フルオレセインイソチオシアナート (I型)
Fluorescein 5-isothiocyanate
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基本情報
- CAS
3326-32-7- 標準SMILES
O=C1OC2(c3ccc(O)cc3Oc3cc(O)ccc32)c2ccc(N=C=S)cc21- InChIKey
MHMNJMPURVTYEJ-UHFFFAOYSA-N- 分子式
- C21H11NO5S
- 平均分子量
- 389.4 g/mol
- 単同位体質量
- 389.03579362
概要
Fluorescein 5-isothiocyanate is the 5-isomer of fluorescein isothiocyanate. Acts as a fluorescent probe capable of being conjugated to tissue and proteins; used as a label in fluorescent antibody staining procedures as well as protein- and amino acid-binding techniques.
名称と識別子
- 優先名称
- Fluorescein 5-isothiocyanate
- IUPAC
- 3',6'-dihydroxy-6-isothiocyanatospiro[2-benzofuran-3,9'-xanthene]-1-one
- 現地名
- フルオレセインイソチオシアナート (I型)
- 英語名
- Fluorescein 5-isothiocyanate
- 分子式
- C21H11NO5S
- 分子量
- 389.38
名称と別名
3326-32-75-FITCFLUORESCEIN-5-ISOTHIOCYANATEfluorescein 5-isothiocyanate5-isothiocyanatofluoresceinSpiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato-CHEBI:37918DTXSID80892440I223NX31W9Fluorescein 5 isothiocyanate HydrochlorideHydrochloride, Fluorescein-5-isothiocyanateSpiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 3',6'-dihydroxy-5-isothiocyanato-
名称をさらに表示
フルオレセインイソチオシアナート (I型)3,6-ジヒドロキシ-5'-イソチオシアナトスピロ[9H-キサンテン-9,1'(3'H)-イソベンゾフラン]-3'-オンフルオレセインイソチオシアナート5-イソチオシアナトフルオレセインフルオレッセインイソチオシアナート3,6-ジヒドロキシ-3'-オキソスピロ[9H-キサンテン-9,1'(3'H)-イソベンゾフラン]-5'-イルイソチオシアナート5-(イソチオシアナト)-3',6'-ジヒドロキシスピロ[イソベンゾフラン-1(3H),9'-[9H]キサンテン]-3-オンフルオレセイン5'-イソチオシアナート3',6'-ジヒドロキシ-5-イソチオシアナトスピロ[イソベンゾフラン-1(3H),9'-[9H]キサンテン]-3-オン5-イソチオシアン酸フルオレセインイソチオシアン酸5-フルオレセイン,アイソマーIフルオレセイン5-イソチオシアナート (アイソマーI)5-イソチオシアナトフルオレセイン (アイソマーI)
物性
構造計算による物性補完中
- XLogP
- 4.8
- 極性表面積
- 120 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 7
- 回転可能結合数
- 1
- 重原子数
- 28
- 形式電荷
- 0
- 複雑度
- 668
実験および物理化学的性質
Chemical ClassesDyes -> Indicator Dyes
Physical DescriptionOrange solid; [Merck Index] Orange powder; [Alfa Aesar MSDS]
物理化学的性質
- 融点
- 360 °C · >360 °C(lit.)
- 沸点
- 708.6 · 708.6±60.0 °C(Predicted)
- 比重(密度)
- 1.3423 · 1.3423 (rough estimate)
- 屈折率
- 1.506 · 1.5060 (estimate)
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- DMSO、エタノール、メタノール、DMF、アセトンに微溶
- 外見
- 粉
- 酸解離定数(Pka)
- 2.2 · 2.2, 4.4, 6.7(at 25℃)
- 色
- 白い
- 水溶解度
- 実質的に不溶
- BRN
- 1407295 · 1407295
- 安定性
- 安定していますが、湿気に弱いです。強酸化剤、強塩基、アミン、酸とは相容れない。
- 主な用途
- 磁性ナノワイヤー、免疫測定法、タンパク質分析、染色体同定、サルモネラ菌モソーム、癌の診断、腎臓病、病原体の検出、遺伝子、サルモネラ菌細胞、トキソプラズマ症、酵素による核酸切断、大腸癌の表面分子、癌治療、慢性リンパ性白血病
- InChI
- 1S/C21H11NO5S/c23-12-2-5-16-18(8-12)26-19-9-13(24)3-6-17(19)21(16)15-4-1-11(22-10-28)7-14(15)20(25)27-21/h1-9,23-24H
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Danger
H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 169 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Chemical: Spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato-
Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryCauses cutaneous sensitization (experimental) and effects on inflammation in 3-day intermittent dermal studies of mice; [RTECS] May cause irritation; May cause skin and respiratory sensitization; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Sens. 1 (100%)
毒性情報
Treatment
EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration.
化学と産業
薬理情報
Metabolism/Metabolites
Cyanide is rapidly alsorbed through oral, inhalation, and dermal routes and distributed throughout the body. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. Cyanide metabolites are excreted in the urine. (L96)
MeSH Pharmacological Classification
Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags.
用途と製造
Uses
Used as a fluorescent indicator to probe biological systems and monitor sewage; [Merck Index]
Fluorescein isothiocyanate is used in flow cytometry. (L552)
General Manufacturing InformationSpiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato-: ACTIVE
応用分野
説明Fluorescein 5-isothiocyanate (5-FITC) is an isomer of fluorescein isothiocyanate (FITC), which is commonly used as a mixture of the 5- and 6-isothiocyanate isomers. It reacts with amine and thiol groups to form conjugates with proteins, lipids, and other molecules for detection by a variety of fluorescent-based applications. 5-FITC displays excitation/emission maxima of 494/519 nm, respectively.
一般的な説明Fluorescein isothiocyanate (FITC) is yellow-orange in color with an absorption maximum at 495nm. Upon excitation, it emits a yellow-green color with an emission maximum at 525nm.It is widely used to attach a fluorescent label to proteins via the amine group. The isothiocyanate group reacts with amino terminal and primary amines in proteins. It has been used for the labeling of proteins including antibodies and lectins.Fluorescein isothiocyanate isomer I has been proposed as a contact sensitizer.
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