Selective Deamidation of Peptide Amides

Steinke, D.; Kula, Maria‐Regina

doi:10.1002/anie.199011391

Cited by 32 publications

(17 citation statements)

References 3 publications

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“…at half conversion [349]. Interestingly, PAF has no activity towards amino acid amides with a free a-amino group [347,350]. This feature makes PAF especially suited for a two-step enzymatic synthesis method of dipeptides [351].…”

Section: Peptide Amidase From the Flavedo Of Orangesmentioning

confidence: 99%

Hydrolysis of Amides

Sonke

Kaptein

2012

Enzyme Catalysis in Organic Synthesis

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Section: Peptide Amidase From the Flavedo Of Orangesmentioning

confidence: 99%

Hydrolysis of Amides

Sonke

Kaptein

2012

Enzyme Catalysis in Organic Synthesis

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“…hydrolysis of the C-terminal amide bond of peptides [52]. The peptide amidase is free of any proteolytic activity, which would either hydrolyze internal peptide bonds of substrate peptides or side chain amide bonds.…”

Section: Formation and Hydrolysis Ofamidesmentioning

confidence: 99%

Formation and Hydrolysis of Amides

Schulze¹,

Vroom²

2002

Enzyme Catalysis in Organic Synthesis

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“…[7] High yields were obtained for the esterification (6, 91%), peptide coupling (7, 78% and 9, 67%) and the interconversion (8, 97%). The tripeptide Boc-Met-Leu-Phe-NH 2 (9) was isolated in a somewhat lower yield of 67%, since it appeared that the tetrapeptide Boc-Met-Leu-Phe-Phe-NH 2 (11%, verified by LC-MS analysis) had also been formed.…”

Section: Introductionmentioning

confidence: 96%

Fully Enzymatic N→C‐Directed Peptide Synthesis Using C‐Terminal Peptide α‐Carboxamide to Ester Interconversion

et al. 2011

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Chemoenzymatic peptide synthesis is potentially the most cost-efficient technology for the synthesis of short and medium-sized peptides with some important advantages. For instance, stoichiometric amounts of expensive coupling reagents are not required and racemisation does not occur rendering purification easier compared to chemical peptide synthesis. In this paper, a novel interconversion reaction of peptide C-terminal a-carboxamides into primary alkyl esters with alcalase was used to develop a fully enzymatic peptide synthesis strategy. For each elongation step a cost-efficient amino acid carboxamide building block was used followed by the interconversion of the elongated peptide carboxamide to the corresponding primary alkyl ester. These peptide esters are the starting materials for the next enzymatic peptide elongation step.

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Selective Deamidation of Peptide Amides

Abstract: No Absract.

Cited by 32 publications

References 3 publications

Hydrolysis of Amides

Hydrolysis of Amides

Formation and Hydrolysis of Amides

Fully Enzymatic N→C‐Directed Peptide Synthesis Using C‐Terminal Peptide α‐Carboxamide to Ester Interconversion

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