Actinonin
Names
Preferred IUPAC name
(2R)-N4-Hydroxy-N1-{(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}-2-pentylbutanediamide
Other names
HONH-Val-Pro-OH (IUPAC peptide linear)
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
DrugBank
UNII
  • InChI=1S/C19H35N3O5/c1-4-5-6-8-14(11-16(24)21-27)18(25)20-17(13(2)3)19(26)22-10-7-9-15(22)12-23/h13-15,17,23,27H,4-12H2,1-3H3,(H,20,25)(H,21,24)/t14-,15+,17+/m1/s1 checkY
    Key: XJLATMLVMSFZBN-VYDXJSESSA-N checkY
  • InChI=1S/C19H35N3O5/c1-4-5-6-8-14(11-16(24)21-27)18(25)20-17(13(2)3)19(26)22-10-7-9-15(22)12-23/h13-15,17,23,27H,4-12H2,1-3H3,(H,20,25)(H,21,24)/t14-,15+,17+/m1/s1
  • O=C(N1[C@H](CO)CCC1)[C@@H](NC(=O)[C@H](CCCCC)CC(=O)NO)C(C)C
Properties
C19H35N3O5
Molar mass 385.505 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Actinonin is a naturally occurring antibacterial agent that has demonstrated anti-tumor activity.[1]

Actiononin has been shown to inhibit the enzyme peptide deformylase, which is essential in bacteria.[2]

References

  1. ↑ Chen, D.Z.; Patel, D.V. (2000). "Actinonin, a Naturally Occurring Antibacterial Agent, Is a Potent Deformylase Inhibitor". Biochemistry. 39 (6): 1256–62. doi:10.1021/bi992245y. PMID 10684604.
  2. ↑ Yoon, Hye-Jin; Kim, Hye Lee; Lee, Soo-Kyoung; Kim, Hyun-Woo; Kim, Hyung-Wook; Lee, Jae Young; Mikami, Bunzo; Suh, Se Won (2004). "Crystal structure of peptide deformylase from Staphylococcus aureus in complex with actinonin, a naturally occurring antibacterial agent". Proteins: Structure, Function, and Bioinformatics. 57 (3): 639–642. doi:10.1002/prot.20231. ISSN 1097-0134. PMID 15382235. S2CID 42929776.


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