Special features of the synthesis of peptides containing secondary amino acids

Ryakhovskii, V. V.; Agafonov, S. V.; Kosyrev, Yu. M.

doi:10.1070/rc1991v060n08abeh001119

Cited by 7 publications

(2 citation statements)

References 3 publications

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“…It is accompanied by the elimination of peptide chains from the polymeric car rier [21,22]. To remove the problem step of proline containing dipeptidylpolymer (H Pro Phe Pol) from synthetic cycle, at the first stage of SPS, dipeptides blocks Fmoc Met Pro OH were added to phenylala nine polymer in the case of apelin 12 synthesis, or Fmoc Nle Pro OH in the case of its analogues syn thesis (see Table 1).…”

Section: Resultsmentioning

confidence: 99%

Synthesis and cardioprotective properties of apelin-12 and its structural analogues

et al. 2012

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The apelin-12 and a number of its analogs, resistant to degradation of proteases, were synthesized by Fmoc- method of SPPS. By-products of synthesis were examined. It was found that serine hydroxyl group was sulfating during the final deprotection of apelin-12 (I) and its analogs. Sulfate moiety of Arg-protecting group transfer into hydroxyl group of Ser. Amount of by-product depends on presence of water in cleavage mixture. Furthermore, the final deprotection of amide analogs of apelin-12 (III, IV) is closed with formation of by-product--4-hydroxybenzylamide, its amount range on 20-8% on reaction mixture accordance HPLC data and also depend on composition of cleavage mixture. Effects of the synthesized peptides on recovery of cardiac function after ischemia were examined in a model of isolated perfused rat heart. Infusions of any of the peptides (I-V) before ischemia resulted in a significant improvement of contractile and pump function recovery compared to the control. Cardioptotective efficacy of the peptides increased in the following rank (I) < (II) = (III) < (IV) = (V).

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Section: Resultsmentioning

confidence: 99%

Synthesis and cardioprotective properties of apelin-12 and its structural analogues

et al. 2012

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“…In chemical synthesis, formation of amides is an important reaction because of their utility in polymers, pharmaceuticals and natural products, and hence the amide functional group is a basic motif. [285,286] By a new electrochemical method, the direct conversions of methyl ketones to secondary and tertiary amides have been exploited. In situ generated iodine promotes the transformation via electrolysis of sodium iodide under metal-free and mild reaction conditions.…”

Section: Electrochemical Synthesis Of Amidesmentioning

confidence: 99%

Renewable Electricity Enables Green Routes to Fine Chemicals and Pharmaceuticals

Murtaza

Qamar

Saleem

et al. 2022

The Chemical Record

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Syntheses of chemicals using renewable electricity and when generating high atom economies are considered green and sustainable processes. In the present state of affairs, electrochemical manufacturing of fine chemicals and pharmaceuticals is not as common place as it could be and therefore, merits more attention. There is also a need to turn attention toward the electrochemical synthesis of valuable chemicals from recyclable greenhouse gases that can accelerate the process of circular economy. CO2 emissions are the major contributor to human‐induced global warming. CO2 conversion into chemicals is a valuable application of its utilisation and will contribute to circular economy while maintaining environmental sustainability. Herein, we present an overview of electro‐carboxylation, including mechanistic aspects, which forms carboxylic acids using molecular carbon dioxide. We also discuss atom economies of electrochemical fluorination, methoxylation and amide formation reactions.

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ChemInform Abstract: Particularities in the Synthesis of Peptides Containing Iminocarboxylic Acids

Ryakhovskii¹,

Agafonov²,

Kosyrev³

1992

ChemInform

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Special features of the synthesis of peptides containing secondary amino acids

Cited by 7 publications

References 3 publications

Synthesis and cardioprotective properties of apelin-12 and its structural analogues

Synthesis and cardioprotective properties of apelin-12 and its structural analogues

Renewable Electricity Enables Green Routes to Fine Chemicals and Pharmaceuticals

ChemInform Abstract: Particularities in the Synthesis of Peptides Containing Iminocarboxylic Acids

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