Resorufin

Base Information

• Chemical Name: Resorufin
• CAS No.: 635-78-9
• Molecular Formula: C12H7NO3
• Molecular Weight: 213.192
• Hs Code.: 2934999090
• European Community (EC) Number: 211-241-8
• NSC Number: 12097
• UNII: A3NUS7K96S
• DSSTox Substance ID: DTXSID3060906
• Nikkaji Number: J12.479F
• Wikidata: Q27122674
• Pharos Ligand ID: B8YQAGV91AN8
• Metabolomics Workbench ID: 57805
• ChEMBL ID: CHEMBL1185321
• Mol file: 635-78-9.mol

Synonyms:resorufin

Chemical Property of Resorufin

Chemical Property:

• Appearance/Colour: black fine crystalline powder
• Melting Point: >300 °C (lit.)
• Boiling Point: 412.967 °C at 760 mmHg
• PKA: 6.6(at 25℃)
• Flash Point: 203.555 °C
• PSA: 63.33000
• Density: 1.46 g/cm³
• LogP: 1.99840
• Storage Temp.: ?20°C
• Solubility.: Solubility Sparingly soluble in water; soluble in ethanol, N,N-d
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 213.042593085
• Heavy Atom Count: 16
• Complexity: 422

Purity/Quality:

98%,99%, ^*data from raw suppliers

Resorufin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Azine Dyes
• Canonical SMILES: C1=CC2=C(C=C1O)OC3=CC(=O)C=CC3=N2
• Uses: Resorufin is a pink fluorescent dye which has been used as a marker for microfilaments in the leading lamella of moving cells.

Technology Process of Resorufin

There total 104 articles about Resorufin 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: 60.0%

3H-Phenoxazin-3-on (1916-63-8) → resorufin (635-78-9)

Guidance literature:

With sulfuric acid; In acetic acid; for 2h; Heating;

DOI:10.1016/0040-4020(80)80030-5

Reference yield: 39.0%

10-acetyl-3,7-dihydroxyphenoxazine (119171-73-2) → resorufin (635-78-9)

Guidance literature:

With dihydrogen peroxide; In aq. phosphate buffer; for 0.25h; Reagent/catalyst; Kinetics; Catalytic behavior; Mechanism; Irradiation;

DOI:10.1021/ja409011y

Reference yield:

resorufin β-D-glucopyranoside (101490-85-1,136565-96-3,1175532-13-4) → β-D-glucose (492-61-5) + resorufin (635-78-9)

Guidance literature:

With pH 7.8 buffer; potassium chloride; 2-amino-2-hydroxymethyl-1,3-propanediol; magnesium chloride; β-galactosidase; In water; at 21 ℃; Rate constant;

DOI:10.1021/ac970192p

upstream raw materials:

resazurin

4-amino-phenol

recorcinol

nitrobenzene

Downstream raw materials:

7-acetoxy-3H-phenoxazin-3-one

3,7-diacetoxy-10-acetyl-10H-phenoxazine

ethoxyresorufin

7-hydroxy-2,8-bis-phenylsulfanyl-phenoxazin-3-one

Refernces

• 1、 Bertozzi, Carolyn R.,Dai, Tingting,Jiang, Ke,Kamariza, Mireille,Rao, Jianghong,Xie, Jinghang,Zhu, Qihua. "A Fluorogenic Trehalose Probe for Tracking Phagocytosed Mycobacterium tuberculosis". . p. 15259 - 15264. Retrieved 2020.
• 2、 Takagi, Ryoma,Takeda, Ayano,Takahashi, Daisuke,Toshima, Kazunobu. "Target-Selective Fluorescence Imaging and Photocytotoxicity against H2O2 High-Expressing Cancer Cells Using a Photoactivatable Theranostic Agent". . p. 2656 - 2659. Retrieved 2017.
• 3、 Zhang, Yuwei,Lucas, J. Matthew,Song, Ping,Beberwyck, Brandon,Fu, Qiang,Xu, Weilin,Alivisatos, A. Paul. "Superresolution fluorescence mapping of single-nanoparticle catalysts reveals spatiotemporal variations in surface reactivity". . p. 8959 - 8964. Retrieved 2015.
• 4、 Caruso, Frank,Guo, Rui,Han, Yiyuan,Lin, Zhixing,Richardson, Joseph J.,Yun, Gyeongwon,Zhou, Jiajing. "Polyphenol-Mediated Assembly of Proteins for Engineering Functional Materials". . p. 15618 - 15625. Retrieved 2020.
• 5、 Wang, Jiamin,Men, Yuhui,Niu, Linqiang,Luo, Yang,Zhang, Jian,Zhao, Weili,Wang, Jianhong. "A Reaction-Based Fluorescent Probe for Imaging of Native Hypochlorous Acid". . p. 3893 - 3897. Retrieved 2019.
• 6、 Han, Hai-Hao,Sedgwick, Adam C.,Shang, Ying,Li, Na,Liu, Tingting,Li, Bo-Han,Yu, Kunqian,Zang, Yi,Brewster, James T.,Odyniec, Maria L.,Weber, Maria,Bull, Steven D.,Li, Jia,Sessler, Jonathan L.,James, Tony D.,He, Xiao-Peng,Tian, He. "Protein encapsulation: A new approach for improving the capability of small-molecule fluorogenic probes". . p. 1107 - 1113. Retrieved 2020.
• 7、 Chang, Feng-Peng,Chen, Yi-Ping,Mou, Chung-Yuan. "Intracellular implantation of enzymes in hollow silica Nanospheres for protein therapy: Cascade System of Superoxide Dismutase and Catalase". . p. 4785 - 4795. Retrieved 2014.
• 8、 Golub, Eyal,Freeman, Ronit,Willner, Itamar. "A hemin/G-quadruplex acts as an NADH oxidase and NADH peroxidase mimicking DNAzyme". . p. 11710 - 11714. Retrieved 2011.
• 9、 Ha, Ji Won,Ruberu, T. Purnima A.,Han, Rui,Dong, Bin,Vela, Javier,Fang, Ning. "Super-resolution mapping of photogenerated electron and hole separation in single metal-semiconductor nanocatalysts". . p. 1398 - 1408. Retrieved 2014.
• 10、 Beresford,Ellis,Ayrton,Johnson,Lewis. "Cytochrome P4501A (CYP1A) induction in rat and man by the benzodioxino derivative, fluparoxan". . p. 159 - 173. Retrieved 1997.