Folding-driven synthesis of oligomers

Oh Keunchan, K. S. Jeong, J. S. Moore

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

The biological function of biomacromolecules such as DNA and enzymes depends on their ability to perform and control molecular association, catalysis, self-replication or other chemical processes. In the case of proteins in particular, the dependence of these functions on the three-dimensional protein conformation is long known and has inspired the development of synthetic oligomers and polymers with the capacity to fold in a controlled manner, but it remains challenging to design these so-called 'foldamers' so that they are capable of inducing or controlling chemical processes and interactions. Here we show that the stability gained from folding can be used to control the synthesis of oligomers from short chain segments reversibly ligated through an imine metathesis reaction. That is, folding shifts the ligation equilibrium in favour of conformationally ordered sequences, so that oligomers having the most stable solution structures form preferentially. Crystallization has previously been used to shift an equilibrium in order to indirectly influence the synthesis of small molecules, but the present approach to selectively prepare macromolecules with stable conformations directly connects folding and synthesis, emphasizing molecular function rather than structure in polymer synthesis.

Original languageEnglish
Pages (from-to)889-893
Number of pages5
JournalNature
Volume414
Issue number6866
DOIs
Publication statusPublished - 2001 Dec 20

Fingerprint

Chemical Phenomena
Polymers
Protein Conformation
Imines
Crystallization
Catalysis
Ligation
DNA
Enzymes
Proteins

All Science Journal Classification (ASJC) codes

  • General

Cite this

Keunchan, O., Jeong, K. S., & Moore, J. S. (2001). Folding-driven synthesis of oligomers. Nature, 414(6866), 889-893. https://doi.org/10.1038/414889a
Keunchan, Oh ; Jeong, K. S. ; Moore, J. S. / Folding-driven synthesis of oligomers. In: Nature. 2001 ; Vol. 414, No. 6866. pp. 889-893.
@article{28fd8e8afedc4e70b875a15e417d229a,
title = "Folding-driven synthesis of oligomers",
abstract = "The biological function of biomacromolecules such as DNA and enzymes depends on their ability to perform and control molecular association, catalysis, self-replication or other chemical processes. In the case of proteins in particular, the dependence of these functions on the three-dimensional protein conformation is long known and has inspired the development of synthetic oligomers and polymers with the capacity to fold in a controlled manner, but it remains challenging to design these so-called 'foldamers' so that they are capable of inducing or controlling chemical processes and interactions. Here we show that the stability gained from folding can be used to control the synthesis of oligomers from short chain segments reversibly ligated through an imine metathesis reaction. That is, folding shifts the ligation equilibrium in favour of conformationally ordered sequences, so that oligomers having the most stable solution structures form preferentially. Crystallization has previously been used to shift an equilibrium in order to indirectly influence the synthesis of small molecules, but the present approach to selectively prepare macromolecules with stable conformations directly connects folding and synthesis, emphasizing molecular function rather than structure in polymer synthesis.",
author = "Oh Keunchan and Jeong, {K. S.} and Moore, {J. S.}",
year = "2001",
month = "12",
day = "20",
doi = "10.1038/414889a",
language = "English",
volume = "414",
pages = "889--893",
journal = "Nature",
issn = "0028-0836",
publisher = "Nature Publishing Group",
number = "6866",

}

Keunchan, O, Jeong, KS & Moore, JS 2001, 'Folding-driven synthesis of oligomers', Nature, vol. 414, no. 6866, pp. 889-893. https://doi.org/10.1038/414889a

Folding-driven synthesis of oligomers. / Keunchan, Oh; Jeong, K. S.; Moore, J. S.

In: Nature, Vol. 414, No. 6866, 20.12.2001, p. 889-893.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Folding-driven synthesis of oligomers

AU - Keunchan, Oh

AU - Jeong, K. S.

AU - Moore, J. S.

PY - 2001/12/20

Y1 - 2001/12/20

N2 - The biological function of biomacromolecules such as DNA and enzymes depends on their ability to perform and control molecular association, catalysis, self-replication or other chemical processes. In the case of proteins in particular, the dependence of these functions on the three-dimensional protein conformation is long known and has inspired the development of synthetic oligomers and polymers with the capacity to fold in a controlled manner, but it remains challenging to design these so-called 'foldamers' so that they are capable of inducing or controlling chemical processes and interactions. Here we show that the stability gained from folding can be used to control the synthesis of oligomers from short chain segments reversibly ligated through an imine metathesis reaction. That is, folding shifts the ligation equilibrium in favour of conformationally ordered sequences, so that oligomers having the most stable solution structures form preferentially. Crystallization has previously been used to shift an equilibrium in order to indirectly influence the synthesis of small molecules, but the present approach to selectively prepare macromolecules with stable conformations directly connects folding and synthesis, emphasizing molecular function rather than structure in polymer synthesis.

AB - The biological function of biomacromolecules such as DNA and enzymes depends on their ability to perform and control molecular association, catalysis, self-replication or other chemical processes. In the case of proteins in particular, the dependence of these functions on the three-dimensional protein conformation is long known and has inspired the development of synthetic oligomers and polymers with the capacity to fold in a controlled manner, but it remains challenging to design these so-called 'foldamers' so that they are capable of inducing or controlling chemical processes and interactions. Here we show that the stability gained from folding can be used to control the synthesis of oligomers from short chain segments reversibly ligated through an imine metathesis reaction. That is, folding shifts the ligation equilibrium in favour of conformationally ordered sequences, so that oligomers having the most stable solution structures form preferentially. Crystallization has previously been used to shift an equilibrium in order to indirectly influence the synthesis of small molecules, but the present approach to selectively prepare macromolecules with stable conformations directly connects folding and synthesis, emphasizing molecular function rather than structure in polymer synthesis.

UR - http://www.scopus.com/inward/record.url?scp=0035924365&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0035924365&partnerID=8YFLogxK

U2 - 10.1038/414889a

DO - 10.1038/414889a

M3 - Article

C2 - 11780057

AN - SCOPUS:0035924365

VL - 414

SP - 889

EP - 893

JO - Nature

JF - Nature

SN - 0028-0836

IS - 6866

ER -

Keunchan O, Jeong KS, Moore JS. Folding-driven synthesis of oligomers. Nature. 2001 Dec 20;414(6866):889-893. https://doi.org/10.1038/414889a