2-AAF

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 208241

CAS#: 53-96-3

Description: 2-Acetylaminofluorene (2-AAF) is a carcinogenic and mutagenic derivative of fluorene. It is used as a biochemical tool in the study of carcinogenesis. Studies have shown that it induces tumors in a number of species in the liver, bladder, and kidney. It is thought that 2-AAF-DNA adduct formation leads to mutation, and eventually tumor formation

Chemical Structure

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2-AAF
CAS# 53-96-3
Instruction

Theoretical Analysis

MedKoo Cat#: 208241
Name: 2-AAF
CAS#: 53-96-3
Chemical Formula: C15H13NO
Exact Mass: 223.10
Molecular Weight: 223.230
Elemental Analysis: C, 80.69; H, 5.87; N, 6.27; O, 7.17

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: 2AAF, 2-AA-F, 2A-AF, 2-Acetylaminofluorene; N-2-Fluorenylacetamide

IUPAC/Chemical Name: N-2-Fluorenylacetamide

InChi Key: CZIHNRWJTSTCEX-UHFFFAOYSA-N

InChi Code: InChI=1S/C15H13NO/c1-10(17)16-13-6-7-15-12(9-13)8-11-4-2-3-5-14(11)15/h2-7,9H,8H2,1H3,(H,16,17)

SMILES Code: CC(NC1=CC(CC2=C3C=CC=C2)=C3C=C1)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 223.23 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Cienfuegos JA, Rotellar F, Valenti V. Hepatocyte transplantation. Rev Esp Enferm Dig. 2019 Nov;111(11):896-897. doi: 10.17235/reed.2019.6270/2019. PMID: 31663360.

2: Downs TR, Arlt VM, Barnett BC, Posgai R, Pfuhler S. Effect of 2-acetylaminofluorene and its genotoxic metabolites on DNA adduct formation and DNA damage in 3D reconstructed human skin tissue models. Mutagenesis. 2021 Apr 28;36(1):63-74. doi: 10.1093/mutage/gez044. PMID: 31816077; PMCID: PMC8081378.

3: Nafisi S, Bonsaii M, Alexis V, Glick J. Binding of 2-acetylaminofluorene to DNA. DNA Cell Biol. 2011 Nov;30(11):955-62. doi: 10.1089/dna.2011.1229. Epub 2011 Jun 13. PMID: 21668357.

4: National Toxicology Program. 2‑Acetylaminofluorene. Rep Carcinog. 2011;12:24-5. PMID: 21829238.

5: Lin M, Sun P, Zhang G, Xu X, Liu G, Miao H, Yang Y, Xu H, Zhang L, Wu P, Li M. Vitamin K2-enhanced liver regeneration is associated with oval cell expansion and up-regulation of matrilin-2 expression in 2-AAF/PH rat model. Curr Mol Med. 2014 Mar;14(3):361-9. doi: 10.2174/1566524013666131118113017. PMID: 24236453.

6: Dayanidhi PD, Vaidyanathan VG. Understanding the ancillary ligand effect on luminescent cyclometalated Ir(III) complex as a reporter for 2-acetylaminofluorene DNA(AAF-dG) adduct. J Biol Inorg Chem. 2022 Feb;27(1):189-199. doi: 10.1007/s00775-021-01920-5. Epub 2021 Nov 29. PMID: 34843001.

7: Jenkins GJ, Parry JM. Restriction site mutation (RSM) analysis of 2-acetylaminofluorene (2-AAF)-induced mouse liver mutations and comparison with the measurement of in vivo micronucleus induction in the bone marrows of (2-AAF)-treated mice. Teratog Carcinog Mutagen. 2000;20(3):107-17. doi: 10.1002/(sici)1520-6866(2000)20:3<107::aid-tcm2>3.0.co;2-8. PMID: 10820421.

8: Hoogervorst EM, van Oostrom CT, Beems RB, van Benthem J, van den Berg J, van Kreijl CF, Vos JG, de Vries A, van Steeg H. 2-AAF-induced tumor development in nucleotide excision repair-deficient mice is associated with a defect in global genome repair but not with transcription coupled repair. DNA Repair (Amst). 2005 Jan 2;4(1):3-9. doi: 10.1016/j.dnarep.2004.08.009. PMID: 15533832.

9: 2-Acetylaminofluorene. Rep Carcinog. 2004;11:III3-4. PMID: 21089793.

10: Verna L, Whysner J, Williams GM. 2-Acetylaminofluorene mechanistic data and risk assessment: DNA reactivity, enhanced cell proliferation and tumor initiation. Pharmacol Ther. 1996;71(1-2):83-105. doi: 10.1016/0163-7258(96)00063-0. PMID: 8910950.