Chemoenzymatic Synthesis of Homogeneous Heparan Sulfate and Chondroitin Sulfate Chimeras.
Journal
ACS chemical biology
ISSN: 1554-8937
Titre abrégé: ACS Chem Biol
Pays: United States
ID NLM: 101282906
Informations de publication
Date de publication:
20 05 2022
20 05 2022
Historique:
pubmed:
15
4
2022
medline:
24
5
2022
entrez:
14
4
2022
Statut:
ppublish
Résumé
Heparan sulfate (HS) and chondroitin sulfate (CS) are two structurally distinct natural polysaccharides. Here, we report the synthesis of a library of seven structurally homogeneous HS and CS chimeric dodecasaccharides (12-mers). The synthesis was accomplished using six HS biosynthetic enzymes and four CS biosynthetic enzymes. The chimeras contain a CS domain on the reducing end and a HS domain on the nonreducing end. The synthesized chimeras display anticoagulant activity as measured by both in vitro and ex vivo experiments. Furthermore, the anticoagulant activity of
Identifiants
pubmed: 35420777
doi: 10.1021/acschembio.2c00146
pmc: PMC9294993
mid: NIHMS1821819
doi:
Substances chimiques
Anticoagulants
0
Chondroitin Sulfates
9007-28-7
Heparitin Sulfate
9050-30-0
Sulfotransferases
EC 2.8.2.-
Types de publication
Journal Article
Research Support, U.S. Gov't, Non-P.H.S.
Research Support, N.I.H., Extramural
Langues
eng
Sous-ensembles de citation
IM
Pagination
1207-1214Subventions
Organisme : NIGMS NIH HHS
ID : R44 GM134738
Pays : United States
Organisme : NIGMS NIH HHS
ID : R44 GM123792
Pays : United States
Organisme : NHLBI NIH HHS
ID : R01 HL158932
Pays : United States
Organisme : NHLBI NIH HHS
ID : R01 HL094463
Pays : United States
Organisme : NIGMS NIH HHS
ID : R41 GM123792
Pays : United States
Organisme : NHLBI NIH HHS
ID : R01 HL144970
Pays : United States
Références
FEBS J. 2019 Aug;286(15):2921-2936
pubmed: 30932321
Carbohydr Res. 2008 Jan 14;343(1):39-47
pubmed: 17950715
Proc Natl Acad Sci U S A. 2020 Apr 28;117(17):9311-9317
pubmed: 32277030
Metab Eng. 2012 Mar;14(2):81-90
pubmed: 22326251
Cell Mol Life Sci. 2000 Feb;57(2):276-89
pubmed: 10766023
Nat Prod Rep. 2014 Dec;31(12):1676-85
pubmed: 25197032
Sci Transl Med. 2017 Sep 6;9(406):
pubmed: 28878012
J Biol Chem. 2016 Feb 26;291(9):4399-406
pubmed: 26742844
Nat Chem Biol. 2014 Apr;10(4):248-50
pubmed: 24561662
Pflugers Arch. 2007 Jun;454(3):345-59
pubmed: 17256154
Med Res Rev. 2002 Jan;22(1):1-25
pubmed: 11746174
Nat Methods. 2018 Nov;15(11):889-899
pubmed: 30377379
Science. 2011 Oct 28;334(6055):498-501
pubmed: 22034431
Chemistry. 2009 Sep 21;15(37):9579-95
pubmed: 19621396
Biochem Biophys Res Commun. 2012 Jun 29;423(2):344-9
pubmed: 22659745
Dev Neurobiol. 2011 Nov;71(11):1073-89
pubmed: 21898855
J Thromb Haemost. 2020 Feb;18(2):390-398
pubmed: 31573759
Blood Adv. 2018 Nov 27;2(22):3360-3392
pubmed: 30482768
J Org Chem. 2019 Jun 7;84(11):7418-7425
pubmed: 31066281
Int J Biochem Cell Biol. 2012 Apr;44(4):582-6
pubmed: 22265655
Pharmaceuticals (Basel). 2017 Jul 22;10(3):
pubmed: 28737679
ACS Cent Sci. 2020 Jul 22;6(7):1199-1207
pubmed: 32724854
Annu Rev Biochem. 2002;71:435-71
pubmed: 12045103
Nature. 2007 Apr 26;446(7139):1030-7
pubmed: 17460664
Carbohydr Res. 2015 Feb 11;403:60-8
pubmed: 25088334
PLoS One. 2014 Nov 05;9(11):e111806
pubmed: 25372710
Annu Rev Cell Dev Biol. 2006;22:375-407
pubmed: 16805665
Angew Chem Int Ed Engl. 2017 Sep 18;56(39):11784-11787
pubmed: 28731518