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Acivicin

Acivicin

Product ID A0934
Cas No. 42228-92-2
Purity ≥98%
Product Unit SizeCostQuantityStock
5 mg $172.60 In stock
10 mg $338.00 In stock
25 mg $760.70 In stock
100 mg $2,423.10 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Acivicin is a fermentation product of Streptomyces; it is a glutamine analog. Acivicin inhibits γ-glutamyl transferase, CTP synthetase, GMP synthetase, and FGAM synthetase, preventing purine synthesis. Acivicin exhibits anticancer and antifungal activity, although its potential chemotherapeutic benefit is limited by high CNS toxicity. Acivicin inhibits the growth of pancreatic cancer cells and, separately, the growth of Alternaria, Magnaporthe, and Botrytis.

Product Info

Cas No.

42228-92-2

Purity

≥98%

Formula

C5H7ClN2O3

Formula Wt.

178.57 g/mol

Chemical Name

(2S)-2-amino-2-[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]acetic acid

IUPAC Name

(2S)-2-amino-2-[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]acetic acid

Synonym

α-Amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid, ACIA

Melting Point

209-211°C

Solubility

Soluble in water to 18mg/mL. Slightly soluble in methanol, ethanol or chloroform.

Appearance

White to off white powder

Shipping and Storage

Store Temp

-20°C

Ship Temp

Ambient

Downloads

MSDS

A0934 MSDS PDF

Info Sheet

A0934 Info Sheet PDF

Brochures

Acivicin Flyer

References

Maeda K, Nakajima Y, Motoyama T, et al. Effects of acivicin on growth, mycotoxin production and virulence of phytopathogenic fungi. Lett Appl Microbiol. 2014 May 27. [Epub ahead of print]. PMID: 24863673.

Hidalgo M, Rodriguez G, Kuhn JG, et al. Clin Cancer Res. 1998 Nov;4(11):2763-70. PMID: 9829740.

Lyons SD, Sant ME, Christopherson RI. Cytotoxic mechanisms of glutamine antagonists in mouse L1210 leukemia. J Biol Chem. 1990 Jul 5;265(19):11377-81. PMID: 2358467.

Allen L, Meck R, Yunis A. The inhibition of gamma-glutamyl transpeptidase from human pancreatic carcinoma cells by (alpha S,5S)-alpha-amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid (AT-125; NSC-163501). Res Commun Chem Pathol Pharmacol. 1980 Jan;27(1):175-82. PMID: 6102405.

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