alpha-Cyano-4-hydroxycinnamic acid

α-Cyano-4-hydroxycinnamic acid, also written as alpha-cyano-4-hydroxycinnamic acid and abbreviated CHCA or HCCA, is a cinnamic acid derivative and is a member of the phenylpropanoid family.

α-Cyano-4-hydroxycinnamic acid
Names
IUPAC name
(E)-2-cyano-3-(4-hydroxyphenyl)prop-2-enoate
Other names
alpha-cyano-4-hydroxycinnamic acid
alpha-cyano-4-hydroxycinnamate
2-cyano-4-hydroxycinnamate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.044.421
Properties
C10H7NO3
Molar mass 189.170 g·mol−1
Appearance Yellow powder
Melting point 245 to 250 °C (473 to 482 °F; 518 to 523 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Matrix-assisted laser desorption/ionization

α-Cyano-4-hydroxycinnamic acid is used as a matrix for peptides and nucleotides in MALDI mass spectrometry analyses.[1][2]

See also

References

  1. Beavis, R. C.; Chaudhary, T.; Chait, B. T. (1992). "-α-Cyano-4-hydroxycinnamic acid as a matrix for matrix-assisted laser desorption mass spectrometry". Org. Mass Spectrom. 27 (2): 156–8. doi:10.1002/oms.1210270217.
  2. Franz Hillenkamp; Jasna Peter-Katalinic (3 October 2013). MALDI MS: A Practical Guide to Instrumentation, Methods and Applications. Wiley. pp. 110–. ISBN 978-3-527-67373-5.
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