Sinapinic acid

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Sinapinic acid
Sinapinic acid
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers
CAS number 530-59-6 YesY
PubChem 637775
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style="background: #F8EABA; text-align: center;" colspan="2" | Properties
Molecular formula C11H12O5
Molar mass 224.21 g/mol
Exact mass 224.068473
Melting point

203-205 °C (decomposes)

Solubility in THF, ethanol, methanol THF 0.45 M, ethanol 0.79 M, methanol 1.04 M [1]
 YesY (what is this?)  (verify)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Sinapinic acid, or sinapic acid (Sinapine - Origin: L. Sinapi, sinapis, mustard, Gr., cf. F. Sinapine.) , is a small naturally occurring carboxylic acid. It is a member of the phenylpropanoid family. It is a commonly used matrix in MALDI mass spectrometry.[2][3] It is a useful matrix for a wide variety of peptides and proteins. It serves well as a matrix for MALDI due to its ability to absorb laser radiation and to also donate protons (H+) to the analyte of interest.

Sinapic acid can form dimers with itself (one structure) and ferulic acid (three different structures) in cereal cell walls and therefore may have a similar influence on cell-wall structure to that of the diferulic acids.[4]

See also

References

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de:Sinapinsäure

fr:Acide sinapique pt:Ácido sinapínico ru:Синапиновая кислота

sv:Sinapinsyra
  1. Solubility of sinapinic acid in non-aqueous solvents.
  2. Beavis RC, Chait BT (1989). "Matrix-assisted laser-desorption mass spectrometry using 355 nm radiation". Rapid Commun. Mass Spectrom. 3 (12): 436–9. doi:10.1002/rcm.1290031208. PMID 2520224. 
  3. Beavis RC, Chait BT (1989). "Cinnamic acid derivatives as matrices for ultraviolet laser desorption mass spectrometry of proteins". Rapid Commun. Mass Spectrom. 3 (12): 432–5. doi:10.1002/rcm.1290031207. PMID 2520223. 
  4. Bunzel M, Ralph J, Kim H, Lu F, Ralph SA, Marita JM, Hatfield RD, Steinhart H (2003). "Sinapate dehydrodimers and sinapate-ferulate heterodimers in cereal dietary fibre". J. Agric. Food Chem. 51 (5): 1427–1434. doi:10.1021/jf020910v. PMID 12590493.