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Hadacidin (CAS 689-13-4)

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Alternate Names:
Hadacidine; N-Formyl-N-hydroxyglycine
CAS Number:
689-13-4
Molecular Weight:
119.08
Molecular Formula:
C3H5NO4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Hadacidin was initially extracted from Penicillium frequentans cultures. Structurally, it falls under the categories of monocarboxylic acid, N-hydroxy-alpha-amino-acid, and aldehyde. Notably, hadacidin functions as an inhibitor of AMP synthesis and demonstrates anticancer activity, along with its analogues, by targeting adenylosuccinate synthetase. It exhibits various roles as a teratogenic, antineoplastic, and antimicrobial agent, while also serving as a metabolite of Penicillium.


Hadacidin (CAS 689-13-4) References

  1. Further studies on ammonia formation in brain slices: the effect of hadacidin.  |  Weil-Malherbe, H. 1975. Neuropharmacology. 14: 175-80. PMID: 1134623
  2. Hadacidin, a new growth-inhibitory substance in human tumor systems.  |  KACZKA, EA., et al. 1962. Biochemistry. 1: 340-3. PMID: 14452968
  3. Inhibition of adenine nucleotide synthesis: effect on tight junction structure and function of clone 4 MDCK cells.  |  Ladino, C., et al. 1991. Eur J Cell Biol. 55: 217-24. PMID: 1657607
  4. Genesis of hadacidin-induced cleft palate in hamster: morphogenesis, electron microscopy, and determination of DNA synthesis, cAMP, and enzyme acid phosphatase.  |  Shah, RM., et al. 1991. Am J Anat. 192: 55-68. PMID: 1661065
  5. [The effect of hadacidin, ultraviolet irradiation of blood (UVB) and thiamine on the prenatal development of Uje:WIST rats: correlation with the hepatic activity of gamma-glutamyltranspeptidase (GGT)].  |  Wagner, T., et al. 1991. J Exp Anim Sci. 34: 198-202. PMID: 1687660
  6. AMP deaminase in Dictyostelium discoideum: increase in activity following nutrient deprivation induced by starvation or hadacidin.  |  Jahngen, EG. and Rossomando, EF. 1986. Mol Cell Biochem. 71: 71-8. PMID: 3014311
  7. Effect of the amino acid analog hadacidin on intracellular membrane flow and the cell surface in Dictyostelium discoideum. A transmission- and scanning-electron-microscope study.  |  Kinsella, BA., et al. 1986. Differentiation. 31: 100-5. PMID: 3743928
  8. Transport characteristics of two carcinostatic compounds, hydroxyurea and hadacidin, with rat small intestine.  |  Evered, DF. and Selhi, HS. 1972. Biochem J. 126: 26P. PMID: 5075254
  9. The effects of hadacidin and inosine on hepatic protein synthesis and adenosine triphosphate levels in ethionine-treated rats.  |  Shull, KH. and Villa-Trevino, S. 1964. Biochem Biophys Res Commun. 16: 101-5. PMID: 5871797
  10. Synthesis of adenosine nucleotides from hypoxanthine by human malaria parasites (Plasmodium falciparum) in continuous erythrocyte culture: inhibition by hadacidin but not alanosine.  |  Webster, HK., et al. 1984. Biochem Pharmacol. 33: 1555-7. PMID: 6375681
  11. Inhibition of a nutrient-dependent pinocytosis in Dictyostelium discoideum by the amino acid analogue hadacidin.  |  Rossomando, EF., et al. 1981. J Cell Biol. 91: 227-31. PMID: 7298718
  12. Lysosomal abnormalities in hadacidin-treated Dictyostelium discoideum amoebae.  |  Crean, EV., et al. 1981. J Gen Microbiol. 123: 253-7. PMID: 7320697
  13. Refined crystal structure of adenylosuccinate synthetase from Escherichia coli complexed with hydantocidin 5'-phosphate, GDP, HPO4(2-), Mg2+, and hadacidin.  |  Poland, BW., et al. 1996. Biochemistry. 35: 15753-9. PMID: 8961938

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Hadacidin, 100 mg

sc-490177
100 mg
$460.00

Hadacidin, 1 g

sc-490177A
1 g
$2800.00