Date published: 2025-10-3

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Sinapyl alcohol (CAS 537-33-7)

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Alternate Names:
4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenol
CAS Number:
537-33-7
Purity:
80%
Molecular Weight:
210.23
Molecular Formula:
C11H14O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Sinapyl alcohol, a naturally occurring phenolic compound found in various plant species, plays a role as a major component of lignin—a complex polymer responsible for providing strength and rigidity to plant cell walls. Sinapyl alcohol also serves as an intermediate in the synthesis of aromatic compounds and is utilized in the manufacturing of fuels and plastics.


Sinapyl alcohol (CAS 537-33-7) References

  1. Syntheses of two cytotoxic sinapyl alcohol derivatives and isolation of four new related compounds from Ligularia nelumbifolia.  |  Zhao, Y., et al. 2002. J Nat Prod. 65: 902-8. PMID: 12088436
  2. Preparation and relevance of a cross-coupling product between sinapyl alcohol and sinapyl p-hydroxybenzoate.  |  Lu, F., et al. 2004. Org Biomol Chem. 2: 2888-90. PMID: 15480449
  3. Anti-inflammatory and antinociceptive effects of sinapyl alcohol and its glucoside syringin.  |  Choi, J., et al. 2004. Planta Med. 70: 1027-32. PMID: 15549657
  4. Design, synthesis, and SAR analysis of cytotoxic sinapyl alcohol derivatives.  |  Zou, HB., et al. 2006. Bioorg Med Chem. 14: 2060-71. PMID: 16303311
  5. A potential role for sinapyl p-coumarate as a radical transfer mechanism in grass lignin formation.  |  Hatfield, R., et al. 2008. Planta. 228: 919-28. PMID: 18654797
  6. Single-conformation ultraviolet and infrared spectra of jet-cooled monolignols: p-coumaryl alcohol, coniferyl alcohol, and sinapyl alcohol.  |  Rodrigo, CP., et al. 2011. J Am Chem Soc. 133: 2632-41. PMID: 21294542
  7. Syringyl lignin is unaltered by severe sinapyl alcohol dehydrogenase suppression in tobacco.  |  Barakate, A., et al. 2011. Plant Cell. 23: 4492-506. PMID: 22158465
  8. In vitro analysis of the monolignol coupling mechanism using dehydrogenative polymerization in the presence of peroxidases and controlled feeding ratios of coniferyl and sinapyl alcohol.  |  Moon, SJ., et al. 2012. Phytochemistry. 82: 15-21. PMID: 22884779
  9. Sinapyl alcohol derivatives from the lipo-soluble part of Dichrocephala benthamii C. B. Clarke.  |  Tian, X., et al. 2013. Molecules. 18: 1720-7. PMID: 23434858
  10. Enzymatic and metabolic engineering for efficient production of syringin, sinapyl alcohol 4-O-glucoside, in Arabidopsis thaliana.  |  Chu, Y., et al. 2014. Phytochemistry. 102: 55-63. PMID: 24667164
  11. Biomimetic oxidative coupling of sinapyl acetate by silver oxide: preferential formation of β-O-4 type structures.  |  Kishimoto, T., et al. 2015. J Agric Food Chem. 63: 2277-83. PMID: 25654327
  12. Lignin biosynthesis and its integration into metabolism.  |  Vanholme, R., et al. 2019. Curr Opin Biotechnol. 56: 230-239. PMID: 30913460
  13. Correction: EPR imaging of sinapyl alcohol and its application to the study of plant cell wall lignification.  |  Simon, C., et al. 2021. Chem Commun (Camb). 57: 404. PMID: 33393953
  14. BEL1-like Homeodomain Protein BLH6a Is a Negative Regulator of CAl5H2 in Sinapyl Alcohol Monolignol Biosynthesis in Poplar.  |  Wang, Q., et al. 2021. Front Plant Sci. 12: 695223. PMID: 34249068
  15. Corrigendum: BEL1-like Homeodomain Protein BLH6a Is a Negative Regulator of CAld5H2 in Sinapyl Alcohol Monolignol Biosynthesis in Poplar.  |  Wang, Q., et al. 2021. Front Plant Sci. 12: 761291. PMID: 34567055

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Sinapyl alcohol, 100 mg

sc-236884
100 mg
$306.00