5'-荧光素亚磷酰胺

CAS: 204697-37-0 货号: F273106 分子式: C46H58N3O10P 分子量: 843.94 EC号: 686-238-1
有货
储存条件
室温
★
规格
库存
价格
数量
100mg
F273106-100mg
期货 Stock Image
¥3,862.90
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为什么选择此级别

,适用于对基线干扰要求严格的色谱和分析工作流程。

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储存与运输

室温。 。请查阅批次 COA 获取详细规格。

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质量文档

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文献证明

在色谱分析、有机合成和交叉偶联反应领域已被 1 篇同行评审文献引用。

概述

产品描述

Ex(nm):494

Em(nm):522

Solvent:MeCN

特征与生物学应用

There are several ways of labeling an oligonucleotide with fluorescein. The choice of label is diversified further, depending on the spectral requirements. 5’-fluorescein-CE phosphoramidite, derived from the single isomer 6-carboxyfluorescein, 5’-hexachlorofluorescein-CE phosphoramidite (HEX) and 5’-tetrachlorofluorescein-CE phosphoramidite (TET) can all be used to efficiently label an oligonucleotide at the 5’-end. Labeling the 3’-end of an oligo with fluorescein can be achieved using 3’-Fluorescein CPGs. Standard cleavage and deprotection with ammonium hydroxide liberates the fluorescein-labeled oligo when using any of these supports.

参考文献

1.  Browne KA. (2005) Sequence-specific, self-reporting hairpin inversion probes. J Am Chem Soc, 127, 1989.

2.Dobson N, McDowell DG, French DJ, Brown LJ, Mellor JM, Brown T. (2003) Synthesis of HyBeacons and dual-labelled probes containing 2'-fluorescent groups for use in genetic analysis. Chem Commun (Camb), 1234.

3.  Hagmar P, Bailey M, Tong G, Haralambidis J, Sawyer WH, Davidson BE. (1995) Synthesis and characterisation of fluorescent oligonucleotides. Effect of internal labelling on protein recognition. Biochim Biophys Acta, 1244, 259.

4.  Hakala H, Virta P, Salo H, Lonnberg H. (1998) Simultaneous detection of several oligonucleotides by time-resolved fluorometry: the use of a mixture of categorized microparticles in a sandwich type mixed-phase hybridization assay. Nucleic Acids Res, 26, 5581.

5.  Hill KW, Taunton-Rigby J, Carter JD, Kropp E, Vagle K, Pieken W, McGee DP, Husar GM, Leuck M, Anziano DJ, Sebesta DP. (2001) Diels--Alder bioconjugation of diene-modified oligonucleotides. J Org Chem, 66, 5352.

6.  Kim SJ, Bang EK, Kwon HJ, Shim JS, Kim BH. (2004) Modified oligonucleotides containing lithocholic acid in their backbones: their enhanced cellular uptake and their mimicking of hairpin structures. Chembiochem, 5, 1517.

7.  Kutyavin IV, Lokhov SG, Afonina IA, Dempcy R, Gall AA, Gorn VV, Lukhtanov E, Metcalf M, Mills A, Reed MW, Sanders S, Shishkina I, Vermeulen NM. (2002) Reduced aggregation and improved specificity of G-rich oligodeoxyribonucleotides containing pyrazolo[3,4-d]pyrimidine guanine bases. Nucleic Acids Res, 30, 4952.

8.  Lee SP, Censullo ML, Kim HG, Knutson JR, Han MK. (1995) Characterization of endonucleolytic activity of HIV-1 integrase using a fluorogenic substrate. Anal Biochem, 227, 295.

9.  Meyer KL, Hanna MM. (1996) Synthesis and characterization of a new 5-thiol-protected deoxyuridine phosphoramidite for site-specific modification of DNA. Bioconjug Chem, 7, 401.

