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Allyl D-Glucuronate (CAS 188717-04-6)

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Application:
Allyl D-Glucuronate is a compound used in the synthesis of 1 b-O-acyl glucuronides
CAS Number:
188717-04-6
Molecular Weight:
234.20
Molecular Formula:
C9H14O7
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Allyl D-Glucuronate is an intriguing chemical utilized predominantly in biochemical research focusing on glycosaminoglycan (GAG) biosynthesis and modification. Its primary mechanism of action is based on its structural similarity to natural sugar substrates, which allows it to interact specifically with various enzymes involved in the GAG biosynthetic pathways. This chemical serves as a mimic of the natural substrates, making it a valuable tool for probing enzyme specificity and function in vitro. Researchers employ Allyl D-Glucuronate extensively to study the enzymatic processes involved in the synthesis and modification of GAG chains, crucial for understanding fundamental cellular processes such as cell signaling and molecular recognition. In the realm of biochemical research, Allyl D-Glucuronate has been pivotal in the investigation of uridine diphosphate (UDP)-glucuronosyltransferases (UGTs), a class of enzymes that catalyze the transfer of glucuronic acid to small hydrophobic molecules. This interaction is vital for the modification of xenobiotics and also plays a role in the metabolism of endogenous substances. By integrating Allyl D-Glucuronate in experimental setups, scientists can dissect the kinetics and substrate specificities of these enzymes more effectively. Additionally, this chemical has facilitated the exploration of other glucuronidation reactions, aiding in the elucidation of complex biochemical pathways.


Allyl D-Glucuronate (CAS 188717-04-6) References

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  2. Enzymatic degradation of lignin-carbohydrate complexes (LCCs): model studies using a fungal glucuronoyl esterase from Cerrena unicolor.  |  d'Errico, C., et al. 2015. Biotechnol Bioeng. 112: 914-22. PMID: 25425346
  3. Synthesis of deleobuvir, a potent hepatitis C virus polymerase inhibitor, and its major metabolites labeled with carbon-13 and carbon-14.  |  Latli, B., et al. 2015. J Labelled Comp Radiopharm. 58: 250-60. PMID: 25964148
  4. A glucuronoyl esterase from Acremonium alcalophilum cleaves native lignin-carbohydrate ester bonds.  |  Arnling Bååth, J., et al. 2016. FEBS Lett. 590: 2611-8. PMID: 27397104
  5. Biochemical Characterization of a Family 15 Carbohydrate Esterase from a Bacterial Marine Arctic Metagenome.  |  De Santi, C., et al. 2016. PLoS One. 11: e0159345. PMID: 27433797
  6. Comparing the immunogenicity of glycosidase-directed resiquimod prodrugs mediated by cancer cell metabolism.  |  Ryan, AT., et al. 2020. Acta Pharmacol Sin. 41: 995-1004. PMID: 32451412
  7. A convenient synthesis of β-acyl glucuronides  |  Juteau, Hélène, Yves Gareau, and Marc Labelle. 1997. etrahedron letters. 38: 1481-1484.
  8. The practical synthesis of β-acyl glucuronides by using allyl 2, 3, 4-tri-(O-allyloxycarbonyl)-d-glucuronate and 1-chloro-N, N, 2-trimethyl-1-propenylamine  |  Nagao, Muneki, Masashi Suzuki, and Yasuo Takano. 2016. Tetrahedron Letters. 57: 3339-3343.
  9. Identification of multiple components in deep eutectic solvent extract of Acanthopanax senticosus root by ultra-high-performance liquid chromatography with quadrupole orbitrap mass spectrometry.  |  Shi, X., Yang, Y., Ren, H., Sun, S., ting Mu, L., Chen, X., Wang, Y., Zhang, Y., hong Wang, L. and Sun, C. 2020. Phytochemistry letters. 35: 175-185.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Allyl D-Glucuronate, 100 mg

sc-221240
100 mg
$280.00