5105. Iseganan

Nomenclature

CAS number: 257277-05-7
Cyclic (5→14),(7→12)-l-arginylglycylglycyl-l-leucyl-l-cysteinyl-l-tyrosyl-l-cysteinyl-l-arginylglycyl-l-arginyl-l-phenylalanyl-l-cysteinyl-l-valyl-l-cysteinyl-l-valylglycyl-l-argininamide; IB-367.
C78H126N30O18S4; mol wt 1900.29.
C 49.30%, H 6.68%, N 22.11%, O 15.16%, S 6.75%.

Description and references

Cationic antibacterial cyclic peptide composed of 17 amino acid residues with 2 disulfide linkages; synthetic protegrin analog based on the sequence of Protegrin-1 as isolated from porcine neutrophils. Prepn: C. Chang et al., WO 9718826; eidem, US 5994306 (1997, 1999 both to IntraBiotics). CE characterization and purification: J. Chen et al., J. Chromatogr. A 853, 197 (1999). Structure activity study: eidem et al., Biopolymers 55, 88 (2000). In vitro and in vivo antibacterial activity: D. A. Mosca et al., Antimicrob. Agents Chemother. 44, 1803 (2000). Clinical study in oral mucositis: F. J. Giles et al., Leuk. Lymphoma 44, 1165 (2003). Review of pharmacology and clinical experience: idem et al., Expert Opin. Invest. Drugs 11, 1161-1170 (2002).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 256475-21-5; 244015-05-2 (hydrate)
IB-367-03.

Therapeutic Category

Antibacterial.

Keywords

Antibacterial (Antibiotics); Polypeptides