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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

Diallyl Trisulfide

Cayman Chemical Item Number 10012577

DATS; NSC 651936 (CAS 2050-87-5)

Diallyl Trisulfide (CAS 2050-87-5)

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Description

Hydrogen sulfide (H2S) is an endogenously-produced gaseous second messenger that can regulate many physiological processes. Diallyl trisulfide (DATS) is an organic polysulfide compound found in garlic that acts as an H2S donor.1 It reduces the survival of prostate cancer PC-3 cells (IC50 = 22 μM)2 and inhibits the growth of human colon adenocarcinoma HCT-15 cells (IC50 = 11.5 μM).3 DATS suppresses the growth of PC-3 xenografts in vivo in mice4 and induces vascular smooth muscle relaxation.1 Garlic extracts also lower cholesterol and there is evidence that DATS can alter the expression of genes and inhibit enzymes that are relevant to cholesterol synthesis.5,6

1 Benavides, G.A., Squadrito, G.L., Mills, R.W., et al. Hydrogen sulfide mediates the vasoactivity of garlic. Proc Natl Acad Sci USA 104(46) 17977-17982 (2007).

2 Xiao, D., Choi, S., Johnson, D.E., et al. Diallyl trisulfide-induced apoptosis in human prostate cancer cells involves c-jun N-terminal kinase and extracellular-signal regulated kinase-mediated phosphorylation of Bcl-2. Oncogene 23 5594-5606 (2004).

3 Hosono, T., Fukao, T., Ogihara, J., et al. Diallyl trisulfide supresses the proliferation and induces apoptosis of human colon cancer cells through oxidative modification of b-tubulin. J Biol Chem 280(50) 41487-41493 (2005).

4 Xiao, D., Lew, K.L., Kim, Y., et al. Diallyl trisulfide suppresses growth of PC-3 human prostate cancer xenograft in vivo in association with bax and bak induction. Clin Cancer Res 12(22) 6836-6843 (2006).

5 Zhou, Z., Tan, H., Xu, B., et al. Microarray analysis of altered gene expression in diallyl trisulfide-treated HepG2 cells. Pharmacol Rep 57 818-823 (2005).

6 Gupta, N., and Porter, T.D. Garlic and garlic-derived compounds inhibit human squalene monooxygenase. J Nutr 131 1662-1667 (2001).

Synonyms
  • DATS
  • NSC 651936
Formal Name di-​2-​propen-​1-​yl trisdulfide
CAS Number 2050-87-5
Molecular Formula C6H10S3
Formula Weight 178.3
Formulation A solution in acetone
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
C=CCSSSCC=C

Background Reading

Zhou, Z., Tan, H., Xu, B., et al. Microarray analysis of altered gene expression in diallyl trisulfide-treated HepG2 cells. Pharmacol Rep 57 818-823 (2005).

Gupta, N., and Porter, T.D. Garlic and garlic-derived compounds inhibit human squalene monooxygenase. J Nutr 131 1662-1667 (2001).

Benavides, G.A., Squadrito, G.L., Mills, R.W., et al. Hydrogen sulfide mediates the vasoactivity of garlic. Proc Natl Acad Sci USA 104(46) 17977-17982 (2007).

Xiao, D., Choi, S., Johnson, D.E., et al. Diallyl trisulfide-induced apoptosis in human prostate cancer cells involves c-jun N-terminal kinase and extracellular-signal regulated kinase-mediated phosphorylation of Bcl-2. Oncogene 23 5594-5606 (2004).

Hosono, T., Fukao, T., Ogihara, J., et al. Diallyl trisulfide supresses the proliferation and induces apoptosis of human colon cancer cells through oxidative modification of b-tubulin. J Biol Chem 280(50) 41487-41493 (2005).

Xiao, D., Lew, K.L., Kim, Y., et al. Diallyl trisulfide suppresses growth of PC-3 human prostate cancer xenograft in vivo in association with bax and bak induction. Clin Cancer Res 12(22) 6836-6843 (2006).

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Size Price Quantity Subtotal
25 mg $31.00 $0.00
50 mg $59.00 $0.00
100 mg $112.00 $0.00
250 mg $248.00 $0.00
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Cart Total $0.00

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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