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438226-89-2

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438226-89-2 Usage

Description

4,6-Bis(1,3,2-dithiarsolan-2-yl)-7-hydroxy-3H-phenoxazin-3-one is a complex organic compound characterized by its unique molecular structure, which features two 1,3,2-dithiarsolan-2-yl groups attached to the 4 and 6 positions of a phenoxazin-3-one core. This molecule possesses a hydroxyl group at the 7 position, which may contribute to its chemical reactivity and potential applications.

Uses

Used in Fluorescent Labeling Applications:
4,6-Bis(1,3,2-dithiarsolan-2-yl)-7-hydroxy-3H-phenoxazin-3-one is used as a fluorescent tag for studying protein localization and trafficking in various cellular systems. Its unique structure allows for specific binding and labeling of target proteins, enabling researchers to track and visualize their movement and distribution within cells.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4,6-Bis(1,3,2-dithiarsolan-2-yl)-7-hydroxy-3H-phenoxazin-3-one may be utilized as a potential therapeutic agent or as a key intermediate in the synthesis of other bioactive compounds. Its chemical properties and reactivity could make it a valuable component in the development of new drugs targeting various diseases and conditions.
Used in Chemical Research:
4,6-Bis(1,3,2-dithiarsolan-2-yl)-7-hydroxy-3H-phenoxazin-3-one can also be employed in chemical research as a model compound for studying the properties and reactivity of similar organic molecules. Its unique structure and functional groups may provide insights into the behavior of related compounds and contribute to the advancement of chemical knowledge in this area.
Used in Material Science:
The potential applications of 4,6-Bis(1,3,2-dithiarsolan-2-yl)-7-hydroxy-3H-phenoxazin-3-one may extend to the field of material science, where its unique properties could be harnessed for the development of new materials with specific characteristics, such as improved optical, electronic, or mechanical properties.

Check Digit Verification of cas no

The CAS Registry Mumber 438226-89-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,3,8,2,2 and 6 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 438226-89:
(8*4)+(7*3)+(6*8)+(5*2)+(4*2)+(3*6)+(2*8)+(1*9)=162
162 % 10 = 2
So 438226-89-2 is a valid CAS Registry Number.

438226-89-2SDS

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 4,6-bis(1,3,2-dithiarsolan-2-yl)-7-hydroxyphenoxazin-3-one

1.2 Other means of identification

Product number -
Other names Lumio Red

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:438226-89-2 SDS

438226-89-2Synthetic route

4,5-bis(mercurictrifluoroacetate)

4,5-bis(mercurictrifluoroacetate)

ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

4,5-bis(1,3,2-dithioarsolan-2-yl) resorufin
438226-89-2

4,5-bis(1,3,2-dithioarsolan-2-yl) resorufin

Conditions
ConditionsYield
Stage #1: 4,5-bis(mercurictrifluoroacetate) With palladium diacetate; arsenic trichloride; N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 70℃; for 3h;
Stage #2: ethane-1,2-dithiol In 1-methyl-pyrrolidin-2-one; aq. phosphate buffer; acetone pH=7; Cooling;
97%
ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

C12H5As2Cl4NO3

C12H5As2Cl4NO3

4,5-bis(1,3,2-dithioarsolan-2-yl) resorufin
438226-89-2

4,5-bis(1,3,2-dithioarsolan-2-yl) resorufin

Conditions
ConditionsYield
In phosphate buffer; acetone pH=7;
7-hydroxy-3H-phenoxazin-3-one sodium salt
34994-50-8

7-hydroxy-3H-phenoxazin-3-one sodium salt

4,5-bis(1,3,2-dithioarsolan-2-yl) resorufin
438226-89-2

4,5-bis(1,3,2-dithioarsolan-2-yl) resorufin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: HgO / 20 °C
1.2: AsCl3; DIEA; Pd(OAc)2 / 2 h / 60 - 70 °C
2.1: acetone; aq. phosphate buffer / pH 7
View Scheme
resorufin
635-78-9

resorufin

4,5-bis(1,3,2-dithioarsolan-2-yl) resorufin
438226-89-2

4,5-bis(1,3,2-dithioarsolan-2-yl) resorufin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 4 h / 25 °C
2.1: palladium diacetate; N-ethyl-N,N-diisopropylamine; arsenic trichloride / 1-methyl-pyrrolidin-2-one / 3 h / 70 °C
2.2: pH 7 / Cooling
View Scheme
4,5-bis(1,3,2-dithioarsolan-2-yl) resorufin
438226-89-2

4,5-bis(1,3,2-dithioarsolan-2-yl) resorufin

4,5-bis(arsenoso)resorufin

4,5-bis(arsenoso)resorufin

Conditions
ConditionsYield
With mercury(II) diacetate; trifluoroacetic acid In tetrahydrofuran
C57H84N14O17S5

C57H84N14O17S5

4,5-bis(1,3,2-dithioarsolan-2-yl) resorufin
438226-89-2

4,5-bis(1,3,2-dithioarsolan-2-yl) resorufin

C69H85As2N15O20S5

C69H85As2N15O20S5

Conditions
ConditionsYield
With 4-methyl-morpholine In dimethyl sulfoxide at 20℃; for 1h;

438226-89-2Downstream Products

438226-89-2Relevant articles and documents

New biarsenical ligands and tetracysteine motifs for protein labeling in vitro and in vivo: Synthesis and biological applications

Adams, Stephen R.,Campbell, Robert E.,Gross, Larry A.,Martin, Brent R.,Walkup, Grant K.,Yao, Yong,Llopis, Juan,Tsien, Roger Y.

, p. 6063 - 6076 (2002)

We recently introduced a method (Griffin, B. A.; Adams, S. R.; Tsien, R. Y. Science 1998, 281, 269-272 and Griffin, B. A.; Adams, S. R.; Jones, J.; Tsien, R. Y. Methods Enzymol. 2000, 327, 565-578) for site-specific fluorescent labeling of recombinant proteins in living cells. The sequence Cys-Cys-Xaa-Xaa-Cys-Cys, where Xaa is an noncysteine amino acid, is genetically fused to or inserted within the protein, where it can be specifically recognized by a membrane-permeant fluorescein derivative with two As(III) substituents, FlAsH, which fluoresces only after the arsenics bind to the cysteine thiols. We now report kinetics and dissociation constants (~10-11 M) for FlAsH binding to model tetracysteine peptides. Affinities in vitro and detection limits in living cells are optimized with Xaa-Xaa = Pro-Gly, suggesting that the preferred peptide conformation is a hairpin rather than the previously proposed α-helix. Many analogues of FlAsH have been synthesized, including ReAsH, a resorufin derivative excitable at 590 nm and fluorescing in the red. Analogous biarsenicals enable affinity chromatography, fluorescence anisotropy measurements, and electron-microscopic localization of tetracysteine-tagged proteins.

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