-
Something wrong with this record ?
Hyaluronic acid chloramide-Synthesis, chemical structure, stability and analysis of antimicrobials
R. Buffa, M. Hermannová, M. Sojka, V. Svozil, P. Šulc, P. Halamková, M. Pospíšilová, H. Krejčí, V. Velebný
Language English Country Great Britain
Document type Journal Article
- MeSH
- Anti-Bacterial Agents chemistry pharmacology MeSH
- Antifungal Agents chemistry pharmacology MeSH
- Antiviral Agents chemistry pharmacology MeSH
- Bacteria drug effects MeSH
- Chloramines chemistry pharmacology MeSH
- Halogenation MeSH
- Fungi drug effects MeSH
- Hypochlorous Acid chemistry MeSH
- Hyaluronic Acid chemistry MeSH
- Viruses drug effects MeSH
- Publication type
- Journal Article MeSH
Electron-deficient chlorine covalently immobilised on an amido group of hyaluronic acid (HA) can be potentially exceptional for applications requiring biodegradable and biocompatible polymers with enhanced antibacterial or antiviral activity. This expectation is supported by the assumption that a small amount of HA chloramide (HACl) is formed in the extracellular matrix under inflammatory conditions by a reaction of endogenous HA with hypochlorous acid (HClO) generated by a myeloperoxidase/H2O2/Cl- system. HACl synthesis optimisation showed significant limitations of HClO as an oxidative agent where only lower degrees of substitution (DS) was achieved. Commercially available oxidative agents based on chlorinated isocyanuric acid were successfully tested, producing the HA chain with almost entirely chlorinated amidic groups. The structure of the final HACl was thoroughly studied using advanced 2-dimensional NMR methodologies and LC/MS. Stability of HACl at different temperatures was monitored over 12 months. Preliminary antimicrobial and antiviral tests demonstrated the potential of HACl for applications in biomedicine.
Contipro Ltd Dolní Dobrouč 401 56102 Czech Republic
References provided by Crossref.org
- 000
- 00000naa a2200000 a 4500
- 001
- bmc21019643
- 003
- CZ-PrNML
- 005
- 20250318144532.0
- 007
- ta
- 008
- 210728e20200815xxk f 000 0|eng||
- 009
- AR
- 024 7_
- $a 10.1016/j.carbpol.2020.116928 $2 doi
- 035 __
- $a (PubMed)33049842
- 040 __
- $a ABA008 $b cze $d ABA008 $e AACR2
- 041 0_
- $a eng
- 044 __
- $a xxk
- 100 1_
- $a Buffa, Radovan $u Contipro Ltd., Dolní Dobrouč 401, 56102, Czech Republic. Electronic address: Radovan.Buffa@contipro.com $7 xx0330178
- 245 10
- $a Hyaluronic acid chloramide-Synthesis, chemical structure, stability and analysis of antimicrobials / $c R. Buffa, M. Hermannová, M. Sojka, V. Svozil, P. Šulc, P. Halamková, M. Pospíšilová, H. Krejčí, V. Velebný
- 520 9_
- $a Electron-deficient chlorine covalently immobilised on an amido group of hyaluronic acid (HA) can be potentially exceptional for applications requiring biodegradable and biocompatible polymers with enhanced antibacterial or antiviral activity. This expectation is supported by the assumption that a small amount of HA chloramide (HACl) is formed in the extracellular matrix under inflammatory conditions by a reaction of endogenous HA with hypochlorous acid (HClO) generated by a myeloperoxidase/H2O2/Cl- system. HACl synthesis optimisation showed significant limitations of HClO as an oxidative agent where only lower degrees of substitution (DS) was achieved. Commercially available oxidative agents based on chlorinated isocyanuric acid were successfully tested, producing the HA chain with almost entirely chlorinated amidic groups. The structure of the final HACl was thoroughly studied using advanced 2-dimensional NMR methodologies and LC/MS. Stability of HACl at different temperatures was monitored over 12 months. Preliminary antimicrobial and antiviral tests demonstrated the potential of HACl for applications in biomedicine.
- 650 _2
- $a antibakteriální látky $x chemie $x farmakologie $7 D000900
- 650 _2
- $a antifungální látky $x chemie $x farmakologie $7 D000935
- 650 _2
- $a antivirové látky $x chemie $x farmakologie $7 D000998
- 650 _2
- $a Bacteria $x účinky léků $7 D001419
- 650 _2
- $a chloraminy $x chemie $x farmakologie $7 D002700
- 650 _2
- $a houby $x účinky léků $7 D005658
- 650 _2
- $a halogenace $7 D054879
- 650 _2
- $a kyselina hyaluronová $x chemie $7 D006820
- 650 _2
- $a kyselina chlorná $x chemie $7 D006997
- 650 _2
- $a viry $x účinky léků $7 D014780
- 655 _2
- $a časopisecké články $7 D016428
- 700 1_
- $a Hermannová, Martina $u Contipro Ltd., Dolní Dobrouč 401, 56102, Czech Republic
- 700 1_
- $a Sojka, Martin $u Regional Public Health Authority, Komárno, Slovakia
- 700 1_
- $a Svozil, Vít $u Contipro Ltd., Dolní Dobrouč 401, 56102, Czech Republic
- 700 1_
- $a Šulc, Petr $u Contipro Ltd., Dolní Dobrouč 401, 56102, Czech Republic
- 700 1_
- $a Halamková, Pavlína $u Contipro Ltd., Dolní Dobrouč 401, 56102, Czech Republic
- 700 1_
- $a Pospíšilová, Michaela $u Slovak Medical University, Bratislava, Slovakia
- 700 1_
- $a Krejčí, Helena $u Contipro Ltd., Dolní Dobrouč 401, 56102, Czech Republic
- 700 1_
- $a Velebný, Vladimír $u Contipro Ltd., Dolní Dobrouč 401, 56102, Czech Republic
- 773 0_
- $w MED00006149 $t Carbohydrate polymers $x 1879-1344 $g Roč. 250 (20200815), s. 116928
- 856 41
- $u https://pubmed.ncbi.nlm.nih.gov/33049842 $y Pubmed
- 910 __
- $a ABA008 $b sig $c sign $y p $z 0
- 990 __
- $a 20210728 $b ABA008
- 991 __
- $a 20250318144528 $b ABA008
- 999 __
- $a ok $b bmc $g 1690457 $s 1140089
- BAS __
- $a 3
- BAS __
- $a PreBMC
- BMC __
- $a 2020 $b 250 $c - $d 116928 $e 20200815 $i 1879-1344 $m Carbohydrate polymers $n Carbohydr Polym $x MED00006149
- LZP __
- $a Pubmed-20210728
