74264
(±)-L-Alliin
≥90% (HPLC)
Synonym(s):
ACSO, SAC, S-Allyl-L-cysteine sulfoxide
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About This Item
Empirical Formula (Hill Notation):
C6H11NO3S
CAS Number:
Molecular Weight:
177.22
Beilstein:
1724805
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
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Product Name
(±)-L-Alliin, ≥90% (HPLC)
Quality Level
Assay
≥90% (HPLC)
form
powder or crystals
color
white to faint beige
storage temp.
−20°C
SMILES string
N[C@@H](CS(=O)CC=C)C(O)=O
InChI
1S/C6H11NO3S/c1-2-3-11(10)4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-,11?/m0/s1
InChI key
XUHLIQGRKRUKPH-ITZCMCNPSA-N
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General description
Alliin is the precursor of allicin.
Constituent of garlic (Allium sativum)
Application
(±)-L-Alliin has been used in nutrient broth No. 2 (NB2) for determining the concentrations of garlic-derived products active against Clostridium jejuni.
Biochem/physiol Actions
L-Alliin (S-Allyl-L-cysteine sulfoxide) is an amino acid derived from L-cysteine. S-Allyl-L-cysteine Sulfoxide (ACSO) is an anti-atherosclerotic compound with antioxidant and anti-inflammatory activities.
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.
Sulfur-containing amino acid that is converted to allicin by alliinase. Allicin is cytotoxic to several mammalian cancer cell lines and can protect against tumor formation induced by various exogenous chemical carcinogens.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Signal Word
Warning
Hazard Statements
Precautionary Statements
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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A Rabinkov et al.
Biochimica et biophysica acta, 1379(2), 233-244 (1998-04-07)
Allicin (thio-2-propene-1-sulfinic acid S-allyl ester) is the main biologically active component of garlic clove extracts. Its biological activity was attributed to either antioxidant activity or thiol disulfide exchange. Antioxidant properties of both allicin and its precursor, alliin (+S-allyl-L-cysteine sulfoxide), were
P Todd Stukenberg et al.
Chromosoma, 124(4), 463-480 (2015-04-29)
Kinetochores generate a signal that inhibits anaphase progression until every kinetochore makes proper attachments to spindle microtubules. This spindle assembly checkpoint (SAC) increases the fidelity of chromosome segregation. We will review the molecular mechanisms by which kinetochores generate the SAC
S.S. Singh et al.
J. Med. Aromat. PlantSci., 20, 93-93 (1998)
Linda J W Shimon et al.
Journal of molecular biology, 366(2), 611-625 (2006-12-19)
Alliinase (alliin lyase EC 4.4.1.4), a PLP-dependent alpha, beta-eliminating lyase, constitutes one of the major protein components of garlic (Alliium sativum L.) bulbs. The enzyme is a homodimeric glycoprotein and catalyzes the conversion of a specific non-protein sulfur-containing amino acid
Balmiki Ray et al.
Journal of neurochemistry, 117(3), 388-402 (2010-12-21)
Alzheimer's disease (AD) is one of the most common forms of dementia in the elderly. In AD patients, β-amyloid peptide (Aβ) plaques and neurofibrillary tangles are common features observed in the CNS. Aβ deposition results in the production of reactive
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