N-[(9H-フルオレン-9-イルメトキシ)カルボニル]-L-プロリン

Fmoc-Pro-OH

HCID 688135

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

Fmoc-Pro-OH71989-31-6RefChem:345612Fmoc-L-proline(S)-1-(((9H-FLUOREN-9-YL)METHOXY)CARBONYL)PYRROLIDINE-2-CARBOXYLIC ACIDN-FMOC-L-PROLINEN-(9-Fluorenylmethoxycarbonyl)-L-prolineFmoc-L-Pro-OHMFCD00037122(2S)-1-{[(9H-fluoren-9-yl)methoxy]carbonyl}pyrrolidine-2-carboxylic acidN-9-FLUORENYLMETHYLOXYCARBONYL-L-PROLINE(2S)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidine-2-carboxylic acid
名称をさらに表示
N-[(9H-フルオレン-9-イルメトキシ)カルボニル]-L-プロリン1-[(9H-フルオレン-9-イルメトキシ)カルボニル]-L-プロリン1-(9H-フルオレン-9-イルメトキシカルボニル)プロリンN-[(9-フルオレニル)メトキシカルボニル]-L-プロリンN-(9H-フルオレン-9-イルメトキシカルボニル)-L-プロリン1-(9H-フルオレン-9-イルメトキシカルボニル)-L-プロリン1-[(9H-フルオレン-9-イル)メトキシカルボニル]-L-プロリン(2S)-1,2-ピロリジンジカルボン酸1-(9H-フルオレン-9-イルメチル)Fmoc-プロリンFmocプロリンFMOC-L-プロリンFMOC‐PRO‐OHFMOC-PROFMOC-L-PROFMOC-L-FMOC-PROLINEFMOC-PRO-OH H2OFMOC-L-PRO-OH H2O
L-Proline-N-Fmoc1,2-Pyrrolidinedicarboxylic acid, 1-(9H-fluoren-9-ylmethyl) ester, (2S)-AKOS012535968(S)-N-(9-Fluorenylmethoxycarbonyl)prolineEN300-81243M03372(((9H-Fluoren-9-yl)methoxy)carbonyl)-L-prolineZ1123720062

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

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.

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 · 5 件

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

Hazard Classes and CategoriesAcute Tox. 4 (20%)

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 · 3 件

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 · 1 件

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).

サプライヤー100 社

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南京一化生物科技有限公司13429882898; 13429882898
武汉远大弘元股份有限公司15377006636 · [email protected]

関連反応

15 件

化合物ノート

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