Protein Information

Name cytochrome P450 (protein family or complex)
Synonyms cytochrome P450; cytochrome P 450; CYP450; CYP 450

Compound Information

Name DBCP
CAS 1,2-dibromo-3-chloropropane

Reference List

PubMed Abstract RScore(About this table)
7548736 Weber GL, Steenwyk RC, Nelson SD, Pearson PG: Identification of N-acetylcysteine conjugates of 1,2-dibromo-3-chloropropane: evidence for cytochrome P450 and glutathione mediated bioactivation pathways. Chem Res Toxicol. 1995 Jun;8(4):560-73.

The identification of N-acetylcysteine conjugates of DBCP provides information on GSH mediated and cytochrome P450 mediated bioactivation pathways in the expression of DBCP-induced toxicities.
113(1,2,2,3) Details
2642751 Holme JA, Soderlund EJ, Brunborg G, Omichinski JG, Bekkedal K, Trygg B, Nelson SD, Dybing E: Different mechanisms are involved in DNA damage, bacterial mutagenicity and cytotoxicity induced by 1,2-dibromo-3-chloropropane in suspensions of rat liver cells. Carcinogenesis. 1989 Jan;10(1):49-54.

From the data presented we suggest that: (i) cytochrome P-450 dependent oxidation as well as glutathione conjugation are involved in DBCP induced DNA damage, (ii) cytochrome P-450 dependent oxidation leads to formation of products mutagenic to bacteria and (iii) the cytotoxicity induced by DBCP in the liver cells in vitro is caused by oxidative damage following glutathione depletion and/or direct membrane damage.
112(1,2,2,2) Details
3277317 Omichinski JG, Soderlund EJ, Dybing E, Pearson PG, Nelson SD: Detection and mechanism of formation of the potent direct-acting mutagen 2-bromoacrolein from 1,2-dibromo-3-chloropropane. Toxicol Appl Pharmacol. 1988 Feb;92(2):286-94.

These results demonstrate that mutagenic metabolites of DBCP are formed by cytochrome P-450-mediated oxidative metabolism, and that 2-BA is a major mutagen formed.
112(1,2,2,2) Details
2364069 Pearson PG, Soderlund EJ, Dybing E, Nelson SD: Metabolic activation of 1,2-dibromo-3-chloropropane: evidence for the formation of reactive episulfonium ion intermediates. Biochemistry. 1990 May 22;29(20):4971-81.

It has been proposed that both cytochrome P-450 mediated activation and glutathione (GSH) conjugation pathways are operative in DNA damage and organotropy induced by DBCP.
31(0,1,1,1) Details
6548049 Moody DE, Clawson GA, Piper WN, Smuckler EA: Effects of 1,2-dibromo-3-chloropropane on hepatic heme synthesis. . Toxicol Appl Pharmacol. 1984 Sep 30;75(3):561-70.

Previous studies showed that 1,2-dibromo-3-chloropropane (DBCP) caused a decrease in hepatic microsomal cytochrome P-450 [D.E.
6(0,0,1,1) Details
18576369 Lam T, Vilker VL: Biodehalogenation of bromotrichloromethane and 1,2-dibromo-3-chloropropane by Pseudomonas putida PpG-786. Biotechnol Bioeng. 1987 Feb;29(2):151-9.

Biodehalogenation of 10 (-5) M concentrations of bromotrichloromethane (BTM) and 1,2-dibromo-3-chloropropane (DBCP) was studied in static cultures of Pseudomonas putida PpG-786.
The experimental cultures were prepared by growing P. putida on camphor, which is known to induce the synthesis of high concentrations of cytochrome P-450 in this bacterium.
2(0,0,0,2) Details
3537323 Miller GE, Brabec MJ, Kulkarni AP: Mutagen activation of 1,2-dibromo-3-chloropropane by cytosolic glutathione S-transferases and microsomal enzymes. J Toxicol Environ Health. 1986;19(4):503-18.

It is not clear whether glutathione (GSH) conjugation to 1,2-dibromo-3-chloropropane (DBCP) results in genotoxic activation.
Activation was proportional to cytochrome P-450 concentrations, and was diminished by exogenous GSH.
1(0,0,0,1) Details
18618691 Horowitz JB, Vilker VL: Biodegradation process development using a bacterial cytochrome in vivo. Biotechnol Bioeng. 1994 Jun 20;44(2):248-55.

Pseudomonas putida PpG786 that contains the inducible enzyme system cytochrome P-450 (cam) is considered for use as specialized biomass fore detoxification of hazardous hydrocarbons.
The test substrate 1,2-dibromochloropropane (DBCP) is used to assess the organohalide degradation activity of P.
1(0,0,0,1) Details
3393142 Omichinski JG, Brunborg G, Holme JA, Soderlund EJ, Nelson SD, Dybing E: The role of oxidative and conjugative pathways in the activation of 1,2-dibromo-3-chloropropane to DNA-damaging products in rat testicular cells. Mol Pharmacol. 1988 Jul;34(1):74-9.


The ability of 1,2-dibromo-3-chloropropane (DBCP), several methylated analogs of DBCP and perdeuterated DBCP (DBCP-D5) to cause DNA damage in isolated testicular cells from rats was measured by the alkaline elution technique.
0(0,0,0,0) Details
8242859 Simula TP, Glancey MJ, Soderlund EJ, Dybing E, Wolf CR: Increased mutagenicity of 1,2-dibromo-3-chloropropane and tris (2,3-dibromopropyl) phosphate in Salmonella TA100 expressing human glutathione S-transferases. Carcinogenesis. 1993 Nov;14(11):2303-7.


We have expressed human glutathione S-transferases GSTA1-1 and GSTP1-1 in Salmonella typhimurium TA100 in order to assess the ability of these enzymes to modulate the mutagenicity of 1,2-dibromo-3-chloropropane (DBCP) and tris (2,3-dibromopropyl) phosphate (Tris-BP).
0(0,0,0,0) Details