Sinapinic acid
Sinapinic acid | |
---|---|
Sinapinic acid | |
3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid | |
Other names Sinapinic acid Sinapic acid 3,5-Dimethoxy-4-hydroxycinnamic acid 4-Hydroxy-3,5-dimethoxycinnamic acid | |
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
CAS number | 530-59-6 |
PubChem | 637775 |
SMILES | Script error: No such module "collapsible list". |
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] |
(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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fr:Acide sinapique pt:Ácido sinapínico ru:Синапиновая кислота
sv:Sinapinsyra- ↑ Solubility of sinapinic acid in non-aqueous solvents.
- ↑ 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.
- ↑ 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.
- ↑ 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.