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2- hydroxyamino- 1- methyl- 6- phenylimidazo(4,5- b)pyridine

directly acting genotoxic metabolite of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine

Also Known As:

2-hydroxyamino-PhIP; N-OH-PhIP; N-hydroxy-PHIP

Networked: 12 relevant articles (1 outcomes, 1 trials/studies)

Relationship Network

Bio-Agent Context: Research Results

Heterocyclic Compounds: 198
- 1-Ring Heterocyclic Compounds
  - Azoles: 2138
    - Imidazoles: 150
      - 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine: 12
  - Pyridines: 88
    - 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine: 12

Experts

1.	Arlt, Volker M: 1 article (01/2021)
2.	Bellamri, Medjda: 1 article (01/2021)
3.	Hölzl-Armstrong, Lisa: 1 article (01/2021)
4.	Kucab, Jill E: 1 article (01/2021)
5.	Luijten, Mirjam: 1 article (01/2021)
6.	Moody, Sarah: 1 article (01/2021)
7.	Phillips, David H: 1 article (01/2021)
8.	Stratton, Michael R: 1 article (01/2021)
9.	Turesky, Robert J: 1 article (01/2021)
10.	Zwart, Edwin P: 1 article (01/2021)

Related Diseases

1.	Carcinogenesis 01/01/2001 - "These observations provide the basis for using LNCaP and LNCaP-GSTP1 cells as a model system for studying the role of this enzyme in protection against N-OH-PhIP induced DNA damage in prostate carcinogenesis. " 11/01/1995 - "Our results are consistent with the notion that PhIP-DNA adduct formation and initiation of carcinogenesis in the rat mammary gland may be associated with N-hydroxylation of PhIP outside the mammary gland, transport of the N-hydroxylamine to the mammary gland and subsequent in situ O-acetyltransferase-catalyzed activation of N-hydroxy-PhIP." 09/01/2006 - "N-Acetyltransferase 2 (NAT2) catalyzes the O-acetylation of N-hydroxy heterocyclic amines such as N-hydroxy-2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (N--OH--MeIQx) and N-hydroxy-2-amino-1-methyl-6-phenylimidazo[4,5-b] pyridine (N--OH --PhIP) to DNA binding metabolites that initiate mutagenesis and carcinogenesis. "
2.	Chromosome Aberrations (Chromosome Abnormalities) 07/01/1991 - "N-Hydroxy-PhIP produced increases in MN and chromatid gaps in both UV5 and UV5P3 cell lines; chromosomal aberrations were induced in UV5P3 cells. " 10/10/2006 - "In this study, we developed a modified in vitro mutagen sensitivity assay, with activated PhIP (N-OH-PhIP) as the challenge mutagen and chromosome aberrations as the endpoint, and applied it in a pilot prostate cancer case-control study of 81 cases and 84 age and ethnicity-matched controls. "
3.	Prostatic Neoplasms (Prostate Cancer) 10/10/2006 - "In this study, we developed a modified in vitro mutagen sensitivity assay, with activated PhIP (N-OH-PhIP) as the challenge mutagen and chromosome aberrations as the endpoint, and applied it in a pilot prostate cancer case-control study of 81 cases and 84 age and ethnicity-matched controls. "
4.	Neoplasms (Cancer) 01/01/2021 - "TP53 mutations characteristic of those induced by N-OH-PhIP have been found in human tumours including breast and colorectal, which are cancer types that have been associated with PhIP exposure. " 04/15/2006 - "Within 6 weeks after injection, eight animals out of eight injected with HCEC(B[c]PhDE) or HCEC(N-OH-PhIP) cells developed tumors at the site of injection, thus demonstrating the high tumorigenic potential of the HCEC(B[c]PhDE) and HCEC(N-OH-PhIP) cell cultures. " 07/01/2001 - "Knowing the glucuronidation capacity of the specific UGT isozymes involved in PhIP and N-hydroxy-PhIP glucuronidation should help in determining the individual susceptibility to the potential cancer risk from exposure to PhIP." 01/01/1996 - "Interindividual and inter-organ differences in the further metabolism of N-hydroxy-HAs appear to be important determinants of cancer susceptibility, as does the glutathione S-transferase catalysed detoxication of esters of N-hydroxy-PhIP. "
5.	Prostatic Hyperplasia (Benign Prostatic Hyperplasia) 08/01/1999 - "Intact prostate epithelial cells prepared from benign prostatic hypertrophy tissues from two patients were incubated for 2 h with N-hydroxy derivatives of 2-amino-1-methyl-6-phenylimidazo[4, 5-b]pyridine (N-OH-PhIP) or 2-amino-3,8-dimethylimidazo[4, 5-f]quinoxaline (N-OH-MeIQx). "

Related Drugs and Biologics

1.	Enzymes
2.	2- amino- 1- methyl- 6- phenylimidazo(4,5- b)pyridine
3.	Mutagens
4.	Quinoxalines
5.	Acetyltransferases
6.	benzocycloheptapyridine
7.	hydroxide ion
8.	Hydroxylamine (Hydroxylamine Hydrochloride)
9.	Isoenzymes
10.	Glutathione Transferase (Glutathione S-Transferase)