Vicianin

Vicianin
Names

IUPAC name (2R)-2-Phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyacetonitrile
Other names (R)-Vicianin 6-O-Arabinopyranosylglucopyranoside β-Vicianoside
Identifiers
CAS Number	155-57-7^Y
3D model (JSmol)	Interactive image
PubChem CID	656493
SMILES C1[C@@H]([C@@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@@H](C#N)C3=CC=CC=C3)O)O)O)O)O)O
Properties
Chemical formula	C₁₉H₂₅NO₁₀
Molar mass	427.41 g·mol⁻¹
Related compounds
Related compounds	amygdalin
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references

Vicianin is a cyanogenic disaccharide.

The enzyme vicianin beta-glucosidase uses (R)-vicianin and H₂O to produce mandelonitrile and vicianose. It is found in seeds of Vicia angustifolia.^[1]

References

↑ Ahn, Y. O.; Saino, H.; Mizutani, M.; Shimizu, B.-i.; Sakata, K. (2007). "Vicianin hydrolase is a novel cyanogenic beta-glycosidase specific to beta-vicianoside (6-O-alpha-L-arabinopyranosyl-beta-D-glucopyranoside) in seeds of Vicia angustifolia". Plant and Cell Physiology. 48 (7): 938. PMID 17548373. doi:10.1093/pcp/pcm065.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.