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(+)-Alliin

Item № 14002
CAS № 556-27-4
Purity ≥98%
product image
                (CAS 556-27-4)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     1 mg $30.00 0.00
     5 mg $135.00 0.00
     10 mg $239.00 0.00

Pricing updated 2019-06-26. Prices are subject to change without notice.

Description
Synonyms
  • S-Allyl-L-cysteine sulfoxide

Alliin is a cysteine sulfoxide constituent of garlic that is converted by alliinase to allicin, which imparts its pungent aroma and flavor.1,2 Alliin exhibits anti-cancer, anti-microbial, anti-hypertensive, cardioprotective, and anti-oxidant activities.3,4,5 S-allyl-cysteine is oxidized stereospecifically to (+)-alliin by garlic tissue cultures.2

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Technical Information
Formal Name
[S(S)]-S-2-propen-1-yl-S-oxide-L-cysteine
CAS Number
556-27-4
Synonyms
  • S-Allyl-L-cysteine sulfoxide
Molecular Formula
C6H11NO3S
Formula Weight
177.2
Purity
≥98%
Formulation
A crystalline solid
SMILES
C=CC[S@@](C[C@H](N)C(O)=O)=O
InChI Code
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-DYEAUMGKSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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References & Product Citations
Product Description References

1. Jones, M.G., Collin, H.A., Tregova, A., et al. The biochemical and physiological genesis of alliin in garlic Intl.J.Biomed.Pharma.Sci. 1(1), 21-24 (2007).

2. Ohsumi, C., Hayashi, T., and Sano, K. Formation of alliin in the culture tissues of Allium sativum. Oxidation of S-allyl-L-cysteine Phytochemistry 33(1), 107-111 (1993).

3. Asdaq, S.M., and Inamdar, M.N. Potential of garlic and its active constituent, S-allyl cysteine, as antihypertensive and cardioprotective in presence of captopril Phytomedicine 17(13), 1016-1026 (2010).

4. Kim, J.M., Chang, H.J., Kim, W.K., et al. Structure-activity relationship of neuroprotective and reactive oxygen species scavenging activities for allium organosulfur compounds Journal of Agricultural and Food Chemistry 54, 6547-6553 (2006).

5. Louis, X.L., Murphy, R., Thandapilly, S.J., et al. Garlic extracts prevent oxidative stress, hypertrophy and apoptosis in cardiomyocytes: A role for nitric oxide and hydrogen sulfide BMC Complement.Altern.Med. 12, (2012).

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