A mutagenic heterocyclic amine

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Environmental Toxicology

Research Area

2-Amino-9H-pyrido[2,3-b]indole

Name: 2-Amino-9H-pyrido[2,3-b]indole
Brand: -

Item No. 42114

2-Amino-9H-pyrido[2,3-b]indole (AαC, 2-Amino-α-Carboline, CAS Number: 26148-68-5)

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)

Technical Information

Formal Name

9H-pyrido[2,3-b]indol-2-amine

CAS Number

26148-68-5

Synonyms

AαC
2-Amino-α-Carboline

Molecular Formula

C₁₁H₉N₃

Formula Weight

183.2

Purity

≥98%

Formulation

A solid

Solubility(Learn about Variance in Solubility)

DMSO: Soluble: ≥10 mg/ml

SMILES

NC1=CC=C2C(NC3=C2C=CC=C3)=N1

InChi Code

InChI=1S/C11H9N3/c12-10-6-5-8-7-3-1-2-4-9(7)13-11(8)14-10/h1-6H,(H3,12,13,14)

InChi Key

FJTNLJLPLJDTRM-UHFFFAOYSA-N

Shipping & Storage Information

Storage

-20°C

Shipping

Room temperature in continental US; may vary elsewhere

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5 mg

$87

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10 mg

$165

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25 mg

$326

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50 mg

$479

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Product Description

2-Amino-9H-pyrido[2,3-b]indole (AαC) is a mutagenic heterocyclic amine that has been found in cooked foods.¹ It is mutagenic to S. typhimurium in the Ames test and induces sister chromatid exchanges (SCEs) in NL3 lymphoblastoid cells.^1,2 Dietary administration of AαC (0.08%) induces hepatic and blood vessel tumor formation in mice.³ It has also been found in the urine of cigarette smokers.⁴

WARNING This product is not for human or veterinary use.

References & Product Citations

Product Description References

1. Yoshida, D., Matsumoto, T., and Nishigata, H. Effect of heating methods on mutagenic activity and yield of mutagenic compounds in pyrolysis products of protein. Arg. Biol. Chem. 44(2), 253-255 (1979).

2. Tohda, H., Oikawa, A., Kawachi, T., et al. Induction of sister-chromatid exchanges by mutagens from amino acid and protein pyrolysates. Mutat. Res. 77(1), 65-69 (1980).

3. Ohgaki, H., Matsukura, N., Morino, K., et al. Carcinogenicity in mice of mutagenic compounds from glutamic acid and soybean globulin pyrolysates. Carcinogenesis 5(6), 815-819 (1984).

4. Turesky, R.J., Yuan, J.M., Wang, R., et al. Tobacco smoking and urinary levels of 2-amino-9H-pyrido[2,3-b]indole in men of Shanghai, China. Cancer Epidemiol. Biomarkers Prev. 16(8), 1554-1560 (2007).

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