YODi-1 - ≥95%, 5 mM DMSO Solution , CAS No.143413-85-8

CAS: 143413-85-8 Cat. No.: Y776684 Molecular Weight: 1270.65 PubChem CID: 6438136

GRADE & PURITY ≥95%, 5 mM DMSO Solution

Synonyms

1,1'-[1,3-Propanediylbis[(dimethyliminio)-3,1-propanediyl]]bis[4-[(3-methyl-2(3H)-benzoxazolylidene)methyl]-quinolinium,iodine

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Spectral properties：Excitation (nm) 491；Emission (nm) 508

Application：

YODi-1 is a green fluorescent carbocyanine dimeric dye. YODi-1 is a cell-impermeant nucleic acid stain that is nonfluorescent in the absence of nucleic acids but exhibits over a thousand-fold fluorescence enhancement upon binding to dsDNA.
The bright fluorescence signal and low background make YODi-1 ideal for staining nucleic acids on microarrays, as well as for nuclear and chromosome counterstaining in multicolor fluorescence labeling experiments. YODi-1 can also be used for the analysis of single molecules of DNA.

Specifications

Synonyms

1, 1'-[1, 3-Propanediylbis[(dimethyliminio)-3, 1-propanediyl]]bis[4-[(3-methyl-2(3H)-benzoxazolylidene)methyl]-quinolinium, iodine

Specifications & Purity

≥95%, 5 mM DMSO Solution

Biochemical and Physiological Mechanisms

Excellent high affinity counterstain for DNA and chromatin.\xa0High fluorescence increase upon binding to nucleic acid. Cell impermeant.

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.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Refer to SDS for further information Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CN1C2=CC=CC=C2OC1=CC3=CC=[N+](C4=CC=CC=C34)CCC[N+](C)(C)CCC[N+](C)(C)CCC[N+]5=CC=C(C6=CC=CC=C65)C=C7N(C8=CC=CC=C8O7)C.[I-].[I-].[I-].[I-]
• IUPAC Name: 3-[dimethyl-[3-[4-[(E)-(3-methyl-1,3-benzoxazol-2-ylidene)methyl]quinolin-1-ium-1-yl]propyl]azaniumyl]propyl-dimethyl-[3-[4-[(Z)-(3-methyl-1,3-benzoxazol-2-ylidene)methyl]quinolin-1-ium-1-yl]propyl]azanium;tetraiodide
• InChIKey: GRRMZXFOOGQMFA-UHFFFAOYSA-J
• INCHI: 1S/C49H58N6O2.4HI/c1-50-44-22-11-13-24-46(44)56-48(50)36-38-26-30-52(42-20-9-7-18-40(38)42)28-15-32-54(3,4)34-17-35-55(5,6)33-16-29-53-31-27-39(41-19-8-10-21-43(41)53)37-49-51(2)45-23-12-14-25-47(45)57-49;;;;/h7-14,18-27,30-31,36-37H,15-17,28-29,32-35H2,1-6H3;4*1H/q+4;;;;/p-4
• Isomeric SMILES: CN\1C2=CC=CC=C2O/C1=C/C3=CC=[N+](C4=CC=CC=C34)CCC[N+](C)(C)CCC[N+](C)(C)CCC[N+]5=CC=C(C6=CC=CC=C65)/C=C\7/N(C8=CC=CC=C8O7)C.[I-].[I-].[I-].[I-]
• PubChem CID: 6438136
• Molecular Weight: 1270.65

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Quinolines and derivatives
      • Subclass Quinolones and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Quinolines and derivatives
• Subclass: Quinolones and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydroquinolones
• Alternative Parents: Hydroquinolines Benzoxazoles Tertiary alkylarylamines Benzenoids Tetraalkylammonium salts Oxazoles Heteroaromatic compounds Oxacyclic compounds Enamines Azacyclic compounds Allylamines Organopnictogen compounds Organooxygen compounds Organic iodide salts Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Dihydroquinolone - Dihydroquinoline - Benzoxazole - Tertiary aliphatic/aromatic amine - Benzenoid - Azole - Oxazole - Quaternary ammonium salt - Tetraalkylammonium salt - Heteroaromatic compound - Tertiary amine - Allylamine - Azacycle - Oxacycle - Enamine - Organic salt - Organic nitrogen compound - Amine - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic iodide salt - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as hydroquinolones. These are compounds containing a hydrogenated quinoline bearing a ketone group.
• External Descriptors: cyanine dye - organic iodide salt

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: Soluble in DMSO
• Sensitivity: Light sensitive

References

1. Zhicheng Le, Jiang Qian, Haolin Chen, Zepeng He, Runcheng Tan, Hong Liu, Zhenfu Wen, Yi Shi, Zhijia Liu, Yongming Chen.  (2024)  A versatile gemini amphiphile-based platform with STING-activating properties for efficient gene delivery into dendritic cells.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.154513]