Efficient Procedure for the Preparation of Oligomer-Free N<sup>α</sup>-Fmoc Amino Acids

Nowshuddin, Shaik; Rao, M. Narayana; Reddy, A. Ramachandra

doi:10.1080/00397910802632563

Cited by 4 publications

(1 citation statement)

References 27 publications

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“…In the subsequent step the amine function of 5 was protected with Fmoc-OSu to give Fmoc-Cys(ETEO t Bu)–OH 6. 18 SPPS was performed on preloaded Gly-2-CT polystyrene resin and DIC/Oxyma were used as coupling agents. In the Fmoc-deprotection steps 20% piperidine in DMF was used.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of different glutathione–sulfur mustard adducts of verified and potential biomarkers

et al. 2018

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Sulfur Mustard (SM) is a blistering agent used as a chemical weapon. Glutathione (GSH) is involved in the blyase degradation pathway of SM and recently, bioadducts between SM and GSH were observed in vitro.While these bioadducts have never been isolated from in vivo tests or real poisoning with SM, they could be of interest as potential future biomarkers for the retrospective validation of exposure. We herein report the synthesis of different observed and new potential GSH-SM bioadducts as reference materials for analytical investigation. Two distinct approaches were investigated: a building-block pathway and the direct reaction with GSH. The availability of these references will aid future studies and may lead to the discovery of new GSH-SM biomarkers.

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Section: Resultsmentioning

confidence: 99%

Synthesis of different glutathione–sulfur mustard adducts of verified and potential biomarkers

et al. 2018

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ChemInform Abstract: Efficient Procedure for the Preparation of Oligomer‐Free N^α‐Fmoc Amino Acids.

2009

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Amino acids U 0400Efficient Procedure for the Preparation of Oligomer-Free N α -Fmoc Amino Acids.-A two-step procedure is employed to obtain peptide-free N-Fmoc amino acids. First, stable dicyclohexylammonium salts are prepared followed by the properly coupling with the protecting reagent. Attempts to reduce the two-step procedure to a one-pot process without isolation of the salt fail. The role of the intermediate salt in preventing unwanted oligomeric by-products is discussed. -(NOWSHUDDIN, S.; RAO, M. N. A.; REDDY*, A. R.; Synth. Commun. 39 (2009) 11, 2022-2031; Dep. Chem., Coll. Sci., Osmania Univ., Hyderabad 500 007, India; Eng.) -H. Haber 43-195

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Synthesis of dipeptides from N-hydroxy-3-azaspiro[5,5]undecane-2,4-dione activated α-amino acids

Nowshuddin

Reddy

2011

Tetrahedron: Asymmetry

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Efficient Procedure for the Preparation of Oligomer-Free N^α-Fmoc Amino Acids

Cited by 4 publications

References 27 publications

Synthesis of different glutathione–sulfur mustard adducts of verified and potential biomarkers

Synthesis of different glutathione–sulfur mustard adducts of verified and potential biomarkers

ChemInform Abstract: Efficient Procedure for the Preparation of Oligomer‐Free N^α‐Fmoc Amino Acids.

Synthesis of dipeptides from N-hydroxy-3-azaspiro[5,5]undecane-2,4-dione activated α-amino acids

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Efficient Procedure for the Preparation of Oligomer-Free Nα-Fmoc Amino Acids

Cited by 4 publications

References 27 publications

Synthesis of different glutathione–sulfur mustard adducts of verified and potential biomarkers

Synthesis of different glutathione–sulfur mustard adducts of verified and potential biomarkers

ChemInform Abstract: Efficient Procedure for the Preparation of Oligomer‐Free Nα‐Fmoc Amino Acids.

Synthesis of dipeptides from N-hydroxy-3-azaspiro[5,5]undecane-2,4-dione activated α-amino acids

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Efficient Procedure for the Preparation of Oligomer-Free N^α-Fmoc Amino Acids

ChemInform Abstract: Efficient Procedure for the Preparation of Oligomer‐Free N^α‐Fmoc Amino Acids.