A Concise Route to Water-Soluble 2,6-Disubstituted BODIPY-Carbohydrate Fluorophores by Direct Ferrier-Type C-Glycosylation.


Journal

The Journal of organic chemistry
ISSN: 1520-6904
Titre abrégé: J Org Chem
Pays: United States
ID NLM: 2985193R

Informations de publication

Date de publication:
02 07 2021
Historique:
pubmed: 23 6 2021
medline: 4 8 2021
entrez: 22 6 2021
Statut: ppublish

Résumé

Novel, linker-free, BODIPY-carbohydrate derivatives containing sugar residues at positions C2 and C6 are efficiently obtained by, hitherto unreported, Ferrier-type

Identifiants

pubmed: 34156858
doi: 10.1021/acs.joc.1c00413
pmc: PMC8279486
doi:

Substances chimiques

4,4-difluoro-4-bora-3a,4a-diaza-s-indacene 0
Boron Compounds 0
Carbohydrates 0
Water 059QF0KO0R

Types de publication

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

Langues

eng

Sous-ensembles de citation

IM

Pagination

9181-9188

Références

Front Chem. 2019 Dec 03;7:801
pubmed: 31850302
Chem Soc Rev. 2013 Jan 21;42(2):622-61
pubmed: 23093107
Adv Carbohydr Chem Biochem. 2003;58:55-119
pubmed: 14719358
Chemistry. 2020 Apr 24;26(24):5388-5399
pubmed: 31999023
Bioorg Chem. 2019 Oct;91:103139
pubmed: 31369976
Angew Chem Int Ed Engl. 2021 Jan 25;60(4):2036-2041
pubmed: 33044791
Org Biomol Chem. 2016 Jun 21;14(23):5205-9
pubmed: 27205874
Inorg Chem. 2019 Sep 3;58(17):11614-11621
pubmed: 31430148
Angew Chem Int Ed Engl. 2009;48(11):1900-34
pubmed: 19173361
Chem Soc Rev. 2014 Jul 7;43(13):4778-823
pubmed: 24733589
Chem Soc Rev. 2020 Jan 21;49(2):593-641
pubmed: 31915764
Chem Commun (Camb). 2016 Mar 25;52(24):4474-7
pubmed: 26927530
Chemistry. 2017 Oct 12;23(57):14307-14315
pubmed: 28753238
Science. 2003 Apr 4;300(5616):82-6
pubmed: 12677057
J Am Chem Soc. 2020 Mar 18;142(11):4970-4974
pubmed: 32115942
J Am Chem Soc. 2019 Aug 14;141(32):12824-12831
pubmed: 31339313
J Org Chem. 2017 Jan 20;82(2):1240-1247
pubmed: 28026948
Angew Chem Int Ed Engl. 2021 Mar 1;60(10):5168-5172
pubmed: 33245605
Chem Commun (Camb). 2016 Dec 20;53(1):82-90
pubmed: 27740660
Org Lett. 2020 Nov 20;22(22):8916-8919
pubmed: 33151077
Eur J Med Chem. 2016 Oct 21;122:352-365
pubmed: 27393947
Angew Chem Int Ed Engl. 2009;48(27):4944-8
pubmed: 19301344
Chem Rec. 2016 Feb;16(1):335-48
pubmed: 26751982
Nature. 2007 Apr 26;446(7139):1000-7
pubmed: 17460660
Chem Rev. 2007 Nov;107(11):4891-932
pubmed: 17924696
Chemistry. 2017 Dec 11;23(69):17511-17520
pubmed: 28853181
Chem Rev. 2017 Oct 11;117(19):12281-12356
pubmed: 28915018
Chem Commun (Camb). 2017 Jan 10;53(5):945-948
pubmed: 28009021
Chemistry. 2016 Sep 26;22(40):14356-66
pubmed: 27529596
Chem Soc Rev. 2015 Jul 21;44(14):4953-72
pubmed: 25801415
Chem Soc Rev. 2010 Apr;39(4):1252-61
pubmed: 20309485
Chem Commun (Camb). 2020 Oct 14;56(80):11945-11948
pubmed: 32930201

Auteurs

Ana M Gómez (AM)

Instituto de Química Orgánica General, IQOG-CSIC, Juan de la Cierva 3, 28006 Madrid, Spain.

Clara Uriel (C)

Instituto de Química Orgánica General, IQOG-CSIC, Juan de la Cierva 3, 28006 Madrid, Spain.

Ainhoa Oliden-Sánchez (A)

Departamento de Química Física, Universidad del Pais Vasco, UPV-EHU, Apartado 644, 48080 Bilbao, Spain.

Jorge Bañuelos (J)

Departamento de Química Física, Universidad del Pais Vasco, UPV-EHU, Apartado 644, 48080 Bilbao, Spain.

Inmaculada Garcia-Moreno (I)

Instituto de Química-Física Rocasolano, CSIC, Serrano 119, 28006 Madrid, Spain.

J Cristobal López (JC)

Instituto de Química Orgánica General, IQOG-CSIC, Juan de la Cierva 3, 28006 Madrid, Spain.

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Classifications MeSH