Azaserine

Azaserine (CAS 115-02-6)

Azaserine | CAS 115-02-6 is rated 5.0 out of 5 by 3.
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Synonym: AZS; O-Diazoacetyl-L-serine
Application: A hexosamine biosynthesis inhibitor
CAS Number: 115-02-6
Purity: ≥98%
Molecular Weight: 173.13
Molecular Formula: C5H7N3O4
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).
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Azaserine is an inhibitor of the rate limiting step of the hexosamine biosynthethic pathway (HBP) and an irreversible inhibitor of GGT1 (gamma-Glutamyltranspeptidase). Independent of inhibiting the HBP pathway, azarine studies have demonstrated that it can protect against hyperglycemic endothelial damage through its antioxidant effect. Azarine and acivicin (sc-200498), another GGT inhibitor, bind to GGT at its substrate-binding pocket. The compound has been shown to elevate the SOD-2 (manganese-superoxide dismutase (MnSOD)) protein level as well as inhibit the oxidative stress and the expression of VCAM-1 and ICAM-1 in response to TNFα. Research indicates that azaserine has the potential to be used as a probe for identifying the L-(leucine-favoring) system transporter in human T-lymphocytes.


References

1. Segel, G.B., et al. 1989. J. Biol. Chem. 264: 16399-16402. PMID: 2789219

2. Hull, R.L., et al. 2007. Am. J. Physiol., Cell Physiol. 293: C1586-C1593. PMID: 17804609

3. Wada, K., et al. 2008. J. Mol. Biol. 380: 361-372. PMID: 18555071

4. Rajapakse, A.G., et al. 2009. Am. J. Physiol. Heart Circ. Physiol. 296: H815-H822. PMID: 19136606

5. Hull, R.L. et al. 2007. Am. J. Physiol., Cell Physiol. 293(5): C1586-C1593. PMID: 17804609

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in water (50 mg/ml), Slightly soluble in methanol, and absolute alcohol.
Storage :
Store at -20° C
pK Values :
pKa: 8.55, pKb: 8.56 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
VT9625000
Transport :
UN 3462, Class 6.1, Packing group III
PubChem CID :
5284344
Merck Index :
14: 899
MDL Number :
MFCD00036802
EC Number :
204-061-6
Beilstein Registry :
1726602
SMILES :
C([C@@H](C(=O)O)N)O/C(=C/[N+]#N)/[O-]

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Azaserine  Product Citations

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

Citations 1 to 10 of 14 total

PMID: # 23967162  O'Rourke, RW. et al. 2013. PloS one. 8: e71165.

PMID: # 20460427  Riedl, E. et al. 2010. Diabetes. 59: 1984-90.

PMID: # 17804609  Hull, RL. et al. 2007. Am. J. Physiol., Cell Physiol. 293: C1586-C1593.

PMID: # 12562784  Franke, I. et al. 2003. J. Bacteriol. 185: 1161-1166.

PMID: # 11472902  Lindell, D. et al. 2001. Appl. Environ. Microbiol. 67: 3340-3349.

PMID: # 11319101  El Alaoui, S. et al. 2001. Appl. Environ. Microbiol. 67: 2202-2207.

PMID: # 10806247  Vidmar, JJ. et al. 2000. Plant Physiol. 123: 307-318.

PMID: # 10732764  Mäkinen, K. et al. 2000. Br. J. Cancer. 82: 900-904.

PMID: # 16653163  Callies, R. et al. 1992. Plant Physiol. 100: 1584-1586.

PMID: # 6332732  Longnecker, DS. et al. 1984. Environ. Health Perspect. 56: 245-251.

Citations 1 to 10 of 14 total
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Rated 5 out of 5 by from Works well in our cell culture studies Works well in our cell culture studies.
Date published: 2015-09-30
Rated 5 out of 5 by from No complaints thus far No complaints thus far.
Date published: 2015-09-01
Rated 5 out of 5 by from Hull Hull, et. al. (PubMed ID 17804609) compared the effects of azaserine with WAS-406 on the glycosaminoglycan (GAG) synthesis and islet amyloid formation in vitro. -SCBT Publication Review
Date published: 2015-03-15
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