The DOI matches its Crossref record; 35 of the 35 references it cites were found in a registry or an index.
Cytochrome P450 CYP79A2 from Arabidopsis thaliana L. Catalyzes the Conversion of l-Phenylalanine to Phenylacetaldoxime in the Biosynthesis of Benzylglucosinolate
Open accessAbstract
Glucosinolates are natural plant products gaining increasing interest as cancer-preventing agents and crop protectants. Similar to cyanogenic glucosides, glucosinolates are derived from amino acids and have aldoximes as intermediates. We report cloning and characterization of cytochrome P450 CYP79A2 involved in aldoxime formation in the glucosinolate-producing Arabidopsis thaliana L. The CYP79A2 cDNA was cloned by polymerase chain reaction, and CYP79A2 was functionally expressed in Escherichia coli. Characterization of the recombinant protein shows that CYP79A2 is an N-hydroxylase converting L-phenylalanine into phenylacetaldoxime, the precursor of benzylglucosinolate. Transgenic A. thaliana constitutively expressing CYP79A2 accumulate high levels of benzylglucosinolate. CYP79A2 expressed in E. coli has a K(m) of 6.7 micromol liter(-1) for L-phenylalanine. Neither L-tyrosine, L-tryptophan, L-methionine, nor DL-homophenylalanine are metabolized by CYP79A2, indicating that the enzyme has a narrow substrate specificity. CYP79A2 is the first enzyme shown to catalyze the conversion of an amino acid to the aldoxime in the biosynthesis of glucosinolates. Our data provide the first conclusive evidence that evolutionarily conserved cytochromes P450 catalyze this step common for the biosynthetic pathways of glucosinolates and cyanogenic glucosides. This strongly indicates that the biosynthesis of glucosinolates has evolved based on a cyanogenic predisposition.
Overview
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Citations
Cites
Floral dip: a simplified method forAgrobacterium‐mediated transformation ofArabidopsis thaliana
Clough, S. J., & Bent, A. F. (1998) · The Plant Journal · doi:10.1046/j.1365-313x.1998.00343.x · Cited by 21,934
The Carbon Monoxide-binding Pigment of Liver Microsomes
Omura, T., & Sato, R. (1964) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(20)82244-3 · Cited by 11,781
Zhang, Y., Talalay, P., Cho, C. G., & Posner, G. H. (1992) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.89.6.2399 · Cited by 1,682
The small, versatilepPZP family ofAgrobacterium binary vectors for plant transformation
Hajdukiewicz, P., Svab, Z., & Maliga, P. (1994) · Plant Molecular Biology · doi:10.1007/bf00014672 · Cited by 1,525
Fahey, J. W., Zhang, Y., & Talalay, P. (1997) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.94.19.10367 · Cited by 1,376
Glucosinolates and their breakdown products in food and food plants
Fenwick, G. R., Heaney, R. K., Mullin, W. J., & VanEtten, C. H. (1983) · C R C Critical Reviews in Food Science and Nutrition · doi:10.1080/10408398209527361 · Cited by 1,320
Hebsgaard, S. (1996) · Nucleic Acids Research · doi:10.1093/nar/24.17.3439 · Cited by 821
Zambryski, P., Joos, H., Genetello, C., Leemans, J., Van Montagu, M., & Schell, J. (1983) · The EMBO Journal · doi:10.1002/j.1460-2075.1983.tb01715.x · Cited by 790
Barnes, H. J., Arlotto, M. P., & Waterman, M. R. (1991) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.88.13.5597 · Cited by 558
A set of plant expression vectors for transcriptional and translational fusions
Töpfer, R., Matzeit, V., Gronenborn, B., Schell, J., & Steinbiss, H.-H. (1987) · Nucleic Acids Research · doi:10.1093/nar/15.14.5890 · Cited by 445
Cited by
Biosynthesis of glucosinolates – gene discovery and beyond
Sønderby, I. E., Geu-Flores, F., & Halkier, B. A. (2010) · Trends in Plant Science · doi:10.1016/j.tplants.2010.02.005 · Cited by 956
Self-citationThe Selaginella Genome Identifies Genetic Changes Associated with the Evolution of Vascular Plants
Banks, J. A., Nishiyama, T., Hasebe, M., Bowman, J. L., Gribskov, M., dePamphilis, C., Albert, V. A., Aono, N., Aoyama, T., Ambrose, B. A., et al. (2011) · Science · doi:10.1126/science.1203810 · Cited by 868
Mikkelsen, M. D., Hansen, C. H., Wittstock, U., & Halkier, B. A. (2000) · Journal of Biological Chemistry · doi:10.1074/jbc.m001667200 · Cited by 454
Self-citationKim, J. H., & Jander, G. (2007) · The Plant Journal · doi:10.1111/j.1365-313x.2006.03019.x · Cited by 375
Engineering Escherichia coli for production of functionalized terpenoids using plant P450s
Chang, M. C. Y., Eachus, R. A., Trieu, W., Ro, D.-K., & Keasling, J. D. (2007) · Nature Chemical Biology · doi:10.1038/nchembio875 · Cited by 364
Metadata
- Authors
- Wittstock, U., & Halkier, B. A.
- Venue
- Journal of Biological Chemistry
- Publisher
- Elsevier BV
- Published
- 2000-05
- Volume
- 275
- Issue
- 19
- Pages
- 14659-14666
- ISSN
- 0021-9258 (ISSN-L)
- OpenAlex
- W2024012002
- Cited by
- 269
- References
- 35
- FWCI
- 4.84
- Type
- journal article
- Language
- en
- Open access
- hybrid
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
How to cite
Cite CoChat for the checks on this page, and the paper for its own findings.
- This page
- CoChat. (2026). Citation check: Cytochrome P450 CYP79A2 from Arabidopsis thaliana L. Catalyzes the Conversion of l-Phenylalanine to Phenylacetaldoxime in the Biosynthesis of Benzylglucosinolate. https://app.cochat.ai/papers/10.1074/jbc.275.19.14659
- The paper
- Wittstock, U., & Halkier, B. A. (2000). Cytochrome P450 CYP79A2 from Arabidopsis thaliana L. Catalyzes the Conversion of l-Phenylalanine to Phenylacetaldoxime in the Biosynthesis of Benzylglucosinolate. Journal of Biological Chemistry. https://doi.org/10.1074/jbc.275.19.14659
Data sources
Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
