A prosthetic group for the rapid introduction of fluorine into peptides and functionalized drugs (original) (raw)

Utilization of N, N, N′, N′-TetramethylfluoroformamidiniumHexafluoro-phosphate (TFFH) in Peptide and Organic Synthesis

Ayman El-Faham

Synlett, 2009

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Fluorinated Aromatic Amino Acids and its Therapeutic Applications

Kiran Andra

Biochemistry & Analytical Biochemistry, 2015

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Organic & Biomolecular Chemistry Fluorine containing amino acids: synthesis and peptide coupling of amino acids containing the all-cis tetrafluorocyclohexyl motif

Mohammed S A L A H Ayoup, David Cordes

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Peptide modification by introduction of?-trifluoromethyl substituted amino acids

Kathleen Gaa

Amino Acids, 1995

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Rapid and high-yielding cysteine labelling of peptides with N-succinimidyl 4-[18F]fluorobenzoate

Santiago Rojas

Chemical Communications, 2012

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Automated radiochemical synthesis of [18F]FBEM: A thiol reactive synthon for radiofluorination of peptides and proteins

Lixin Lang

Applied Radiation and Isotopes, 2011

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Fluorocarbon-peptideconjugates (FPC): new concept to increase the metabolic stability of peptides for therapeutic applications

Xavier Iturrioz

Proceedings of the 35th European Peptide Symposium

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Synthesis of b-fluoro-b-proline

Pavel Mykhailiuk

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Peptides Radiofluorination: Main Methods and Highlights

M. Mamede-Lewer

International Journal of Organic Chemistry, 2022

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S-2,4,6-trimethoxybenzyl (Tmob): a novel cysteine protecting group for the N.alpha.-(9-fluorenylmethoxycarbonyl) (Fmoc) strategy of peptide synthesis

George Barany

The Journal of Organic Chemistry, 1992

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Influence of Selective Fluorination on the Biological Activity and Proteolytic Stability of Glucagon-like Peptide-1

Martin Beinborn

Journal of Medicinal Chemistry, 2008

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Synthesis and radioiodination of N-Boc-p-(tri-n-butylstannyl)-L-phenylalanine tetrafluorophenyl ester: Preparation of a radiolabeled phenylalanine derivative for peptide synthesis

D Scott Wilbur

Bioconjugate Chemistry, 1993

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Synthesis of peptides with α,β-dehydroamino acids, VI. Synthesis ofN-benzyloxycarbonyl andN-trifluoroacetyl dipeptides of α,β-dehydro-butyrine, -valine, -leucine, and -isoleucine

Piotr Wieczorek

Liebigs Annalen der Chemie, 1988

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Synthesis of beta-fluoro-beta-proline

Igor Komarov

Tetrahedron Letters, 2011

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Fluorine containing amino acids: synthesis and peptide coupling of amino acids containing the all-cis tetrafluorocyclohexyl motif

Mohammed S A L A H Ayoup

Org Biomol Chem, 2015

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Author's personal copy Practical syntheses of 4-fluoroprolines

Mukund Chorghade

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Synthesis of peptides employing 9-fluorenylmethyl chloroformate as a coupling agent

Vasanthakumar Ganga Ramu

Letters in Peptide Science, 2003

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The introduction of fluorine atoms or trifluoromethyl groups in short cationic peptides enhances their antimicrobial activity

Cecilia Andreu, Gregorio Asensio

Bioorganic & Medicinal Chemistry, 2006

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ChemInform Abstract: Practical Synthesis of 4-Fluoroprolines

Mukund Chorghade

ChemInform, 2009

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Incorporation of cis - and trans -4,5-Difluoromethanoprolines into Polypeptides

Igor Komarov

Organic Letters, 2012

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Hydrolysis, polarity, and conformational impact of C-terminal partially fluorinated ethyl esters in peptide models

Vladimir Kubyshkin

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Fluoro-modified chemotactic peptides: fmlf analogues

Gábor Radics

Journal of Peptide Science, 2004

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Synthesis of 5-(((R,S)-5-((9-Fluorenylmethoxycarbonyl)amino)-10,11-dihydrodibenzo[a,d]cyclohepten-2-yl)oxy)valeric Acid (CHA) and 5-(((R,S)-5-((9-Fluorenylmethoxycarbonyl)amino)dibenzo[a,d]-cyclohepten-2-yl)oxy)valeric Acid (CHE) Handles for the Solid-Phase Synthesis of C-Terminal Peptide Amides ...

Kiyoshi Nokihara

The Journal of Organic Chemistry, 1994

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Synthesis of Cyclic Peptides Constrained with Biarylamine Linkers Using Buchwald−Hartwig C−N Coupling #

Javed Iqbal

The Journal of Organic Chemistry, 2006

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A methodology for simultaneous fluorogenic derivatization and boronate affinity enrichment of 3-nitrotyrosine-containing peptides

Nadya Galeva

Analytical Biochemistry, 2011

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Practical syntheses of 4-fluoroprolines

Mukund Chorghade

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Functionalization of (2S)-Isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-ones by a Suzuki-Miyaura Cross-Coupling Reaction Using Aryltrifluoroborate Salts: Convenient Enantioselective Preparation of α-Substituted β-Amino Acids

Eusebio Juaristi

European Journal of Organic Chemistry, 2010

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Analysis of New Polyfluorothioacylated Amino Acids Derivatives by in Silico and in Vitro Methods

Krystyna Naumenko

Microbiology&Biotechnology, 2017

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Synthesis of Ψ[CH(RF)NH]Gly-peptides: The dramatic effect of a single fluorine atom on the diastereocontrol of the key aza-Michael reaction

Stefano Meille

Journal of Fluorine Chemistry, 2008

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One-step synthesis of 18F labeled [18F]-N-succinimidyl 4-(fluoromethyl)benzoate for protein labeling

William Eckelman

Applied Radiation and Isotopes, 1994

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Exploiting morph-DAST mediated ring-expansion of substituted cyclic b-amino alcohols for the preparation of cyclic fluorinated amino acids. Synthesis of 5-fluoromethylproline and 5-fluoropipecolic acid

Pavel Mykhailiuk

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Access to Unprotected β-Fluoroalkyl β-Amino Acids and Their α-Hydroxy Derivatives

isabelle gillaizeau

Organic Letters, 2019

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Tactical Applications of Fluorine in Drug Design and Development

Nicholas Meanwell

Fluorine in Heterocyclic Chemistry Volume 1, 2014

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Deprotection/reprotection of the amino group in a-amino acids and peptides. A one-pot procedure in [Bmim][BF4] ionic liquid

Maria Luisa Di Gioia

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A Rapid and Efficient Method for the Fluoroalkylation of Amines and Amides. Development of a Method Suitable for Incorporation of the Short-Lived Positron Emitting …

Dae Yoon Chi

The Journal of …, 1987

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