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L-(+)-Alliin

L-(+)-Alliin

Product ID A4443
Cas No. 556-27-4
Purity ≥98%
Product Unit SizeCostQuantityStock
5 mg $115.40 In stock
10 mg $197.40 In stock
25 mg $387.20 In stock
50 mg $657.20 In stock
100 mg $1,176.50 In stock
Bulk Quote

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  • Product Info
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  • References
  • Description
  • Product Info
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  • Downloads
  • References
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Description

L-(+)-Alliin is a cysteine derivative originally found in Allium sativum (garlic); it exhibits anti-inflammatory, neuromodulatory, anti-diabetic, anti-hyperlipidemic, antioxidative, cardioprotective, and anti-angiogenic activities; it is the optically active and orally bioavailable isomer of alliin. In adipocytes, L-alliin inhibits LPS-stimulated activation of ERK1/2 and increases in inflammatory signaling. In animal models of myocardial infarction, L-alliin increases activity of superoxide dismutase, glutathione peroxidase, catalase, and glutathione-S-transferase. L-Alliin also activates NMDA-R subunits NR2A and NR2B. In diabetic rats, this compound decreases levels of LDL, VLDL, glucose, triglycerides, total cholesterol, and total lipids. Additionally, L-alliin inhibits VEGF-induced angiogenesis and FGF2 and VEGF secretion in fibrosarcoma cells.

Product Info

Cas No.

556-27-4

Purity

≥98%

Formula

C6H11NO3S

Formula Wt.

177.22

Chemical Name

3-[(S)-2-Propenylsulfinyl]-L-alanine

IUPAC Name

(2R)-2-amino-3-[(S)-prop-2-enylsulfinyl]propanoic acid

Synonym

S-Allyl-L-cysteine sulfoxide, 3-(Allylsulfinyl)alanin, Alliin, EINECS 209-118-9, S-Allyl-L-cysteine-S-oxide

Melting Point

164-166°C

Solubility

Soluble in water, PBS (10 mg/mL). Insoluble in ethanol, or acetone.

Appearance

Colorless crystalline solid

Shipping and Storage

Store Temp

-20°C

Ship Temp

Ambient

Downloads

MSDS

A4443 MSDS PDF

Info Sheet

A4443 Info Sheet PDF

Brochures

Natural Products Flyer

References

Ieong Tou W, Chang SS, Wu D, et al. Molecular level activation insights from a NR2A/NR2B agonist. J Biomol Struct Dyn. 2014;32(5):683-93. PMID: 23600691.

Quintero-Fabián S, Ortuño-Sahagún D, Vázquez-Carrera M, et al. Alliin, a garlic (Allium sativum) compound, prevents LPS-induced inflammation in 3T3-L1 adipocytes. Mediators Inflamm. 2013;2013:381815. PMID: 24453416.

Nasim SA, Dhir B, Kapoor R, et al. Alliin obtained from leaf extract of garlic grown under in situ conditions possess higher therapeutic potency as analyzed in alloxan-induced diabetic rats. Pharm Biol. 2011 Apr;49(4):416-21. PMID: 21391887.

Sangeetha T, Darlin Quine S. Preventive effect of S-allyl cysteine sulphoxide (Alliin) on mitochondrial dysfunction in normal and isoproterenol induced cardiotoxicity in male Wistar rats: a histopathological study. Mol Cell Biochem. 2009 Aug;328(1-2):1-8. PMID: 19262997.

Mousa AS, Mousa SA. Anti-angiogenesis efficacy of the garlic ingredient alliin and antioxidants: role of nitric oxide and p53. Nutr Cancer. 2005;53(1):104-10. PMID: 16351512.

Custom Order

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