Part:BBa_K5059001
TDH3-AAS-TPS1
This is a composite part that integrates a strong constitutive promoter (BBa_K124002), Kozak sequence (BBa_K165002), Team Cornell's BBA_K5059000 BioBrick that encodes for alpha-amyrin synthase (AAS), and a strong terminator (BBa_K2926005). Implementing these BioBricks together allows for increased expression of AAS, outputting more alpha-amyrin for ursolic acid production.
Sequence and Features
- 10COMPATIBLE WITH RFC[10]
- 12COMPATIBLE WITH RFC[12]
- 21COMPATIBLE WITH RFC[21]
- 23COMPATIBLE WITH RFC[23]
- 25COMPATIBLE WITH RFC[25]
- 1000COMPATIBLE WITH RFC[1000]
Usage and Biology
Ursolic acid has gained traction recently as a potential therapeutic agent. Preliminary studies have been done on ursolic acid, determining its therapeutic potential for cancer, liver disease, and obesity, among other health benefits [2]. There is particular interest in ursolic acid's properties in fighting cancer, as it is an antioxidant and anti-inflammatory agent. Clinical trials are currently underway to test its use in cancer-treating drugs. However, the current method for ursolic acid extraction from fruits, such as apples and loquats, is inefficient, environmentally taxing, and expensive. By engineering S. cerevisiae to produce ursolic acid, the traditional method for its extraction can be bypassed by utilizing the pathway shown below.
Within this pathway, TDH3-AAS-TPS1 is the first enzyme required to catalyze ursolic acid production. Specifically, it catalyzes the conversion of 2,3-oxidosqualene to alpha-amyrin, which is the direct precursor for ursolic acid through the action of Cytochrome P450, which is activated via Cytochrome P450 reductase donating an electron from NADPH to it.
After designing BBA_K5059000 and BBa_K5059001, a gel confirmation was done to confirm AAS Thing 1 and AAS Thing 2 separately, which was successful, as shown below.
Next, AAS Thing 1 and AAS Thing 2 would need to be digested and ligated to form the complete AAS sequence, which would be validated with another gel confirmation.
Functionality
Catalytic Efficiency
Substrate | Product | Km (µM) | kcat (min^-1) | kcat/Km (min^-1/µM) |
---|---|---|---|---|
1. 2,3-oxidosqualene | alpha-amyrin | 50.07 | 43.4 | 0.87 |
2. alpha-amyrin | Ursolic Acid | 24.5 | 35 | 1.43 |
References
[1] Jia, N., Li, J., Zang, G., Yu, Y., Jin, X., He, Y., Feng, M., Na, X., Wang, Y., & Li, C. (2024). Engineering Saccharomyces cerevisiae for high-efficient production of ursolic acid via cofactor engineering and acetyl-CoA optimization. Biochemical Engineering Journal, 203, 109189. https://doi.org/10.1016/j.bej.2023.109189
[2] Alam, M., Ali, S., Ahmed, S., Elasbali, A. M., Adnan, M., Islam, A., Hassan, Md. I., & Yadav, D. K. (2021). Therapeutic Potential of Ursolic Acid in Cancer and Diabetic Neuropathy Diseases. International Journal of Molecular Sciences, 22(22), 12162. https://doi.org/10.3390/ijms222212162
[3] Yu, Y., Chang, P., Yu, H., Ren, H., Hong, D., Li, Z., Wang, Y., Song, H., Huo, Y., & Li, C. (2018). Productive Amyrin Synthases for Efficient α-Amyrin Synthesis in Engineered Saccharomyces cerevisiae. ACS Synthetic Biology, 7(10), 2391–2402. https://doi.org/10.1021/acssynbio.8b00176
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