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3-(allylsulphinyl)-L-alanine

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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
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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
pka
1.88±0.10(Predicted)
color 
White to light yellow
BRN 
1724805
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
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3-(allylsulphinyl)-L-alanine Usage And Synthesis

Description

Alliin 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.

Uses

(±)-L-Alliin has been used in nutrient broth No. 2 (NB2) for determining the concentrations of garlic-derived products active against Clostridium jejuni.

Uses

rac-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.

Definition

ChEBI: 3-(Allylsulphinyl)-L-alanine is a L-alpha-amino acid.

General Description

Alliin is the precursor of allicin.

Biochem/physiol Actions

S-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 Supplier

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