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Sinapic acid

Name: Sinapic acid
Brand: SIAL

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

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Synonym(s):

3,5-Dimethoxy-4-hydroxycinnamic acid, 4-Hydroxy-3,5-dimethoxy-cinnamic acid, Sinapinic acid

Empirical Formula (Hill Notation):

C₁₁H₁₂O₅

CAS Number:

530-59-6

Molecular Weight:

224.21

Beilstein:

2699118

EC Number:

208-487-3

MDL number:

MFCD00004401

PubChem Substance ID:

329757465

NACRES:

NA.21

grade

matrix substance for MALDI-MS

Quality Level

100

Assay

≥99.5% (HPLC)
≥99.5%

analyte chemical class(es)

dendrimers, fullerenes, peptides, proteins

technique(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.

related product

Product No.

Description

Pricing

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Precautionary Statements

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)

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)

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)

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)

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