AcivicinAn inhibitor of GGT used for solid tumor research

Acivicin (CAS 42228-92-2)

Acivicin | CAS 42228-92-2 is rated 5.0 out of 5 by 1.
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Synonym: (a-S, 5S)-a-Amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid; AT 125; Antibiotic AT 125; NSC 163501; U 42126
Application: An inhibitor of GGT used for solid tumor research
CAS Number: 42228-92-2
Purity: ≥97%
Molecular Weight: 178.57
Molecular Formula: C5H7ClN2O3
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

Acivicin is an antineoplastic antibiotic believed to act by interfering with glutamine metabolism which has been administered for research in a variety of solid tumors. Bone marrow depression and central neurotoxicity has been observed to suggest that it may be dose-limiting. Acivicin is an irreversible inhibitor of GGT (γ-glutamyl transpeptidase) ID50 = 0.54 mM. Additionally, it inhibits the enzymatic conversion of leukotriene C4 to leukotriene D4 and the bioactivation and release of nitric oxide from GSNO6. Also, the product displays anti tumor and anti-metastatic activity and blocks H. Pylori GGT-induced T-cell inhibition.


References

1. Allen, L., et al. 1980. Res. Commun. Chem. Pathol. Pharmacol. 27: 175-185. PMID: 6102405
2. Griffith, O.W., et al. 1980. Proc. Natl. Acad. Sci. U.S.A. 77: 3384-3387. PMID: 6106190
3. Ruoso, P., et al. 2004. Cancer Chemother. Pharmacol. 54: 49-56. PMID: 15034755
4. Obrador, E., et al. 2002. Hepatology. 35: 74-81. PMID: 11786961
5. Schmees, C., et al. 2007. Gastroenterology. 132: 1820-1833. PMID: 17484877
6. Hogg, N., et al. 1997. Biochem. J. 323: 477-481. PMID: 9163341

Physical State :
Solid
Solubility :
Soluble in water (18 mg/mL, max), and 1 N HCl (50 mg/mL, with heat as needed).
Storage :
Store at -20° C
Melting Point :
209-211° C
Boiling Point :
~341.6° C at 760 mmHg (Predicted)
Density :
~1.9 g/cm3 (Predicted)
Refractive Index :
n20D 1.66
IC50 :
HIV-1(RF): IC50 = > 15.2 uM
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
NY2103000
PubChem CID :
294641
MDL Number :
MFCD00058450
SMILES :
C1[C@H](ON=C1Cl)[C@@H](C(=O)O)N

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Acivicin  Product Citations

See how others have used Acivicin. Click on the entry to view the PubMed entry .

Citations 1 to 9 of 9 total

PMID: # 25909891  Jimenez-Blasco, D. et al. 2015. Cell death and differentiation. 22: 1877-89.

PMID: # 24995041  Floch, P. et al. 2014. Gut pathogens. 6: 20.

PMID: # 24806903  Scicinski, J. et al. 2014. Bioanalysis. 6: 947-56.

PMID: # 25198144  Kovacs-Nolan, J. et al. 2014. Journal of agricultural and food chemistry. 62: 9499-506.

PMID: # 23012257  Bowens, NH. et al. 2013. Molecular pharmacology. 83: 22-32.

PMID: # 23382221  Oertli, M. et al. 2013. Proceedings of the National Academy of Sciences of the United States of America. 110: 3047-52.

PMID: # 22052286  Fuentealba, RA. et al. 2012. Human molecular genetics. 21: 664-80.

PMID: # 16183645  Diaz-Hernandez, JI. et al. 2005. J. Biol. Chem. 280: 38992-39001.

PMID: # 15716335  Solbu, TT. et al. 2005. J. Am. Soc. Nephrol. 16: 869-877.

Citations 1 to 9 of 9 total

What is the solubility in PBS?

Asked by: SCchem16
Thank you for your question. This chemical, Acivicin (CAS 42228-92-2), is soluble in PBS (pH 7.2) at ~1.4 mg/ml.
Answered by: Chemical Support 2
Date published: 2017-03-06

For the IC50 data listed (HIV-1(RF): IC50 = > 15.2 uM), do you have a reference for this, or know if it is a measure of GGT inhibition in HIV-1?

Asked by: two2igm05
Thank you for your question. Yes, we have a reference for that IC50 data: https://chemdb.niaid.nih.gov/CellularDetails.aspx?AIDSNO=010581&pn=0 Please contact Technical Service for more information regarding this chemical.
Answered by: Tech Service 9
Date published: 2016-12-15
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Rated 5 out of 5 by from Solbu et al Solbu et al. (PubMed ID 15716335) used Acivicin to inhibit the activity of the PIG enzyme. -SCBT Publication Review
Date published: 2015-06-24
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