Chemistry:Nagstatin

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Nagstatin
Nagstatin.svg
Names
IUPAC name
2-[(5R,6S,7R,8S)-8-acetamido-6,7-dihydroxy-5-(hydroxymethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-3-yl]acetic acid[1]
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
Properties
C12H17N3O6
Molar mass 299.283 g·mol−1
Melting point 190-195 °C[3]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Nagstatin is a strong competitive inhibitor of the N-acetyl-β-d-glucosaminidase with the molecular formula C12H17N3O6.[4][1][5] Nagstatin is produced by the bacterium Streptomyces amakusaensis.[5][6]

References

  1. 1.0 1.1 "Nagstatine" (in en). Pubchem.ncbi.NLM.nih.gov. https://pubchem.ncbi.nlm.nih.gov/compound/56840986#section=Names-and-Identifiers. 
  2. Nagstatin | CAS#126844-81-3 | inhibitor | MedKoo. https://medkoo.com/products/33111. 
  3. Fugmann, Burkhard (14 May 2014) (in de). RÖMPP Lexikon Naturstoffe, 1. Auflage, 1997. Georg Thieme Verlag. p. 423. ISBN 978-3-13-179291-4. 
  4. Rauter, Amelia Pilar; Lindhorst, Thisbe (18 June 2013) (in en). Carbohydrate Chemistry: Chemical and Biological Approaches Volume 39. Royal Society of Chemistry. p. 110. ISBN 978-1-84973-587-2. 
  5. 5.0 5.1 Aoyagi, Takaaki; Suda, Hiroyuki; Uotani, Kazumichi; Kojima, Fukiko; Aoyama, Takayuki; Horiguchi, Kayo; Hamada, Masa; Takeuchi, Tomio (1992). "Nagstatin, a new inhibitor of N-acetyl-.BETA.-D-glucosaminidase, produced by Streptomyces amakusaensis MG846-fF3. Taxonomy, production, isolation, physico-chemical properties and biological activities.". The Journal of Antibiotics 45 (9): 1404–1408. doi:10.7164/antibiotics.45.1404. PMID 1429224. 
  6. (in en) Progress in Medicinal Chemistry. Elsevier. 9 February 2011. p. 162. ISBN 978-0-12-381291-9. 

Further reading

  • Aoyama, Takayuki; Naganawa, Hiroshi; Suda, Hiroyuki; Uotan, Kazumichi; Aoyagi, Takaaki; Takeuchi, Tomio (1992). "The structure of nagstatin, a new inhibitor of N-acetyl-.BETA.-D-glucosaminidase.". The Journal of Antibiotics 45 (9): 1557–1558. doi:10.7164/antibiotics.45.1557. PMID 1429245. 
  • Abdulmalek, Emilia (2007) (in en). Synthesis of Nagstatin and Its Analogues. University of Oxford.