(+)-L-Alliin


CAS No. : 556-27-4

(+)-L-Alliin,556-27-4
Product Details
For research use only. Not Intended for Therapeutic Use!
Cat No:R021596
Synonyms:3-(Allylsulfinyl)alanine; (S)-L- 3-(Allylsulfinyl)-alanine; (S)-3-(2-propenylsulfinyl)-,L-Alanine; 3-[(S)-2-Propenylsulfinyl]-L-alanine; (+)-L-Alliin; Alliin; S-Allyl-L-cysteine-(+)-sulfoxide
Molecular Formula:C6H11NO3S
Molecular Weight:177.2
Target:VEGF-induced inhibitor
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Appearance:Solid powder
Purity: > 98%
Cat No:R021596
Cas No:556-27-4
Product-Name:(+)-L-Alliin
InChI: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
InChIKey:XUHLIQGRKRUKPH-DYEAUMGKSA-N
SMILES:C=CC[S@@](C[C@H](N)C(O)=O)=O
Alliin is an optically active synthetic cysteine derivative, NMDA receptor agonist and antioxidant. It also inhibits VEGF-induced angiogenesis in fibrosarcoma cells.

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2: Yoshimoto N, Onuma M, Mizuno S, Sugino Y, Nakabayashi R, Imai S, Tsuneyoshi T, Sumi S, Saito K. Identification of a flavin-containing S-oxygenating monooxygenase involved in alliin biosynthesis in garlic. Plant J. 2015 Sep;83(6):941-51. doi: 10.1111/tpj.12954. PubMed PMID: 26345717.
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5: Jiang XM, Lu YM, Tan CP, -Liang Y, Cui B. Combination of aqueous two-phase extraction and cation-exchange chromatography: new strategies for separation and purification of alliin from garlic powder. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Apr 15;957:60-7. doi: 10.1016/j.jchromb.2014.02.037. Epub 2014 Mar 2. PubMed PMID: 24657412.
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8: Chen Y, Sun J, Dou C, Li N, Kang F, Wang Y, Cao Z, Yang X, Dong S. Alliin Attenuated RANKL-Induced Osteoclastogenesis by Scavenging Reactive Oxygen Species through Inhibiting Nox1. Int J Mol Sci. 2016 Sep 20;17(9). pii: E1516. PubMed PMID: 27657047; PubMed Central PMCID: PMC5037793.
9: Nasim SA, Dhir B, Kapoor R, Fatima S, Mahmooduzzafar, Mujib A. 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. doi: 10.3109/13880209.2010.521163. Epub 2011 Mar 11. PubMed PMID: 21391887.
10: Izdebska M, Grzanka D, Gagat M, Hałas-Wiśniewska M, Grzanka A. Downregulation of importin-9 protects MCF-7 cells against apoptosis induced by the combination of garlic-derived alliin and paclitaxel. Oncol Rep. 2016 May;35(5):3084-93. doi: 10.3892/or.2016.4628. Epub 2016 Feb 22. PubMed PMID: 26934847.
11: Quintero-Fabián S, Ortuño-Sahagún D, Vázquez-Carrera M, López-Roa RI. Alliin, a garlic (Allium sativum) compound, prevents LPS-induced inflammation in 3T3-L1 adipocytes. Mediators Inflamm. 2013;2013:381815. doi: 10.1155/2013/381815. Epub 2013 Dec 26. PubMed PMID: 24453416; PubMed Central PMCID: PMC3888727.
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13: Yoshimoto N, Yabe A, Sugino Y, Murakami S, Sai-Ngam N, Sumi S, Tsuneyoshi T, Saito K. Garlic γ-glutamyl transpeptidases that catalyze deglutamylation of biosynthetic intermediate of alliin. Front Plant Sci. 2015 Jan 8;5:758. doi: 10.3389/fpls.2014.00758. eCollection 2014. PubMed PMID: 25620969; PubMed Central PMCID: PMC4288057.
14: Wu T, Chen N, Liu C, Liu R, Zhang J, Xie X, Zhang M. Investigating the chemical constituent and the suppressive effects of alliin hydrolysate on E.coli. Nat Prod Res. 2017 Mar 2:0-4. doi: 10.1080/14786419.2017.1297440. [Epub ahead of print] PubMed PMID: 28278629.
15: Appel E, Vallon-Eberhard A, Rabinkov A, Brenner O, Shin I, Sasson K, Shadkchan Y, Osherov N, Jung S, Mirelman D. Therapy of murine pulmonary aspergillosis with antibody-alliinase conjugates and alliin. Antimicrob Agents Chemother. 2010 Feb;54(2):898-906. doi: 10.1128/AAC.01267-09. Epub 2009 Nov 30. PubMed PMID: 19949059; PubMed Central PMCID: PMC2812126.
16: Nasim SA, Dhir B, Samar F, Rashmi K, Mahmooduzzafa, Mujib A. Sulphur treatment alters the therapeutic potency of alliin obtained from garlic leaf extract. Food Chem Toxicol. 2009 Apr;47(4):888-92. PubMed PMID: 19271323.
17: Dethier B, Laloux M, Hanon E, Nott K, Heuskin S, Wathelet JP. Analysis of the diastereoisomers of alliin by HPLC. Talanta. 2012 Nov 15;101:447-52. doi: 10.1016/j.talanta.2012.09.058. Epub 2012 Oct 5. PubMed PMID: 23158347.
18: Chung LY. The antioxidant properties of garlic compounds: allyl cysteine, alliin, allicin, and allyl disulfide. J Med Food. 2006 Summer;9(2):205-13. PubMed PMID: 16822206.
19: Yuan YZ, Gu J, Hang TJ, Chen J, Zhang ZX. [Related substances in purified alliin determined by HPLC-MS/MS]. Yao Xue Xue Bao. 2007 Jun;42(6):639-42. Chinese. PubMed PMID: 17702402.
20: Yuan Y, Hang T, Ji Y, Zhang Z. [Determination of alliin and its related substances in garlic using pre-column derivatization and reversed-phase high performance liquid chromatography]. Se Pu. 2008 Mar;26(2):242-5. Chinese. PubMed PMID: 18581860.

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