Diversity oriented clicking delivers β-substituted alkenyl sulfonyl fluorides as covalent human neutrophil elastase inhibitors.
Diversity Oriented Clicking
Michael addition
SuFEx
covalent inhibitor
human neutrophil elastase
Journal
Proceedings of the National Academy of Sciences of the United States of America
ISSN: 1091-6490
Titre abrégé: Proc Natl Acad Sci U S A
Pays: United States
ID NLM: 7505876
Informations de publication
Date de publication:
13 09 2022
13 09 2022
Historique:
entrez:
7
9
2022
pubmed:
8
9
2022
medline:
11
9
2022
Statut:
ppublish
Résumé
Diversity Oriented Clicking (DOC) is a discovery method geared toward the rapid synthesis of functional libraries. It combines the best attributes of both classical and modern click chemistries. DOC strategies center upon the chemical diversification of core "SuFExable" hubs-exemplified by 2-Substituted-Alkynyl-1-Sulfonyl Fluorides (SASFs)-enabling the modular assembly of compounds through multiple reaction pathways. We report here a range of stereoselective Michael-type addition pathways from SASF hubs including reactions with secondary amines, carboxylates, 1
Identifiants
pubmed: 36070343
doi: 10.1073/pnas.2208540119
pmc: PMC9478681
doi:
Substances chimiques
Proteinase Inhibitory Proteins, Secretory
0
Sulfinic Acids
0
sulfuryl fluoride
64B59K7U6Q
ELANE protein, human
EC 3.4.21.37
Leukocyte Elastase
EC 3.4.21.37
Fluorides
Q80VPU408O
Types de publication
Journal Article
Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
e2208540119Subventions
Organisme : NIAID NIH HHS
ID : T32 AI007354
Pays : United States
Organisme : NIGMS NIH HHS
ID : K99 GM138758
Pays : United States
Organisme : NIGMS NIH HHS
ID : R01 GM069832
Pays : United States
Organisme : NIGMS NIH HHS
ID : R01 GM117145
Pays : United States
Organisme : NCI NIH HHS
ID : P30 CA045508
Pays : United States
Organisme : NIGMS NIH HHS
ID : R35 GM136286
Pays : United States
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