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פותח על ידי קלירמאש פתרונות בע"מ -
Structure - Activity relationships of oligoguanidines - Influence of counterion, diamine, and average molecular weight on biocidal activities
Year:
2003
Source of publication :
Biomacromolecules
Authors :
הניג, הלמוט
;
.
Volume :
4
Co-Authors:
Albert, M., Institute of Organic Chemistry, Graz University of Technology, Graz, Austria
Feiertag, P., Institute of Organic Chemistry, Graz University of Technology, Graz, Austria
Hayn, G., Inst. for Chem./Technol. Organ. Mat., Graz University of Technology, Graz, Austria
Saf, R., Inst. for Chem./Technol. Organ. Mat., Graz University of Technology, Graz, Austria
Hönig, H., Institute of Organic Chemistry, Graz University of Technology, Graz, Austria
Facilitators :
From page:
1811
To page:
1817
(
Total pages:
7
)
Abstract:
A series of different oligomeric guanidines was prepared by polycondensation of guanidinium salts and four different diamines under varying conditions. The antimicrobial activities were evaluated against two to four microorganisms. MALDI-TOF-MS was used to analyze the different oligomers. It was found that in each case three major product type series are dominating. These series are linear and terminated with one guanidine and one amino group (type A), two amino groups (type B), or two guanidine groups (type C), respectively. By using 1,2-bis(2-aminoethoxy)ethane as the amino component, a considerable amount of two additional product series, consisting of cyclic structures, was detected (type D and E). It turned out that an average molecular mass of about 800 Da is necessary for an efficient antimicrobial activity. Lower Mw's result in a rapid decrease of activity. By using guanidinium carbonate as the starting material, oligomers with low biocidal activity were obtained, which was caused by incorporation of urea groups during the polycondensation. The diamine determines the distance between two guanidinium groups. It was shown that both 1,2-bis(2-aminoethoxy)ethane and hexamethylenediamine give oligomers with high biocidal activity. By increasing the chain length of the diamine, the biocidal activity drops again.
Note:
Related Files :
Amino Acids
bacteria
Biocide
Ethane
Macromolecules
microorganisms
Polycondensation
עוד תגיות
תוכן קשור
More details
DOI :
10.1021/bm0342180
Article number:
Affiliations:
Database:
סקופוס
Publication Type:
מאמר
;
.
Language:
אנגלית
Editors' remarks:
ID:
31276
Last updated date:
02/03/2022 17:27
Creation date:
17/04/2018 01:01
Scientific Publication
Structure - Activity relationships of oligoguanidines - Influence of counterion, diamine, and average molecular weight on biocidal activities
4
Albert, M., Institute of Organic Chemistry, Graz University of Technology, Graz, Austria
Feiertag, P., Institute of Organic Chemistry, Graz University of Technology, Graz, Austria
Hayn, G., Inst. for Chem./Technol. Organ. Mat., Graz University of Technology, Graz, Austria
Saf, R., Inst. for Chem./Technol. Organ. Mat., Graz University of Technology, Graz, Austria
Hönig, H., Institute of Organic Chemistry, Graz University of Technology, Graz, Austria
Structure - Activity relationships of oligoguanidines - Influence of counterion, diamine, and average molecular weight on biocidal activities
A series of different oligomeric guanidines was prepared by polycondensation of guanidinium salts and four different diamines under varying conditions. The antimicrobial activities were evaluated against two to four microorganisms. MALDI-TOF-MS was used to analyze the different oligomers. It was found that in each case three major product type series are dominating. These series are linear and terminated with one guanidine and one amino group (type A), two amino groups (type B), or two guanidine groups (type C), respectively. By using 1,2-bis(2-aminoethoxy)ethane as the amino component, a considerable amount of two additional product series, consisting of cyclic structures, was detected (type D and E). It turned out that an average molecular mass of about 800 Da is necessary for an efficient antimicrobial activity. Lower Mw's result in a rapid decrease of activity. By using guanidinium carbonate as the starting material, oligomers with low biocidal activity were obtained, which was caused by incorporation of urea groups during the polycondensation. The diamine determines the distance between two guanidinium groups. It was shown that both 1,2-bis(2-aminoethoxy)ethane and hexamethylenediamine give oligomers with high biocidal activity. By increasing the chain length of the diamine, the biocidal activity drops again.
Scientific Publication
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