2008
DOI: 10.1002/anie.200703676
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DNA‐Catalyzed Formation of Nucleopeptide Linkages

Abstract: Joining amino acids and nucleotides: A deoxyribozyme catalyzes the nucleophilic attack of a tyrosine (Tyr) side chain on a 5′‐triphosphate RNA, efficiently forming a Tyr–RNA nucleopeptide linkage (see picture). Thus, the scope of known DNA catalysis is further expanded beyond reactions of oligonucleotide functional groups.

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Cited by 86 publications
(71 citation statements)
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References 51 publications
(31 reference statements)
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“…Some of this work was recently reviewed [22]; selected highlights are provided here (Figure 3B). Deoxyribozymes have been found for conjugation of oligonucleotides to tyrosine [6870], tyrosine phosphorylation [71,72], phosphotyrosine (pTyr) and phosphoserine (pSer) dephosphorylation [73], formation of dehydroalanine (Dha) by elimination of phosphate from pSer [74], and lysine modification [75]. The case of tyrosine phosphorylation illustrates that DNA catalysts can distinguish among various peptide substrate sequences [72], which is important for sequence-specific modification.…”
Section: Reaction Scope Of Catalysis By Dnamentioning
confidence: 99%
See 1 more Smart Citation
“…Some of this work was recently reviewed [22]; selected highlights are provided here (Figure 3B). Deoxyribozymes have been found for conjugation of oligonucleotides to tyrosine [6870], tyrosine phosphorylation [71,72], phosphotyrosine (pTyr) and phosphoserine (pSer) dephosphorylation [73], formation of dehydroalanine (Dha) by elimination of phosphate from pSer [74], and lysine modification [75]. The case of tyrosine phosphorylation illustrates that DNA catalysts can distinguish among various peptide substrate sequences [72], which is important for sequence-specific modification.…”
Section: Reaction Scope Of Catalysis By Dnamentioning
confidence: 99%
“…(B) Examples of DNA-catalyzed peptide side chain and backbone modification [22,6874]. (C) Capture step during in vitro selection for identification of deoxyribozymes that form dehydroalanine (Dha) from phosphoserine (pSer) [74].…”
Section: Figurementioning
confidence: 99%
“…386 The same design has been used such that in place of (ribo)adenosine a tyrosine has been incorporated into the DNA oligonucleotides backbone which can then conjugate onto the adjacent oligonucleotides, in this case the latter bears a 5 0 -triphosphate. 387 A two-tiered G-quadruplex DNAzyme linked to a duplex region will undergo self-phosphorylation with ATP or GTP adding a 5 0 -phosphate to the DNAzyme. 388 Previously a Diels-Alder RNAzyme was evolved by in vitro selection in which the ribozyme was conjugated to anthracene and underwent a Diels-Alder reaction with a maleimide.…”
Section: Aptamers and (Deoxy)ribozymesmentioning
confidence: 99%
“…[154] As a unnatural nucleic acids containing peptides, peptide nucleic acids (PNA) already have found successful applications in biology and biomedicine, such as serving as an analog of DNA. [155] Therefore, it is quite natural to integrate nucleobases with small peptides for generating supramolecular hydrogelators based on nucleopeptides. Here, besides some studies of nucleosides based peptides, [153, 156] we will introduce some works to use nucleopeptides to serve as building blocks for developing novel class of supramolecular hydrogels.…”
Section: Supramolecular Hydrogels Made Of the Hybrids Of Basic Biomentioning
confidence: 99%