Enantioselectivity in Environmental Safety and Metabolism of Typical Chiral Organic Pollutants.
BACKGROUND
Understanding the enantioselectivity is critical for the assessment of environmental behavior and toxicological effect, as well as the ecological risk. As chirality is an important consideration in green chemistry, recent studies demonstrated that enantioselectivity of typical chiral organic pollutants, especially for chiral pesticides, exists in most processes such as aquatic toxicity and degradation. However, to further clarify the metabolism mechanism of enantioselectivity, especially when catalyzed by cytochrome P450 enzymes, development of computational methods is of great importance in this field.


METHODS
In this article, we reviewed many outstanding achievements around the hot field and prosperous direction for the development of chiral compounds in computational analysis. A promising combination of theoretical methods, named hybrid quantum mechanical- molecular mechanics (QM/MM), will potentially make a significant contribution to metabolism mechanism of enantioselectivity by P450s.


RESULTS
The main body was divided into two parts, we first clarified the enantioselectivity of chiral pollutants and environmental safety with twenty-two studies, and the remaining (twenty-one) were about cytochromes P450-mediated metabolism of typical chiral compounds. Furthermore, we enumerated a series of theoretical method for cytochromes P450-mediated metabolism with sixteen essays. This review illustrates the importance of the enantioselective in environmental safety, and then discussed the enantioselectivity of interactions mechanism with cytochromes P450 metabolic. Finally theoretical calculations became available and enabled various hypotheses to be tested and new solutions to be offered, especially for QM/MM methods.


CONCLUSIONS
The review emphasized importance of the enantioselectivity of typical chiral organic pollutants exists in many biological processes (such as toxicity and environmental degradation), and discusses the development of computational methods to clarify the mechanism of enantioselectivie metabolism of chiral pollutants which catalyzed by cytochrome P450 enzymes.
Fangjie
F
Guo
College of Environmental and Resource Sciences, Zhejiang University, Yuhangtang Road 866, Hangzhou 310058, China.
Jing
J
Zhang
Chenchen
C
Wang
D000818:Animals; D001673:Biodegradation, Environmental; D001711:Biotransformation; D002384:Catalysis; D003577:Cytochrome P-450 Enzyme System / Q000737:chemistry / Q000378:metabolism; D004784:Environmental Monitoring; D004785:Environmental Pollutants / Q000737:chemistry / Q000378:metabolism* / Q000633:toxicity*; D055772:Green Chemistry Technology; D015386:Hazardous Substances / Q000737:chemistry / Q000378:metabolism / Q000633:toxicity; D006801:Humans; D008962:Models, Theoretical; D009930:Organic Chemicals / Q000737:chemistry / Q000378:metabolism* / Q000633:toxicity*; D010575:Pesticides / Q000737:chemistry / Q000378:metabolism / Q000633:toxicity
D004785:Environmental Pollutants; D015386:Hazardous Substances; D009930:Organic Chemicals; D010575:Pesticides; D003577:Cytochrome P-450 Enzyme System