Large-scale asymmetric synthesis of the bioprotective agent JP4-039 and analogs (Q28388316)

1

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Joshua G Pierce

2

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Joan M Pierce

3

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Li Kangying

4

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Wan Qingwei

5

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Matthew Johnson

Peptide-Like Molecules (PLMs): A Journey from Peptide Bond Isosteres to Gramicidin S Mimetics and Mitochondrial Targeting Agents

6

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language of work or name

English

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publication date

6 May 2011

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published in

Organic Letters

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volume

13

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issue

9

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page(s)

2318-21

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cites work

1 reference

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Oxidative lipidomics of hyperoxic acute lung injury: mass spectrometric characterization of cardiolipin and phosphatidylserine peroxidation

20 March 2017

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Mitochondria as a target in treatment

20 March 2017

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Mitochondrial targeting of electron scavenging antioxidants: regulation of selective oxidation vs random chain reactions

20 March 2017

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Catalytic Asymmetric Rearrangement of Allylic Trichloroacetimidates. A Practical Method for Preparing Allylic Amines and Congeners of High Enantiomeric Purity

20 March 2017

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Intraesophageal administration of GS-nitroxide (JP4-039) protects against ionizing irradiation-induced esophagitis

7 April 2017

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Small molecule GS-nitroxide ameliorates ionizing irradiation-induced delay in bone wound healing in a novel murine model

29 September 2017

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Synthesis and applications of tert-butanesulfinamide

29 September 2017

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The mitochondria-targeted nitroxide JP4-039 augments potentially lethal irradiation damage repair

29 September 2017

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A mitochondria-targeted nitroxide/hemigramicidin S conjugate protects mouse embryonic cells against gamma irradiation

29 September 2017

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29 September 2017

Targeting mitochondria

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Structural requirements for optimized delivery, inhibition of oxidative stress, and antiapoptotic activity of targeted nitroxides

29 September 2017

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Trisubstituted (E)-alkene dipeptide isosteres as beta-turn promoters in the gramicidin S cyclodecapeptide scaffold

29 September 2017

1 reference

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Total synthesis and biological evaluation of halipeptins A and D and analogues

29 September 2017

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Convergent approach to (E)-alkene and cyclopropane peptide isosteres

29 September 2017

1 reference

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Mitochondrial targeting of radioprotectants using peptidyl conjugates

29 September 2017

1 reference

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Asymmetric synthesis of alpha-branched allylic amines by the Rh(I)-catalyzed addition of alkenyltrifluoroborates to N-tert-butanesulfinyl aldimines

2 June 2018

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Enantioselective iridium-catalyzed imine vinylation: optically enriched allylic amines via alkyne-imine reductive coupling mediated by hydrogen

27 November 2018

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Mitochondrial targeting of selective electron scavengers: synthesis and biological analysis of hemigramicidin-TEMPO conjugates

27 November 2018

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Asymmetric catalytic coupling of organoboranes, alkynes, and imines with a removable (trialkylsilyloxy)ethyl group--direct access to enantiomerically pure primary allylic amines

27 November 2018

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Asymmetric synthesis of alpha,alpha-difluoro-beta-amino acid derivatives from enantiomerically pure N-tert-butylsulfinimines

27 November 2018

1 reference

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Following an ISES lead: the first examples of asymmetric Ni(0)-mediated allylic amination.

27 November 2018

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12 December 2020

Electrostatic versus steric effects in peptidomimicry: synthesis and secondary structure analysis of gramicidin S analogues with (E)-alkene peptide isosteres

1 reference

12 December 2020

Methyl- and (Trifluoromethyl)alkene Peptide Isosteres: Synthesis and Evaluation of Their Potential as beta-Turn Promoters and Peptide Mimetics

1 reference

12 December 2020

Treatment with a novel hemigramicidin-TEMPO conjugate prolongs survival in a rat model of lethal hemorrhagic shock

1 reference

12 December 2020

Expedient synthesis of the alpha-C-glycoside analogue of the immunostimulant galactosylceramide (KRN7000)

1 reference

12 December 2020

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12 December 2020

Dimethylzinc-mediated additions of alkenylzirconocenes to aldimines. New methodologies for allylic amine and C-cyclopropylalkylamine syntheses

1 reference

12 December 2020

Highly selective alpha-acylvinyl anion additions to imines

1 reference

12 December 2020

Three-component synthesis of alpha,beta-cyclopropyl-gamma-amino acids

1 reference

12 December 2020

Synthesis of protected L-4-[sulfono(difluoromethyl)phenylalanine and its incorporation into a peptide

1 reference

12 December 2020

Enantiomerically enriched allylic alcohols and allylic amines via C-C bond-forming hydrogenation: asymmetric carbonyl and imine vinylation

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12 December 2020

Identifiers

DOI

10.1021/OL200567P

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3628756

3628756

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1 reference

1 reference