49508

Supelco

Sinapic acid

matrix substance for MALDI-MS, ≥99.5%, Ultra pure

Synonym(s):
Sinapinic acid, 3,5-Dimethoxy-4-hydroxycinnamic acid, 4-Hydroxy-3,5-dimethoxy-cinnamic acid
Empirical Formula (Hill Notation):
C11H12O5
CAS Number:
Molecular Weight:
224.21
Beilstein/REAXYS Number:
2699118
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

grade

matrix substance for MALDI-MS

assay

≥99.5% (HPLC)
≥99.5%

analyte chemical class(es)

dendrimers, fullerenes, peptides, proteins

application(s)

MALDI-MS: suitable

mp

~202 °C

solubility

dioxane: 1 g/10 mL at hot, clear, faintly yellow to yellow

cation traces

Al: ≤1 mg/kg
Ba: ≤1 mg/kg
Ca: ≤2 mg/kg
Cd: ≤1 mg/kg
Co: ≤1 mg/kg
Cr: ≤1 mg/kg
Cu: ≤1 mg/kg
Fe: ≤1 mg/kg
K: ≤2 mg/kg
Li: ≤1 mg/kg
Mg: ≤1 mg/kg
Mn: ≤1 mg/kg
Na: ≤2 mg/kg
Ni: ≤1 mg/kg
Sr: ≤1 mg/kg
Zn: ≤1 mg/kg

suitability

in accordance for UV test

SMILES string

COc1cc(\C=C\C(O)=O)cc(OC)c1O

InChI

1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3+

InChI key

PCMORTLOPMLEFB-ONEGZZNKSA-N

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General description

Sinapic acid is one of the 4 most common hydroxycinnamic acids. It is widespread in the plant kingdom (vegetables, fruits, oilseed crops, cereal grains and medicinal plants, and some spices). It is mostly found in the form of esters, but may exist in the free form too.

Biochem/physiol Actions

On removal of amino group from phenylalanine, catalysing with enzyme phenylalanine ammonia-lyase forms cinnamic acid. The precursor of hydroxycinnamates is produced after hydroxylation of benzene ring. One of the precursors produced is sinapic acid. Sinapic acid exhibits antimicrobial, antioxidant, anticancer, anti-inflammatory, and anti-anxiety activity. Sinapine (sinapoyl choline) has been acknowledged as an acetylcholinesterase inhibitor, making it therapeutically applicable in treatment of various diseases. 4-Vinylsyringol (a decarboxylation product of sinapic acid) is a potent antimutagenic and antioxidative agent, involved in suppressing the induction of inflammatory cytokines and carcinogenesis. Owing to their anti-oxidative activity, these compounds have been considered to be potentially employed in the pharmaceutical industry, cosmetics and food processing.
Sinapic acid was suitable as phenolic standard for HPLC analysis in determination of Sinapic acid derivatives in Canola extracts. 10 g/L of sinapinic acid with solvent was suitable as matrix for ultraviolet laser desorption mass spectrometric determination of proteins. It was also suitable to use as matrix for MALDI-TOFMS and MALDI-ion mobility-TOFMS to determine phospholipids in tissue.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Sinapic acid and its derivatives: natural sources and bioactivity.
Niciforovic, Neda, and Helena Abramovic
Comprehensive Reviews in Food Science and Food Safety, 13 (1), 34-51 (2014)
Cinnamic acid derivatives as matrices for ultraviolet laser desorption mass spectrometry of proteins.
Beavis, Ronald C., Brain T. Chait, and H. M. Fales.
Rapid Communications in Mass Spectrometry, 3 (12), 432-435 (1989)
Determination of sinapic acid derivatives in canola extracts using high-performance liquid chromatography.
Khattab, Rabie, et al.
Journal of the American Oil Chemists' Society, 87 (2), 147-155 (2010)
Direct tissue analysis of phospholipids in rat brain using MALDI-TOFMS and MALDI-ion mobility-TOFMS
Jackson SN, Wang HY, Woods AS, Ugarov M, Egan T, Schultz JA.
Journal of the American Society For Mass Spectrometry, 16 (2), 133-138 (2005)
Climate change and crops
Singh, S. N., ed.
Springer Science & Business Media (2009)
Articles
One of the most important aspects of our ultra-pure MALDI matrix substances is their ability to dissolve rapidly and completely; a brief vortex mixing is typically sufficient.
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