOLIPID CONTENT & INCR IN SATURATED FATTY ACIDS OF ETHANOLAMINE PHOSPHOLIPID. MINOR FATTY ACIDS CHANGES IN PHOSPHATIDYL CHOLINE.CONSIDERABLE MYELIN SPLITTING WAS SHOWN BY ELECTRON MICROSCOPIC EXAMINATION OF THE SPINAL CORDS OF CYCLOLEUCINE-AFFECTED RATS.For more Non-Human Toxicity Excerpts (Complete) data for CYCLOLEUCINE (10 total), please visit the HSDB record page. |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | GY2625000 |
| 輸送番号（UN） | UN 2811 6.1/PG 3 |
用途
使用
Cycloleucine is a synthetic amino acid used in numerous biochemical transport studies
一般的な説明
Cycloleucine is a nonmetabolizable amino acid widely used as a building block in peptide synthesis.
製法・合成法
純化方法
Any Cl -or other anions are removed by stirring with a strong cation exchange resin (Amberlite IR-120), filtering, and washing with distilled H2O until the filtrate is free from the anion. The resin is then stirred overnight with 6N NH4OH, filtered, the filtrate is decolourised (charcoal) and evaporated to dryness in a vacuum. The residue is recrystallised from H2O/EtOH. Also crystallise it from aqueous EtOH. The hydrochloride has m 222-224o(dec). [Neelakantan & Hartung J Org Chem 23 967 1958, Connors & Ross J Chem Soc 2119 1960. O’Donnell et al. Synthesis 127 1984, Beilstein 14 IV 974.]