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3-(allylsulphinyl)-L-alanine

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3-(allylsulphinyl)-L-alanine manufacturers

  • (±)-Alliin
  • (±)-Alliin pictures
  • $66.00
  • 2026-07-27
  • CAS:17795-26-5
  • Purity: 99.86%
  • Supply Ability: 10g
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)
color White to light yellow
BRN 1724805
InChI1S/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
InChIKeyXUHLIQGRKRUKPH-ITZCMCNPSA-N
SMILESN[C@@H](CS(=O)CC=C)C(O)=O
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26
WGK Germany 3
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 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.
References[1] TVRTKO KARLO KOVAEVI. The Interplay of Physiological and Biochemical Response to Short-Term Drought Exposure in Garlic (Allium sativum L.).[J]. Plants-Basel, 2023, 12 18. DOI: 10.3390/plants12183215
[2] CHIEKO OHSUMI  Konosuke S  Takahisa Hayashi. Formation of alliin in the culture tissues of Allium sativum. Oxidation of S-allyl-l-cysteine[J]. Phytochemistry, 1993, 33 1: Pages 107-111. DOI: 10.1016/0031-9422(93)85404-f
[3] S.M. ASDAQ  M. N I. Potential of garlic and its active constituent, S-allyl cysteine, as antihypertensive and cardioprotective in presence of captopril[J]. Phytomedicine, 2010, 17 13: Pages 1016-1026. DOI: 10.1016/j.phymed.2010.07.012
[4] JI-MYUNG KIM. StructureActivity Relationship of Neuroprotective and Reactive Oxygen Species Scavenging Activities for Allium Organosulfur Compounds[J]. Journal of Agricultural and Food Chemistry, 2006, 54 18: 6547-6553. DOI: 10.1021/jf060412c
[5] XAVIER LIEBEN LOUIS. Garlic extracts prevent oxidative stress, hypertrophy and apoptosis in cardiomyocytes: a role for nitric oxide and hydrogen sulfide.[J]. BMC Complementary and Alternative Medicine, 2012, 12: 140. DOI: 10.1186/1472-6882-12-140
[6] RADU VASILE BAGIU  Monica B  Brigitha Vlaicu. Chemical composition and in vitro antifungal activity screening of the Allium ursinum L. (Liliaceae).[J]. International Journal of Molecular Sciences, 2012, 13 2: 1426-1436. DOI: 10.3390/ijms13021426
3-(allylsulphinyl)-L-alanine Preparation Products And Raw materials
Tag:3-(allylsulphinyl)-L-alanine(17795-26-5) Related Product Information
3-(allylsulphinyl)-L-alanine 3-(ethylsulfinyl)propanoic acid S-Allyl-D-cysteine (+/-)-TAXIFOLIN 3,4-Dihydroxy hydrocinnamic acid (L-aspartic acid dibenzyl ester) amide Alliin