Publication

Dynamic combinatorial chemistry at the phospholipid bilayer interface

Mansfeld, F. M., Au-Yeung, H. Y., Sanders, J. K. M. & Otto, S., 8-Sep-2010, In : Journal of Systems Chemistry. 1, 12, 5 p.

Research output: Contribution to journalArticleAcademicpeer-review

APA

Mansfeld, F. M., Au-Yeung, H. Y., Sanders, J. K. M., & Otto, S. (2010). Dynamic combinatorial chemistry at the phospholipid bilayer interface. Journal of Systems Chemistry, 1(12). https://doi.org/10.1186/1759-2208-1-12

Author

Mansfeld, Friederike M. ; Au-Yeung, Ho Yu ; Sanders, Jeremy K.M. ; Otto, Sijbren. / Dynamic combinatorial chemistry at the phospholipid bilayer interface. In: Journal of Systems Chemistry. 2010 ; Vol. 1, No. 12.

Harvard

Mansfeld, FM, Au-Yeung, HY, Sanders, JKM & Otto, S 2010, 'Dynamic combinatorial chemistry at the phospholipid bilayer interface', Journal of Systems Chemistry, vol. 1, no. 12. https://doi.org/10.1186/1759-2208-1-12

Standard

Dynamic combinatorial chemistry at the phospholipid bilayer interface. / Mansfeld, Friederike M.; Au-Yeung, Ho Yu; Sanders, Jeremy K.M.; Otto, Sijbren.

In: Journal of Systems Chemistry, Vol. 1, No. 12, 08.09.2010.

Research output: Contribution to journalArticleAcademicpeer-review

Vancouver

Mansfeld FM, Au-Yeung HY, Sanders JKM, Otto S. Dynamic combinatorial chemistry at the phospholipid bilayer interface. Journal of Systems Chemistry. 2010 Sep 8;1(12). https://doi.org/10.1186/1759-2208-1-12


BibTeX

@article{87ee464ba3174e09b45c2dddc00fe02b,
title = "Dynamic combinatorial chemistry at the phospholipid bilayer interface",
abstract = "Background: Molecular recognition at the environment provided by the phospholipid bilayer interface plays an important role in biology and is subject of intense investigation. Dynamic combinatorial chemistry is a powerful approach for exploring molecular recognition, but has thus far not been adapted for use in this special microenvironment. Results: Thioester exchange was found to be a suitable reversible reaction to achieve rapid equilibration of dynamic combinatorial libraries at the egg phosphatidyl choline bilayer interface. Competing thioester hydrolysis can be minimised by judicial choice of the structure of the thioesters and the experimental conditions. Comparison of the library compositions in bulk solution with those in the presence of egg PC revealed that the latter show a bias towards the formation of library members rich in membrane-bound building blocks. This leads to a shift away from macrocyclic towards linear library members. Conclusions: The methodology to perform dynamic combinatorial chemistry at the phospholipid bilayer interface has been developed. The spatial confinement of building blocks to the membrane interface can shift the ring-chain equilibrium in favour of chain-like compounds. These results imply that interfaces may be used as a platform to direct systems to the formation of (informational) polymers under conditions where small macrocycles would dominate in the absence of interfacial confinement.",
author = "Mansfeld, {Friederike M.} and Au-Yeung, {Ho Yu} and Sanders, {Jeremy K.M.} and Sijbren Otto",
note = "Relation: https://www.rug.nl/research/stratingh/ date_submitted:2014 Rights: University of Groningen, Stratingh Institute for Chemistry",
year = "2010",
month = "9",
day = "8",
doi = "10.1186/1759-2208-1-12",
language = "English",
volume = "1",
journal = "Journal of Systems Chemistry",
issn = "1759-2208",
number = "12",

}

RIS

TY - JOUR

T1 - Dynamic combinatorial chemistry at the phospholipid bilayer interface

AU - Mansfeld, Friederike M.

AU - Au-Yeung, Ho Yu

AU - Sanders, Jeremy K.M.

AU - Otto, Sijbren

N1 - Relation: https://www.rug.nl/research/stratingh/ date_submitted:2014 Rights: University of Groningen, Stratingh Institute for Chemistry

PY - 2010/9/8

Y1 - 2010/9/8

N2 - Background: Molecular recognition at the environment provided by the phospholipid bilayer interface plays an important role in biology and is subject of intense investigation. Dynamic combinatorial chemistry is a powerful approach for exploring molecular recognition, but has thus far not been adapted for use in this special microenvironment. Results: Thioester exchange was found to be a suitable reversible reaction to achieve rapid equilibration of dynamic combinatorial libraries at the egg phosphatidyl choline bilayer interface. Competing thioester hydrolysis can be minimised by judicial choice of the structure of the thioesters and the experimental conditions. Comparison of the library compositions in bulk solution with those in the presence of egg PC revealed that the latter show a bias towards the formation of library members rich in membrane-bound building blocks. This leads to a shift away from macrocyclic towards linear library members. Conclusions: The methodology to perform dynamic combinatorial chemistry at the phospholipid bilayer interface has been developed. The spatial confinement of building blocks to the membrane interface can shift the ring-chain equilibrium in favour of chain-like compounds. These results imply that interfaces may be used as a platform to direct systems to the formation of (informational) polymers under conditions where small macrocycles would dominate in the absence of interfacial confinement.

AB - Background: Molecular recognition at the environment provided by the phospholipid bilayer interface plays an important role in biology and is subject of intense investigation. Dynamic combinatorial chemistry is a powerful approach for exploring molecular recognition, but has thus far not been adapted for use in this special microenvironment. Results: Thioester exchange was found to be a suitable reversible reaction to achieve rapid equilibration of dynamic combinatorial libraries at the egg phosphatidyl choline bilayer interface. Competing thioester hydrolysis can be minimised by judicial choice of the structure of the thioesters and the experimental conditions. Comparison of the library compositions in bulk solution with those in the presence of egg PC revealed that the latter show a bias towards the formation of library members rich in membrane-bound building blocks. This leads to a shift away from macrocyclic towards linear library members. Conclusions: The methodology to perform dynamic combinatorial chemistry at the phospholipid bilayer interface has been developed. The spatial confinement of building blocks to the membrane interface can shift the ring-chain equilibrium in favour of chain-like compounds. These results imply that interfaces may be used as a platform to direct systems to the formation of (informational) polymers under conditions where small macrocycles would dominate in the absence of interfacial confinement.

U2 - 10.1186/1759-2208-1-12

DO - 10.1186/1759-2208-1-12

M3 - Article

VL - 1

JO - Journal of Systems Chemistry

JF - Journal of Systems Chemistry

SN - 1759-2208

IS - 12

ER -

ID: 2626168