VaporSPOT: Parallel Synthesis of Oligosaccharides on Membranes.


Journal

Journal of the American Chemical Society
ISSN: 1520-5126
Titre abrégé: J Am Chem Soc
Pays: United States
ID NLM: 7503056

Informations de publication

Date de publication:
02 11 2022
Historique:
pubmed: 22 10 2022
medline: 4 11 2022
entrez: 21 10 2022
Statut: ppublish

Résumé

Automated chemical synthesis has revolutionized synthetic access to biopolymers in terms of simplicity and speed. While automated oligosaccharide synthesis has become faster and more versatile, the parallel synthesis of oligosaccharides is not yet possible. Here, a chemical vapor glycosylation strategy (VaporSPOT) is described that enables the simultaneous synthesis of oligosaccharides on a cellulose membrane solid support. Different linkers allow for flexible and straightforward cleavage, purification, and characterization of the target oligosaccharides. This method is the basis for the development of parallel automated glycan synthesis platforms.

Identifiants

pubmed: 36269942
doi: 10.1021/jacs.2c07285
pmc: PMC9634802
doi:

Substances chimiques

Oligosaccharides 0

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

19832-19837

Références

J Am Chem Soc. 2020 May 13;142(19):8561-8564
pubmed: 32338884
Curr Opin Chem Biol. 2006 Jun;10(3):203-12
pubmed: 16682247
Chem Sci. 2020 Dec 26;12(8):2931-2939
pubmed: 34164060
Acc Chem Res. 2015 May 19;48(5):1450-63
pubmed: 25871824
Nat Protoc. 2007;2(6):1333-49
pubmed: 17545971
Angew Chem Int Ed Engl. 2013 May 27;52(22):5862-5
pubmed: 23610031
Nat Commun. 2021 Mar 2;12(1):1395
pubmed: 33654088
J Am Chem Soc. 2010 Nov 24;132(46):16651-6
pubmed: 21033706
ACS Cent Sci. 2021 Sep 22;7(9):1454-1462
pubmed: 34584944
Adv Mater. 2022 Jun;34(23):e2200359
pubmed: 35429012
Angew Chem Int Ed Engl. 2022 Apr 4;61(15):e202115433
pubmed: 35032966
Org Biomol Chem. 2016 Jun 14;14(22):5148-56
pubmed: 27184468
Nat Chem. 2019 Feb;11(2):161-169
pubmed: 30532014
Angew Chem Int Ed Engl. 2018 Dec 17;57(51):16638-16642
pubmed: 30375138
J Am Chem Soc. 2021 Jun 16;143(23):8893-8901
pubmed: 34060822
Org Lett. 2013 Sep 6;15(17):4520-3
pubmed: 23947618
J Am Chem Soc. 2018 Sep 26;140(38):11942-11953
pubmed: 30125122
Carbohydr Res. 1991 Oct 14;219:71-90
pubmed: 1804538
Chem Rev. 2018 Sep 12;118(17):8105-8150
pubmed: 29953217
Org Biomol Chem. 2008 Aug 7;6(15):2686-91
pubmed: 18633525
Org Biomol Chem. 2014 Mar 28;12(12):1892-6
pubmed: 24519332
J Am Chem Soc. 2019 Apr 10;141(14):5581-5592
pubmed: 30888803
Angew Chem Int Ed Engl. 2008;47(18):3396-9
pubmed: 18383458
Cell Chem Biol. 2020 Sep 17;27(9):1207-1219.e9
pubmed: 32610041
Chem Commun (Camb). 2010 Dec 28;46(48):9119-21
pubmed: 21038043
J Am Chem Soc. 2021 Jul 7;143(26):9758-9768
pubmed: 34115468
Adv Mater. 2019 Jun;31(26):e1806656
pubmed: 31033052
Biochemistry. 2011 Aug 16;50(32):6753-62
pubmed: 21675735
Science. 1996 Nov 29;274(5292):1520-2
pubmed: 8929411
Methods Mol Biol. 2008;494:47-70
pubmed: 18726568
Org Lett. 2012 Jun 15;14(12):3036-9
pubmed: 22646669
Proc Natl Acad Sci U S A. 2017 Apr 25;114(17):E3385-E3389
pubmed: 28396442
Org Biomol Chem. 2021 Nov 25;19(45):9829-9832
pubmed: 34734957
Chem Pharm Bull (Tokyo). 2010 Jan;58(1):87-93
pubmed: 20045972
Chem Rec. 2021 Nov;21(11):3256-3277
pubmed: 34498347
Science. 2001 Feb 23;291(5508):1523-7
pubmed: 11222853
Nat Commun. 2016 Sep 01;7:12482
pubmed: 27580973
Nat Chem. 2019 Mar;11(3):229-236
pubmed: 30792508
Chem Sci. 2022 Jan 31;13(7):2115-2120
pubmed: 35308866
J Am Chem Soc. 2019 Mar 6;141(9):3735-3754
pubmed: 30716271
Methods Mol Biol. 2009;570:157-74
pubmed: 19649591
Glycobiology. 2017 Jan;27(1):3-49
pubmed: 27558841

Auteurs

Alexandra Tsouka (A)

Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Muehlenberg 1, 14476 Potsdam, Germany.
Institute of Chemistry and Biochemistry, Freie Universität Berlin, Arnimallee 22, 14195 Berlin, Germany.

Pietro Dallabernardina (P)

Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Muehlenberg 1, 14476 Potsdam, Germany.

Marco Mende (M)

Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Muehlenberg 1, 14476 Potsdam, Germany.

Eric T Sletten (ET)

Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Muehlenberg 1, 14476 Potsdam, Germany.

Sabrina Leichnitz (S)

Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Muehlenberg 1, 14476 Potsdam, Germany.
Institute of Chemistry and Biochemistry, Freie Universität Berlin, Arnimallee 22, 14195 Berlin, Germany.

Klaus Bienert (K)

Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Muehlenberg 1, 14476 Potsdam, Germany.

Kim Le Mai Hoang (K)

GlycoUniverse GmbH & Co. KGaA, Am Muehlenberg 11, 14476 Potsdam, Germany.

Peter H Seeberger (PH)

Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Muehlenberg 1, 14476 Potsdam, Germany.
Institute of Chemistry and Biochemistry, Freie Universität Berlin, Arnimallee 22, 14195 Berlin, Germany.

Felix F Loeffler (FF)

Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Muehlenberg 1, 14476 Potsdam, Germany.

Articles similaires

Protein Processing, Post-Translational Humans Blood Coagulation Fibrin Fibrinogen
Protein Processing, Post-Translational Humans Acetylglucosamine Animals Neoplasms
Diabetic Retinopathy Animals Humans Signal Transduction Protein Serine-Threonine Kinases
Humans Cysteine Membrane Proteins Protein Domains Glycosylation

Classifications MeSH