基本情報
- CAS
71989-31-6- 標準SMILES
O=C(O)[C@@H]1CCCN1C(=O)OCC1c2ccccc2-c2ccccc21- InChIKey
ZPGDWQNBZYOZTI-SFHVURJKSA-N- 分子式
- C20H19NO4
- 平均分子量
- 337.4 g/mol
- 単同位体質量
- 337.13140809
名称と識別子
- 優先名称
- Fmoc-Pro-OH
- IUPAC
- (2S)-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid
- 現地名
- N-[(9H-フルオレン-9-イルメトキシ)カルボニル]-L-プロリン
- 英語名
- Fmoc-Pro-OH
- 分子式
- C20H19NO4
- 分子量
- 337.37
名称と別名
名称をさらに表示
データベース識別子
- CAS
71989-31-6- PubChem CID
- 688135
- DTXSID
DTXSID401318313- ChEMBL
CHEMBL4637507- UNII
- 3HXX85PZ7M
- EC Number
- 276-259-0
- Nikkaji
- J256.552H
物性
構造計算による物性
- XLogP
- 3.4
- 極性表面積
- 66.8 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 4
- 回転可能結合数
- 4
- 重原子数
- 25
- 形式電荷
- 0
- 複雑度
- 500
物理化学的性質
- 融点
- 117 · 117-118 °C(lit.)
- 比旋光度
- -32 · -32 º (c=1,DMF)
- 沸点
- 473.68 °C · 473.68°C (rough estimate)
- 比重(密度)
- 1.2486 · 1.2486 (rough estimate)
- 屈折率
- -32.5 ° · -32.5 ° (C=1, DMF)
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- メタノールに可溶。 (ほぼ透明です。)
- 外見
- 個体
- 酸解離定数(Pka)
- 3.95 · 3.95±0.20(Predicted)
- 色
- ホワイトからオフホワイト
- Specific Activity
- 50 · 50-60 mCi/mmol
- BRN
- 3596735 · 3596735
- 主な用途
- ペプチド合成
- InChI
- 1S/C20H19NO4/c22-19(23)18-10-5-11-21(18)20(24)25-12-17-15-8-3-1-6-13(15)14-7-2-4-9-16(14)17/h1-4,6-9,17-18H,5,10-12H2,(H,22,23)/t18-/m0/s1
- InChIKey
- ZPGDWQNBZYOZTI-SFHVURJKSA-N
- SMILES
- OC(=O)[C@@H]1CCCN1C(=O)OCC2c3ccccc3-c4ccccc24
- CAS データベース
- 71989 · 71989-31-6(CAS DataBase Reference)
化学的性質
化学的特性white to light yellow crystal powder.
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 50% (5 of 10) of reports.
Warning
H302 (20%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 10 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
安全データ
- wgk
- 3
- hs_code
- 2933 99 80
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36-24/25
- ストレージクラス
- 11 - Combustible Solids
化学と産業
応用分野
説明Fmoc-Pro-OH is easily dissolved in DMF or NMP. Proline fails to produce a blue-to purple color in the Kaiser test. The Isatin test may be used to test the completion of couplings to proline residues.
使用L-Proline-N-Fmoc is N-Fmoc protected L-Proline (P755995) which is an amino acid and precursor (with vitamin C) for collagen, the building block of the structure of tendons, ligaments, arteries, veins and muscles. It is important in wound healing.
一般的な説明Fmoc-Pro-OH has been instrumental in synthesizing peptides and proteins and in the development of new agents. Additionally, Fmoc-P-OH has been extensively employed in both in vivo and in vitro studies, with a focus on enzyme function, protein structure, and drug design investigations.
調製方法
製造方法To a solution of (S)-pyrrolidine-2-carboxylic acid (1 g, 8.7 mmol) in 1,4-dioxane (4 mL) and water (15 mL), K2CO3 (3.24 g, 23 mmol) was added, followed by the addition of 9-fluorenylmethyl chloroformate (2.3 g, 8.3 mmol). The resulting mixture was stirred overnight at room temperature and then treated with water (10 mL). The resulting mixture was extracted with diethyl ether (2 x 20 mL), and the aqueous phase was made acidic with 1M HCl to a pH of 2-3, followed by extraction with dichloromethane (3 x 50 mL). The combined organic layers were dried using anhydrous sodium sulfate and concentrated to yield Fmoc-Pro-OH as a white solid in a 95% yield (2.8 g).
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