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SMB01383

Sigma-Aldrich

PhIP

≥95% (HPLC)

Synonym(s):

2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine

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About This Item

Empirical Formula (Hill Notation):
C13H12N4
CAS Number:
105650-23-5
Molecular Weight:
224.26
MDL number:
MFCD00210745
UNSPSC Code:
12352100
NACRES:
NA.28

biological source

synthetic

Quality Level

200

Assay

≥95% (HPLC)

form

solid

shipped in

2-8°C

storage temp.

2-8°C

SMILES string

NC1=NC2=NC=C(C3=CC=CC=C3)C=C2N1C

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General description

PhIP (2-Amino-1-methyl-6-phenylimidazo(4,5-b)pyridine) is a dietary genotoxic carcinogen formed in heat processed meat and fish via the Maillard reaction. PhIP is a primary metabolite activated by CYP1A2 and N-acetyltransferase 1 or sulfotransferase to DNA reactive metabolite.

Biochem/physiol Actions

Carcinogen developed in grilled meats. Induces breast and colon cancer in rats.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335,H351

Hazard Classifications

Acute Tox. 3 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000230035

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The prevalent cancer predisposition Lynch syndrome (LS, OMIM #120435) is caused by an inherited heterozygous defect in any of the four core DNA mismatch repair (MMR) genes MSH2, MSH6, MLH1 or PMS2. MMR repairs errors by the replicative DNA polymerases
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At this point in time, the evidence of a link between well-done meat intake and the incidence of cancer is stronger than it was 20 years ago. Several cohort and case-control studies have confirmed this evidence, and have shown a
Shambhunath Choudhary et al.
Carcinogenesis, 33(4), 876-885 (2012-02-07)
More than 85% of breast cancers are sporadic and attributable to long-term exposure to environmental carcinogens, such as those in the diet, through a multistep disease process progressing from non-cancerous to premalignant and malignant stages. The chemical carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)

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