フルオレスカミン

Fluorescamine

HCID 37927CAS 38183-12-9

基本情報

標準SMILES
O=C1OC2(OC=C(c3ccccc3)C2=O)c2ccccc21
InChIKey
ZFKJVJIDPQDDFY-UHFFFAOYSA-N
分子式
C17H10O4
平均分子量
278.26 g/mol
単同位体質量
278.0579088

概要

A nonfluorescent reagent for the detection of primary amines, peptides and proteins. The reaction products are highly fluorescent.

名称と識別子

優先名称
Fluorescamine
IUPAC
4'-phenylspiro[2-benzofuran-3,2'-furan]-1,3'-dione
現地名
フルオレスカミン
英語名
Fluorescamine
分子式
C17H10O4
分子量
278.26

名称と別名

Fluorescamine38183-12-9FluramSpiro[furan-2(3H),1'(3'H)-isobenzofuran]-3,3'-dione, 4-phenyl-Y6859V58YWDTXSID50872017Spiro(furan-2(3H),1'(3'H)-isobenzofuran)-3,3'-dione, 4-phenyl-RO-20-7234RefChem:388984DTXCID30819622253-814-54'-phenylspiro[2-benzofuran-3,2'-furan]-1,3'-dione
名称をさらに表示
フルオレスカミン4-フェニルスピロ[フラン-2(3H),1'(3'H)-イソベンゾフラン]-3,3'-ジオン4-フェニルスピロ[フラン-2(3H),1'-フタラン]-3,3'-ジオンフルオレサミン4′-フェニルスピロ[イソベンゾフラン-1,2′(3′H)-フラン]-3,3′-ジオン4-フェニルスピロ[フラン-2(3H),1′(3′H)-イソベンゾフラン]-3,3′-ジオン4'-フェニル-3H,3'H-スピロ[2-ベンゾフラン-1,2'-フラン]-3,3'-ジオンFluaramFLURAM(R)FluorescaminFluorescamineA.R.Fluorescamine, pureFLURAMANALYTICAL GRADEFluorescamine Labeling
4-Phenylspiro[furan-2(3H),1-phthalan]-3,3'-dioneMFCD00005928EINECS 253-814-5FLUORESCAMINE [MI]4-phenyl-3H,3'H-spiro[furan-2,1'-isobenzofuran]-3,3'-dioneRo 20-7234CS-3522AS-14756

データベース識別子

CAS
38183-12-9
PubChem CID
37927
DTXSID
DTXSID50872017
UNII
Y6859V58YW
EC Number
253-814-5
Nikkaji
J22.287I

物性

構造計算による物性

XLogP
2.9
極性表面積
52.6 Ų
水素結合供与体数
0
水素結合受容体数
4
回転可能結合数
1
重原子数
21

実験および物理化学的性質

Chemical ClassesDyes -> Indicator Dyes
Physical DescriptionOff-white odorless powder; [Alfa Aesar MSDS]

物理化学的性質

融点
153 · 153-157 °C (lit.)
沸点
381.08 °C · 381.08°C (rough estimate)
比重(密度)
1.2661 · 1.2661 (rough estimate)
屈折率
1.5447 · 1.5447 (estimate)
闪点
-17 °C · -17 °C
貯蔵温度
room temp

化学的性質

化学的特性white powder

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P261, P264+P265, P271, P280, P304+P340, P305+P351+P338, P319, P337+P317, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

危険有害性情報

Regulatory InformationSpiro[furan-2(3H),1'(3'H)-isobenzofuran]-3,3'-dione, 4-phenyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMay cause irritation; [Alfa Aesar MSDS]

安全データ

F
10-21
wgk
3
ridadr
UN 1090 3/PG 2
hs_code
29322090
risk_code
11-36/38-66-67-36-36/37/38
hazard_code
F,Xi

化学と産業

薬理情報

MeSH Pharmacological Classification · 1 件

Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)

用途と製造

UsesUsed as an analytical reagent; [Merck Index]
応用分野 · 3 件

解説4-phenylspiro[furan-2(3H),1′(3′H)-isobenzofuran]-3,3′-dione.C17H10O4(278.27).O-(α-ヒドロキシシンナモイル)安息香酸のジメチルアミノメチレン化,ついで酸性条件下,脱ジメチルアミノ基を伴う分子内環化で合成される.微黄色の結晶.融点154~155 ℃.フルオレスカミンは,アセトン,ジオキサンなど有機溶媒に可溶,水に難溶.pH 7~9の水溶液中で第一級アミンと反応して緑色の強い蛍光(475 nm)を発する.第一級アミン,アミノ酸,ペプチド,タンパク質の超微量蛍光分析に用いられ,その際,アンモニアの影響を受けない.また,蛍光ラベル化試薬として用いる.森北出版「化学辞典(第2版)

用途アミノ酸、ペプチド、第一級アミンの蛍光定量用。

使用Fluorescamine is a non-fluorescent reagent that reacts readily under mild conditions with primary amines in amino acids and peptides to form stable, highly fluorescent compounds. Reaction takes place under mild conditions. Low background due to hydrolysis.

調製方法 · 1 件

純化方法Fluram is a non-fluorescent reagent that reacts with primary amines to form highly fluorescent compounds. Purify it by dissolving (~1g) in Et2O/*C6H6 (1:1, 180 mL), washing with 1% aqueous NaHCO3 (50mL), drying (Na2SO4), and evaporating in a vacuum. Dissolve the residue in warm CH2Cl2 (5mL), dilute with Et2O (12mL) and refrigerate. Collect the solid and dry it in a vacuum. IR (CHCl3): 1810, 1745, 1722, 1625 and 1600 cm-1, and 1HNMR (CDCl3): 8.71 (s, -OHC=). [Weigele et max al. J Am Chem Soc 94 5927 1972, Weigele et al. J Org Chem 41 388 1976, Lai Methods Enzymol 47 236 1977.] Forskolin (Colforsin, Coleonol, 5-[acetyloxy]-3-ethenyldodecahydro-6,10,10b-trihydroxy-3,4a,7,7, 10a-penta-methyl-[3R -{3

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関連反応

3 件

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