3-(allylsulphinyl)-L-alanine

3-(allylsulphinyl)-L-alanine Basic information
Product Name:3-(allylsulphinyl)-L-alanine
Synonyms:3-(allylsulphinyl)-L-alanine;Einecs 241-773-6;L-Alanine, 3-(2-propenylsulfinyl)-;Alliin (Mixture of DiastereoMers);rac-Alliin;ACSO;(+/-)-L-ALLIIN, >=90% (HPLC);L-Cysteine, S-2-propen-1-yl-, S-oxide
CAS:17795-26-5
MF:C6H11NO3S
MW:177.22
EINECS:241-773-6
Product Categories:Amino Acids & Derivatives, Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds
Mol File:17795-26-5.mol
3-(allylsulphinyl)-L-alanine Structure
3-(allylsulphinyl)-L-alanine Chemical Properties
Boiling point 416.1±45.0 °C(Predicted)
density 1.354±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility PBS (pH 7.2): 10 mg/ml
form A crystalline solid
pka1.88±0.10(Predicted)
BRN 1724805
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26
WGK Germany 3
MSDS Information
3-(allylsulphinyl)-L-alanine Usage And Synthesis
DescriptionAlliin is a cysteine sulfoxide constituent of garlic that is converted by alliinase to allicin, which imparts its pungent aroma and flavor. Alliin exhibits anti-cancer, anti-microbial, anti-hypertensive, cardioprotective, and anti-oxidant activities. It has been shown to inhibit squalene monooxygenase, a rate-limiting step in the downstream pathway of cholesterol biosynthesis, with an IC50 value of 120 μM.
Usesrac-Alliin has shown notable preventive effects on cardiac marker enzymes and lipids in isoproterenol-induced myocardial injury. rac-Alliin is also known to exhibit anticancer, antimicrobial, antihypertensive, antioxidant activities.
Uses(±)-L-Alliin has been used in nutrient broth No. 2 (NB2) for determining the concentrations of garlic-derived products active against Clostridium jejuni.
DefinitionChEBI: 3-(Allylsulphinyl)-L-alanine is a L-alpha-amino acid.
General DescriptionAlliin is the precursor of allicin.
Biochem/physiol ActionsS-Allyl-L-cysteine ((±)-L-Alliin) (SAC) may be used to study its potential as an anti-Alzheimer′s factor. SAC has been shown to increase cell proliferation and neuroblast differentiation by increasing 5-HT(1A) and provide antioxidative benefit to neurons and synapses.
3-(allylsulphinyl)-L-alanine Preparation Products And Raw materials
S-Allyl-D-cysteine 3-(ethylsulfinyl)propanoic acid 3-(allylsulphinyl)-L-alanine

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