Peroxy Orange 1 (PO1) - BioReagent,Biological Stain,for fluorescence analysis,for microscopy,≥98% , CAS No.1199576-10-7

CAS: 1199576-10-7 Cat. No.: P287730 Molecular Weight: 521.41 PubChem CID: 44546671

GRADE & PURITY BioReagent, Biological Stain, for Fluorescence analysis, for Microscopy, ≥98%

Synonyms

PO1 | 2',3',6',7'-Tetrahydro-12'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-spiro[isobenzofuran-1(3H),9'-[1H,5H,9H]xantheno[2,3,4-ij]quinolizin]-3-one | 2-(3,6-Diacetoxy-9H-xanthen-9-yl)benzoic acid | 2-[3,6-bis(acetyloxy)-9H-xanthen-9-yl]benzoic acid

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Application

Cell Staining, Fluorescence Analysis

Overview

Peroxy Orange 1 (PO1) is a novel hydrogen peroxide (H₂O₂)-specific probe, which can be combined with APF, a green fluorescent highly reactive oxygen species (hROS) probe. Peroxy Orange 1 also serves as a live-cell dye.As a highly sensitive fluorescent probe for H₂O₂, Peroxy Orange 1 emits orange fluorescence with an excitation wavelength of 543 nm and an emission wavelength of 565 nm.Peroxy Orange 1 contains boronate ester groups, which can be oxidized into phenol groups by H₂O₂ to produce bright orange fluorescence.This boronate-phenol transformation mechanism does not react with other reactive oxygen species (ROS) such as superoxide anions and NO, thus guaranteeing the high selectivity of Peroxy Orange 1 toward H₂O₂.Peroxy Orange 1 exhibits excellent cell permeability, enabling the detection of intracellular H₂O₂ in live cells with negligible cytotoxicity.It is compatible with conventional green fluorescent probes including GFP and APF, and suitable for multicolor fluorescence imaging assays.

Specifications

Synonyms

PO1 | 2', 3', 6', 7'-Tetrahydro-12'-(4, 4, 5, 5-tetramethyl-1, 3, 2-dioxaborolan-2-yl)-spiro[isobenzofuran-1(3H), 9'-[1H, 5H, 9H]xantheno[2, 3, 4-ij]quinolizin]-3-one | 2-(3, 6-Diacetoxy-9H-xanthen-9-yl)benzoic acid | 2-[3, 6-bis(acetyloxy)-9H-xanthen-9-yl]benzoic acid

Specifications & Purity

BioReagent, Biological Stain, for fluorescence analysis, for microscopy, ≥98%

Biochemical and Physiological Mechanisms

Fluorescent probe for imaging hydrogen peroxide (H2O2); cell permeable. Displays an orange intracellular fluorescence in response to H2O2signals produced in RAW 264.7 macrophages and A431 cells during immune response and growth factor stimulation, respect

Stability And Storage

Store at -20℃ long term (24 months). Store in the dark.

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Biological Stain, BioReagent, for Fluorescence analysis, for Microscopy

Purity

≥98%

Names and Identifiers

• Canonical Smiles: B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)C4(C5=CC=CC=C5C(=O)O4)C6=C(O3)C7=C8C(=C6)CCCN8CCC7
• IUPAC Name: 6'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)spiro[2-benzofuran-3,10'-3-oxa-17-azapentacyclo[11.7.1.02,11.04,9.017,21]henicosa-1(21),2(11),4(9),5,7,12-hexaene]-1-one
• InChIKey: KNTNXZHHCPNNGB-UHFFFAOYSA-N
• INCHI: 1S/C32H32BNO5/c1-30(2)31(3,4)39-33(38-30)20-13-14-24-26(18-20)36-28-22-11-8-16-34-15-7-9-19(27(22)34)17-25(28)32(24)23-12-6-5-10-21(23)29(35)37-32/h5-6,10,12-14,17-18H,7-9,11,15-16H2,1-4H3
• Isomeric SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)C4(C5=CC=CC=C5C(=O)O4)C6=C(O3)C7=C8C(=C6)CCCN8CCC7
• PubChem CID: 44546671
• Molecular Weight: 521.41

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzopyrans
      • Subclass 1-benzopyrans
        • Level5 Dibenzopyrans
          • Level6 Xanthenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzopyrans
• Subclass: 1-benzopyrans
• Intermediate Tree Nodes: Dibenzopyrans
• Direct Parent: Xanthenes
• Alternative Parents: Diarylethers Phthalides Benzofuranones Hydroquinolines Isobenzofurans Dialkylarylamines Aralkylamines Benzenoids Boronic acid esters Dioxaborolanes Lactones Carboxylic acid esters Amino acids and derivatives Organic metalloid salts Azacyclic compounds Oxacyclic compounds Organic oxides Organometalloid compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Diaryl ether - Benzofuranone - Tetrahydroquinoline - Phthalide - Isobenzofuranone - Isocoumaran - Isobenzofuran - Dialkylarylamine - Aralkylamine - Benzenoid - Boronic acid ester - 1,3,2-dioxaborolane - Boronic acid derivative - Carboxylic acid ester - Tertiary amine - Amino acid or derivatives - Lactone - Oxacycle - Azacycle - Organic metalloid salt - Carboxylic acid derivative - Ether - Organic nitrogen compound - Organic oxygen compound - Organic oxide - Amine - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic metalloid moeity - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Solubility in DMSO: 5.21 mg/mL (9.99 mM; dissolved with ultrasonication and heating; Hygroscopic DMSO significantly affects product solubility. Freshly opened DMSO is recommended.)
• Sensitivity: Light-sensitive
• Molecular Weight: 521.400 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 521.237 Da
• Monoisotopic Mass: 521.237 Da
• Topological Polar Surface Area: 57.200 Ų
• Heavy Atom Count: 39
• Formal Charge: 0
• Complexity: 987.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

XLogP3

References

1. Zhou Liu, Lina Xie, Kangqiang Qiu, Xinxing Liao, Thomas W. Rees, Zizhuo Zhao, Liangnian Ji, Hui Chao.  (2020)  An Ultrasmall RuO2 Nanozyme Exhibiting Multienzyme-like Activity for the Prevention of Acute Kidney Injury.  ACS Applied Materials & Interfaces,      [PMID:32628016] [10.1021/acsami.0c07886]