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53299-21-1

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53299-21-1 Usage

Description

3',6'-Bis(acetyloxy)-6-nitrospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one is a complex organic compound that serves as an intermediate in the synthesis of various fluorescent dyes. It is characterized by its unique molecular structure, which includes a spiro-linked isobenzofuran and xanthene core, as well as nitro and acetyloxy functional groups.

Uses

Used in Chemical Synthesis:
3',6'-Bis(acetyloxy)-6-nitrospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one is used as an intermediate for the synthesis of 6-aminofluorescein and fluorescein 6-isothiocyanate. These fluorescent dyes have a wide range of applications in various fields, including biochemistry, molecular biology, and medical diagnostics.
Used in Biochemistry and Molecular Biology:
In the field of biochemistry and molecular biology, 3',6'-Bis(acetyloxy)-6-nitrospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one is used as a precursor to synthesize fluorescent dyes that are essential for various research applications. These dyes are often used as markers in fluorescence microscopy, flow cytometry, and other techniques to visualize and study cellular structures, protein interactions, and gene expression.
Used in Medical Diagnostics:
In medical diagnostics, 3',6'-Bis(acetyloxy)-6-nitrospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one contributes to the development of fluorescent dyes that can be used for the detection and monitoring of various diseases. These dyes can be conjugated to specific antibodies or other targeting molecules, allowing for the selective labeling and visualization of disease biomarkers, which can aid in early diagnosis and treatment planning.
Used in Analytical Chemistry:
In analytical chemistry, 3',6'-Bis(acetyloxy)-6-nitrospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one is utilized as a component in the development of fluorescent indicators and sensors. These indicators can be used to detect and measure the presence of specific ions, molecules, or environmental conditions, providing valuable information for research and quality control in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 53299-21-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,3,2,9 and 9 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 53299-21:
(7*5)+(6*3)+(5*2)+(4*9)+(3*9)+(2*2)+(1*1)=131
131 % 10 = 1
So 53299-21-1 is a valid CAS Registry Number.

53299-21-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (6'-acetyloxy-6-nitro-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl) acetate

1.2 Other means of identification

Product number -
Other names 6-nitro-3-oxo-3h-spiro[2-benzofuran-1,9'-xanthene]-3',6'-diyl diacetate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:53299-21-1 SDS

53299-21-1Relevant articles and documents

Synthesis and fluorescence properties of six fluorescein-nitroxide radical hybrid-compounds

Sato, Shingo,Endo, Susumu,Kurokawa, Yusuke,Yamaguchi, Masaki,Nagai, Akio,Ito, Tomohiro,Ogata, Tateaki

supporting information, p. 66 - 71 (2016/07/06)

Six fluorescein-nitroxide radical hybrid-compounds (2ab, 3ab, 4, and 5) were synthesized by the condensation of 5- or 6-carboxy-fluorescein and 4-amino-TEMPO (2ab), 5- or 6-aminofluorescein and 4-carboxy-TEMPO (3ab), and fluorescein and 4-carboxy-TEMPO (4), or by reaction of the 3-hydroxyl group of fluorescein with DPROXYL-3-ylmethyl methanesulfonate (5). Fluorescence intensities (around 520 nm) after reduction of the radical increased to 1.43-, 1.38-, and 1.61-folds for 2a, 2b and 3b respectively; 3a alone exhibited a decrease in intensity on reduction. Since 4 was readily solvolyzed in PBS or even methanol to afford fluorescein and 4-carboxy-TEMPO, its fluorescence change could not be measured. Hybrid compound 5 containing an ether-linkage between the fluorescein phenol and 3-hydroxymethyl-DPROXYL hydroxyl centers, was stable and on reduction, showed a maximum increase (3.21-fold) in relative fluorescence intensity in PBS (pH 5.0), despite its remarkably low absolute fluorescence intensity.

Nucleotides: Part LXXI. A new type of labelling of nucleosides and nucleotides

Sigmund, Harald,Pfleiderer, Wolfgang

, p. 2299 - 2334 (2007/10/03)

A new labelling technique attaching fluorescein via a carbamoyl linker directly to the amino groups of the nucleobases was developed. The amino groups were first converted to the phenoxycarbonyl derivatives (→ 10, 15, 19, 58), which reacted under mild conditions with 5-aminofluorescein to give the corresponding N-[(fluorescein-5-ylamino)carbonyl] derivatives (→ 11-14, 16, 17, 20, 59, 60). The introduction of the 5-aminofluorescein residue into properly protected adenylyl-adenosine dimers (→ 39, 40) and trimer (→ 50) worked well, and final deprotection of these uniformly blocked precursors led on treatment with DBU (1,8-diazabicyclo[5.4.0]undec-7-ene), in one step to dimer 41 and trimer 51. Synthesis of an appropriately protected monomeric phosphoramidite building block (→ 75) was more difficult, since introduction of the 2-(4-nitrophenyl) ethyl residue into the fluorescein moiety in 59 led mainly to trisubstitution to give 61 including the urea function. Formation of the adenylyl dimer 66 and trimer 67 proceeded in the usual manner by phosphoramidite chemistry; however, deprotection of 67 with DBU was incomplete since the O-alkyl group at the urea moiety was found to be very stable. Finally, the appropriate phosphoramidite building block 75 could be synthesized by the sequence 59 → 72 → 73 → 74 → 75. The phosphoramidite 75 was used for the synthesis of dimer 77 and trimer 79 by solution chemistry, as well as for that of various oligonucleotides by the machine-aided approach on solid support carrying the fluorophore at different positions of the chain (→ 84-87). The attachment of the fluorescein fluorophor via a short carbamoyl linker onto the 6-amino group of 2′-deoxyadenosine enables such molecules to function very well in fluorescence-polarization experiments.

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