Ex(nm):494

Em(nm):522

Solvent:MeCN

Features and Biological Applications

There are several ways of labeling an oligonucleotide with fluorescein. The choice of label is diversified further, depending on the spectral requirements. 5’-fluorescein-CE phosphoramidite, derived from the single isomer 6-carboxyfluorescein, 5’-hexachlorofluorescein-CE phosphoramidite (HEX) and 5’-tetrachlorofluorescein-CE phosphoramidite (TET) can all be used to efficiently label an oligonucleotide at the 5’-end. Labeling the 3’-end of an oligo with fluorescein can be achieved using 3’-Fluorescein CPGs. Standard cleavage and deprotection with ammonium hydroxide liberates the fluorescein-labeled oligo when using any of these supports.

References

1.  Browne KA. (2005) Sequence-specific, self-reporting hairpin inversion probes. J Am Chem Soc, 127, 1989.

2.Dobson N, McDowell DG, French DJ, Brown LJ, Mellor JM, Brown T. (2003) Synthesis of HyBeacons and dual-labelled probes containing 2'-fluorescent groups for use in genetic analysis. Chem Commun (Camb), 1234.

3.  Hagmar P, Bailey M, Tong G, Haralambidis J, Sawyer WH, Davidson BE. (1995) Synthesis and characterisation of fluorescent oligonucleotides. Effect of internal labelling on protein recognition. Biochim Biophys Acta, 1244, 259.

4.  Hakala H, Virta P, Salo H, Lonnberg H. (1998) Simultaneous detection of several oligonucleotides by time-resolved fluorometry: the use of a mixture of categorized microparticles in a sandwich type mixed-phase hybridization assay. Nucleic Acids Res, 26, 5581.

5.  Hill KW, Taunton-Rigby J, Carter JD, Kropp E, Vagle K, Pieken W, McGee DP, Husar GM, Leuck M, Anziano DJ, Sebesta DP. (2001) Diels--Alder bioconjugation of diene-modified oligonucleotides. J Org Chem, 66, 5352.

6.  Kim SJ, Bang EK, Kwon HJ, Shim JS, Kim BH. (2004) Modified oligonucleotides containing lithocholic acid in their backbones: their enhanced cellular uptake and their mimicking of hairpin structures. Chembiochem, 5, 1517.

7.  Kutyavin IV, Lokhov SG, Afonina IA, Dempcy R, Gall AA, Gorn VV, Lukhtanov E, Metcalf M, Mills A, Reed MW, Sanders S, Shishkina I, Vermeulen NM. (2002) Reduced aggregation and improved specificity of G-rich oligodeoxyribonucleotides containing pyrazolo[3,4-d]pyrimidine guanine bases. Nucleic Acids Res, 30, 4952.

8.  Lee SP, Censullo ML, Kim HG, Knutson JR, Han MK. (1995) Characterization of endonucleolytic activity of HIV-1 integrase using a fluorogenic substrate. Anal Biochem, 227, 295.

9.  Meyer KL, Hanna MM. (1996) Synthesis and characterization of a new 5-thiol-protected deoxyuridine phosphoramidite for site-specific modification of DNA. Bioconjug Chem, 7, 401.

