ReAsH-EDT2

Base Information

• Chemical Name: ReAsH-EDT2
• CAS No.: 438226-89-2
• Molecular Formula: C16H13As2NO3S4
• Molecular Weight: 545.391
• ChEMBL ID: CHEMBL4128595
• DSSTox Substance ID: DTXSID20572996
• Nikkaji Number: J1.758.189I
• Wikidata: Q27123244
• Mol file: 438226-89-2.mol

Synonyms:ReAsH-EDT2;438226-89-2;Lumio Red;resorufin bis-arsenide;4,6-BIS(1,3,2-DITHIARSOLAN-2-YL)-7-HYDROXY-3H-PHENOXAZIN-3-ONE;4,6-bis(1,3,2-dithiarsolan-2-yl)-7-hydroxyphenoxazin-3-one;4,5-bis(1,3,2-dithiarsolan-2-yl)resorufin;4,6-Di-1,3,2-dithiarsolan-2-yl-7-hydroxy-3H-phenoxazin-3-one;SCHEMBL5401918;CHEMBL4128595;CHEBI:52108;DTXSID20572996;MFCD28355891;AKOS030255372;HY-130533;CS-0108892;Q27123244

Chemical Property of ReAsH-EDT2

Chemical Property:

• Boiling Point: 655.8±65.0 °C(Predicted)
• PKA: 7.88±0.40(Predicted)
• PSA: 164.53000
• LogP: 2.34880
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 544.82102
• Heavy Atom Count: 26
• Complexity: 704

Purity/Quality:

98%Min ^*data from raw suppliers

ReAsH-EDT2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CS[As](S1)C2=C(C=CC3=C2OC4=C(C(=O)C=CC4=N3)[As]5SCCS5)O
• Uses: ReAsH-EDT2 is a tetracysteine-based fluorescent tags that was used to study fluorescent labeling of tetracysteine-tagged proteins such as protein localization and trafficking in Plasmodium falciparum- infected erythrocytes.

Technology Process of ReAsH-EDT2

There total 4 articles about ReAsH-EDT2 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

4,5-bis(mercurictrifluoroacetate) + ethane-1,2-dithiol (540-63-6) → 4,5-bis(1,3,2-dithioarsolan-2-yl) resorufin (438226-89-2)

Guidance literature:

4,5-bis(mercurictrifluoroacetate); With palladium diacetate; arsenic trichloride; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 70 ℃; for 3h;

ethane-1,2-dithiol; In 1-methyl-pyrrolidin-2-one; aq. phosphate buffer; acetone; pH=7; Cooling;

DOI:10.1039/c4ob02256d

Reference yield:

7-hydroxy-3H-phenoxazin-3-one sodium salt (34994-50-8) → 4,5-bis(1,3,2-dithioarsolan-2-yl) resorufin (438226-89-2)

Guidance literature:

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

With mercury(II) oxide; In phosphate buffer; acetone;

DOI:10.1021/ja017687n

Reference yield:

ethane-1,2-dithiol (540-63-6) + C12H5As2Cl4NO3 → 4,5-bis(1,3,2-dithioarsolan-2-yl) resorufin (438226-89-2)

Guidance literature:

In phosphate buffer; acetone; pH=7;

DOI:10.1021/ja017687n

upstream raw materials:

ethane-1,2-dithiol

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

resorufin

Refernces

• 1、 Pomorski, Adam,Adamczyk, Justyna,Bishop, Anthony C.,Krezel, Artur. "Probing the target-specific inhibition of sensitized protein tyrosine phosphatases with biarsenical probes". supporting information. p. 1395 - 1403. Retrieved 2015/01/30.