76014-40-9

Usage

InChI:InChI=1/C47H82N16O12/c1-24(2)22-34-44(72)57-29(11-17-49)39(67)56-32(14-20-52)43(71)63-36(25(3)64)46(74)54-21-15-33(58-40(68)31(13-19-51)59-47(75)37(26(4)65)62-38(66)28(53)10-16-48)42(70)55-30(12-18-50)41(69)61-35(45(73)60-34)23-27-8-6-5-7-9-27/h5-9,24-26,28-37,64-65H,10-23,48-53H2,1-4H3,(H,54,74)(H,55,70)(H,56,67)(H,57,72)(H,58,68)(H,59,75)(H,60,73)(H,61,69)(H,62,66)(H,63,71)

Upstream product

• 811435-23-1 guanyl-L-α,γ-diaminobutyryl-Thr-L-α,γ-diaminobutyryl-cyclo(L-α,γ-diaminobutyryl-L-α,γ-diaminobutyryl-D-Phe-Leu-L-α,γ-diaminobutyryl-L-α,γ-diaminobutyryl-Thr) 

Relevant academic research and scientific papers

NOVEL COMPOUNDS AND THERAPEUTIC USES THEREOF

The invention relates to novel compounds with the ability to link an immune response to a pathogen,to the use of said compounds in a disease or disorder mediated and/or caused by an infective agent, to compositions containing said compounds, processes for their preparation and to novel intermediates used in said process.

The contribution of the N-terminal structure of polymyxin B peptides to antimicrobial and lipopolysaccharide binding activity

To elucidate the N-terminal structure-activity relationships of polymyxin B peptides, seven polymyxin B component peptides, the structures of which having been elucidated, and seven N-terminal fatty acid and/or amino acid deletion analogs were synthesized, and their antimicrobial activities determined. The lipopolysaccharide (LPS) binding activities of synthetic peptides were evaluated using [Dab(Dansyl-Gly)1]-polymyxin B3 (Dab; L-α,γ-diaminobutyric acid) as a fluorescent probe. The results indicated that the fatty acyl moiety was not indispensable for LPS binding, but the C9 fatty acyl groups of polymyxin B peptides contributed to the binding affinity to a slightly greater extent than C8 or C 7. The fatty acyl moieties of polymyxin B contributed greatly to the antimicrobial activity, while the distinct N-terminal structures of polymyxin B1-B6, bearing normal-, iso-, or anteiso-fatty acids, or 3-hydroxy-fatty acid with chain lengths between C7 and C9, did not affect bactericidal potency.