规格

英文别名
[6-[6-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyhexylcarbamoyl]-6'-(2,2-dimethylpropanoyloxy)-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl] 2,2-dimethylpropanoate | 5'-6-FAM-PhosphoraMidite | A929981 | HY-D1221 | 6-((6-(((2-Cyanoethoxy)(diisoprop
英文名称
5’-Fluorescein phosphoramidite
储存条件
室温
名称和识别符
分子类型
小分子
IUPAC Name
[6-[6-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyhexylcarbamoyl]-6'-(2,2-dimethylpropanoyloxy)-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl] 2,2-dimethylpropanoate
INCHI
1S/C46H58N3O10P/c1-29(2)49(30(3)4)60(55-25-15-22-47)54-24-14-12-11-13-23-48-40(50)31-16-19-34-37(26-31)46(59-41(34)51)35-20-17-32(56-42(52)44(5,6)7)27-38(35)58-39-28-33(18-21-36(39)46)57-43(53)45(8,9)10/h16-21,26-30H,11-15,23-25H2,1-10H3,(H,48,50)
InChi Key
MGPYJVWEJNTXLC-UHFFFAOYSA-N
Smiles
CC(C)N(C(C)C)P(OCCCCCCNC(=O)C1=CC2=C(C=C1)C(=O)OC23C4=C(C=C(C=C4)OC(=O)C(C)(C)C)OC5=C3C=CC(=C5)OC(=O)C(C)(C)C)OCCC#N
Isomeric SMILES
CC(C)N(C(C)C)P(OCCCCCCNC(=O)C1=CC2=C(C=C1)C(=O)OC23C4=C(C=C(C=C4)OC(=O)C(C)(C)C)OC5=C3C=CC(=C5)OC(=O)C(C)(C)C)OCCC#N
分子量
843.94
Reaxy-Rn
9749790
Reaxys-RN link address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9749790&ln=

技术文档

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高级数据

系统学分类

分类树(Taxonomy Tree)

界(kingdom) 有机化合物
超类(Superclass) 有机杂环化合物
类(Class) 苯并吡喃类
亚类(Subclass) 1-苯并吡喃
中间层级节点(Intermediate Tree Nodes) 二苯并吡喃
直接上位类(Direct Parent) 黄酮类
其他上位类(Alternative Parents) 二芳醚  邻苯二甲酸酯  苯酚酯  苯并呋喃酮  异苯并呋喃  二羧酸及其衍生物  仲羧酸酰胺  内酯  羧酸酯  氧环化合物  腈类  有机氧化物  碳氢化合物衍生物  羰基化合物  
分子骨架(Molecular Framework) 芳香族杂多环化合物
取代基(Substituents) 芳香族杂多环化合物 - 苯基化合物 - 苯并呋喃酮 - 碳腈 - 羰基 - 羧酰胺基 - 羧酸衍生物 - 羧酸酰胺 - 氰化物 - 二芳基醚 - 二羧酸或其衍生物 - 乙醚 - 烃衍生物 - 异苯并呋喃酮 - 异茚满酮 - 异香豆烷 - L-α-氨基酸 - 氰基化合物 - 有机硝基化合物 - 有机氧化物 - 有机氧化合物 - 有机氮化合物 - 有机氧化合物 - 氧杂环 - 苯酚酯 - 邻苯二甲酰亚胺 - 醛基 - 黄蒽
描述(Description) 该化合物属于有机化合物中的嘧啶类。这类多环芳烃化合物含有嘧啶结构单元,即两个苯环通过吡喃环相互连接的结构。
外部描述符(External Descriptors) 暂无
三维结构
交互式化学结构模型





化学和物理性质
分子量
843.900 g/mol
XLogP3
8.500
氢键供体数Hydrogen Bond Donor Count
1
氢键受体数Hydrogen Bond Acceptor Count
12
可旋转键计数Rotatable Bond Count
21
精确质量Exact Mass
843.386 Da
单同位素质量Monoisotopic Mass
843.386 Da
拓扑极表面积Topological Polar Surface Area
163.000 Ų
重原子数Heavy Atom Count
60
形式电荷Formal Charge
0
复杂度Complexity
1470.000
同位素原子数Isotope Atom Count
0
定义的原子立体中心计数Defined Atom Stereocenter Count
0
未定义的原子立体中心计数Undefined Atom Stereocenter Count
1
定义的键立体中心计数Defined Bond Stereocenter Count
0
未定义的键立体中心计数Undefined Bond Stereocenter Count
0
所有立体化学键的总数The total count of all stereochemical bonds
0
共价键合单元计数Covalently-Bonded Unit Count
1
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