Sökning: onr:"swepub:oai:DiVA.org:liu-47339" >
Synthesis of a seri...
Synthesis of a series of oligo(ethylene glycol)-terminated alkanethiol amides designed to address structure and stability of biosensing interfaces
-
- Svedhem, Sofia (författare)
- Linköpings universitet,Kemi,Tekniska högskolan
-
- Hollander, Carl-Åke (författare)
- Linköpings universitet,Institutionen för fysik, kemi och biologi,Tekniska högskolan
-
- Shi, Jing (författare)
- Linköpings universitet,Tekniska högskolan,Institutionen för fysik, kemi och biologi
-
visa fler...
-
- Konradsson, Peter (författare)
- Linköpings universitet,Tekniska högskolan,Organisk Kemi
-
- Liedberg, Bo (författare)
- Linköpings universitet,Tekniska högskolan,Sensorvetenskap och Molekylfysik
-
- Svensson, Stefan (författare)
- Linköpings universitet,Tekniska högskolan,Organisk Kemi
-
visa färre...
-
(creator_code:org_t)
- 2001-05-31
- 2001
- Engelska.
-
Ingår i: Journal of Organic Chemistry. - : American Chemical Society (ACS). - 0022-3263 .- 1520-6904. ; 66:13, s. 4494-4503
- Relaterad länk:
-
https://urn.kb.se/re...
-
visa fler...
-
https://doi.org/10.1...
-
visa färre...
Abstract
Ämnesord
Stäng
- A strategy for the synthesis of a series of closely related oligo(ethylene glycol)-terminated alkanethiol amides (principally HS(CH2)mCONH(CH2CH2O)nH; m = 2, 5, 11, 15, n = 1, 2, 4, 6, 8, 10, 12) and analogous esters has been developed. These compounds were made to study the structure and stability of self-assembled monolayers (SAMs) on gold in the prospect of designing new biosensing interfaces. For this purpose, monodisperse heterofunctional oligo(ethylene glycols) with up to 12 units were prepared. Selective monoacylation of the symmetrical tetra- and hexa(ethylene glycol) diols as their mesylates with the use of silver(I) oxide was performed. The synthetic approach was based on carbodiimide couplings of various oligo(ethylene glycol) derivatives to ω-(acetylthio) carboxylic acids via a terminal amino or hydroxyl function. SAM structures on gold were studied with respect to thickness, wettability (water contact angles ∼30°), and conformation. A good fit was obtained for the relation between monolayer thickness (d) and the number of units in the oligo(ethylene glycol) chain (n): d = 2.8n + 21.8 (Å). Interestingly, the corresponding infrared spectroscopy analysis showed a dramatic change in conformation of the oligomeric chains from all-trans (n = 4) to helical (n ≥ 6) conformation. A crystalline helical structure was observed in the SAMs for n > 6.
Nyckelord
- TECHNOLOGY
- TEKNIKVETENSKAP
Publikations- och innehållstyp
- ref (ämneskategori)
- art (ämneskategori)
Hitta via bibliotek
Till lärosätets databas