Polymyxin B nonapeptide

Names

[ CAS No. ]:
86408-36-8

[ Name ]:
Polymyxin B nonapeptide

[Synonym ]:
triisopropylsilanthiol
H-Thr-2,4-diaminobutyryl-cyclo[2,4-diaminobutyryl-2,4-diaminobutyryl-D-Phe-Leu-2,4-diaminobutyryl-2,4-diaminobutyryl-Thr]
polymyxin B nonapeptide
HSSi(i-Pr)3
TRI-ISOPROPYLSILANETHIOL
H-Thr-Dab-cyclic-(Dab-Dab-D-Phe-Leu-Dab-Dab-Thr)
polymixin B nonapeptide
T-X-cyclo[X-X-DF-L-X-X-T]

Biological Activity

[Description]:

Polymyxin B nonapeptide is a cyclic peptide obtained from Polymyxin B by proteolytic removal of its terminal amino acyl residue[1]. Polymyxin B nonapeptide is less toxic, lacks bactericidal activity, and retains its ability to render gram-negative bacteria susceptible to several antibiotics by permeabilizing their outer membranes[2].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

Polymyxin B nonapeptide, a cationic cyclic peptide derived by enzymatic processing from the naturally occurring peptide polymyxin B, is able to increase the permeability of the outer membrane of Gram-negative bacteria toward hydrophobic antibiotics probably by binding to the bacterial lipopolysaccharide (LPS)[1].

[References]

[1]. Tsubery H, et al. Structure-function studies of polymyxin B nonapeptide: implications to sensitization of gram-negative bacteria. J Med Chem. 2000 Aug 10;43(16):3085-92.

[2]. Ofek I, et al. Antibacterial synergism of polymyxin B nonapeptide and hydrophobic antibiotics in experimental gram-negative infections in mice. Antimicrob Agents Chemother. 1994 Feb;38(2):374-7.

Chemical & Physical Properties

[ Density]:
1.32g/cm3

[ Boiling Point ]:
1456.2ºC at 760 mmHg

[ Molecular Formula ]:
C43H74N14O11

[ Molecular Weight ]:
963.13500

[ Flash Point ]:
834.5ºC

[ Exact Mass ]:
962.56600

[ PSA ]:
463.87000

[ LogP ]:
0.27100

[ Index of Refraction ]:
1.607

[ Storage condition ]:
2-8℃

Synthetic Route

Click to get detail synthetic route

Related Compounds