DAF-FM DA - ≥98%(HPLC) , CAS No.254109-22-3

CAS: 254109-22-3 Cat. No.: D131469 Molecular Weight: 496.42

GRADE & PURITY ≥98%(HPLC)

Synonyms

3-Amino, 4-aminomethyl-2',7'-difluorofluorescein Diacetate | MolMap_000015 | MFCD16872050 | DAF-FM DA | J-100010 | FT-0624398 | AKOS027380925 | DAF-FM DA, >=98% (HPLC) | DAF-FM DA (cell permeable) | Daf-fm da(cell permeable) | [6'-acetyloxy-4-amino-2',7'-

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

DAF-FM diacetate is an important reagent for quantification of low concentrations of nitric oxide in solution. This compound is essentially nonfluorescent until it reacts with NO to form a fluorescent benzotriazole. With excitation/emission maxima of 495

Specifications

Synonyms

3-Amino, 4-aminomethyl-2', 7'-difluorofluorescein Diacetate | MolMap_000015 | MFCD16872050 | DAF-FM DA | J-100010 | FT-0624398 | AKOS027380925 | DAF-FM DA, >=98% (HPLC) | DAF-FM DA (cell permeable) | Daf-fm da(cell permeable) | [6'-acetyloxy-4-amino-2', 7'-

Specifications & Purity

≥98%(HPLC)

Biochemical and Physiological Mechanisms

DAF-FM DA is a cell-permeable fluorescent probe for the detection of nitric oxide (NO). DAF-2 is the original compound and is widely used, but DAF-FM and DAF-FM DA are more sensitive to nitric oxide (NO) compared with DAF-2 and more photo-stable and less

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. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%(HPLC)

Names and Identifiers

• Canonical Smiles: CC(=O)OC1=C(C=C2C(=C1)OC3=CC(=C(C=C3C24C5=C(C(=C(C=C5)NC)N)C(=O)O4)F)OC(=O)C)F
• IUPAC Name: [6'-acetyloxy-4-amino-2',7'-difluoro-5-(methylamino)-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl] acetate
• InChIKey: BEVHTVRRVVEMEF-UHFFFAOYSA-N
• INCHI: 1S/C25H18F2N2O7/c1-10(30)33-20-8-18-13(6-15(20)26)25(12-4-5-17(29-3)23(28)22(12)24(32)36-25)14-7-16(27)21(34-11(2)31)9-19(14)35-18/h4-9,29H,28H2,1-3H3
• Isomeric SMILES: CC(=O)OC1=C(C=C2C(=C1)OC3=CC(=C(C=C3C24C5=C(C(=C(C=C5)NC)N)C(=O)O4)F)OC(=O)C)F
• WGK Germany: 3
• Molecular Weight: 496.42
• Reaxy-Rn: 28981309
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=28981309&ln=

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 Tricarboxylic acids and derivatives Isobenzofurans Secondary alkylarylamines Aryl fluorides Benzenoids Vinylogous amides Amino acids and derivatives Carboxylic acid esters Lactones Oxacyclic compounds Organic oxides Carbonyl compounds Organofluorides Organopnictogen compounds Primary amines Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Diaryl ether - Benzofuranone - Isobenzofuranone - Phthalide - Isocoumaran - Isobenzofuran - Tricarboxylic acid or derivatives - Secondary aliphatic/aromatic amine - Aryl fluoride - Aryl halide - Benzenoid - Vinylogous amide - Amino acid or derivatives - Carboxylic acid ester - Lactone - Secondary amine - Oxacycle - Carboxylic acid derivative - Ether - Hydrocarbon derivative - Organohalogen compound - Organofluoride - Organic oxide - Amine - Organonitrogen compound - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Primary amine - Organooxygen compound - 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

• Sensitivity: Hygroscopic；Light sensitive
• Molecular Weight: 496.400 g/mol
• XLogP3: 3.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 496.108 Da
• Monoisotopic Mass: 496.108 Da
• Topological Polar Surface Area: 126.000 Ų
• Heavy Atom Count: 36
• Formal Charge: 0
• Complexity: 862.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Jie He, Pan Ran, Maohua Chen, Wenxiong Cao, Shuang Xie, Guiyuan Zhang, Xiaohong Li.  (2022)  Intracellular infection-responsive release of NO and peptides for synergistic bacterial eradication.  JOURNAL OF CONTROLLED RELEASE,      [PMID:36243236] [10.1016/j.jconrel.2022.10.015]

2. Yang Zheng, Jiaru Wang, Tiejian Zhao, Lei Wang, Jiahui Wang.  (2021)  Modulation of the VEGF/AKT/eNOS signaling pathway to regulate liver angiogenesis to explore the anti-hepatic fibrosis mechanism of curcumol.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:34358654] [10.1016/j.jep.2021.114480]

3. Qi Li, Shuyuan Yu, Yuxuan Wang, Hui Zhao, Ziqi Gao, Huilong Du, Huayong Yang, Luqi Shen, Hongzhao Zhou.  (2025)  Programmable embedded bioprinting for one-step manufacturing of arterial models with customized contractile and metabolic functions.  TRENDS IN BIOTECHNOLOGY,      [PMID:39779422] [10.1016/j.tibtech.2024.11.019]

4. Sixin Zhang, Han Lv, Bin Cui, Dandan Zhou.  (2025)  NO-driven Anammox systems contribute to nitrogen removal via altering nitrogen transformation pathways and microbial interactions.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.167030]