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Synthesis of dextran derivatives with thiol-specific reactive groups for the preparation of dextran-protein conjugates

Sabine Herman, Geertrui Persijn, Joël Vandekerckhove and Etienne Schacht (1993) BIOCONJUGATE CHEMISTRY. 4(5). p.402-405
abstract
A novel strategy is described for the preparation of dextran-protein conjugates containing disulfide linkages. ''Dormant'' protected thiol groups are introduced as side chains on dextran. These can, in a later stage, be converted into thiol-specific reactive disulfides by reaction with (alkoxycarbonyl)sulfenyl chloride. A dextran-protein conjugate is then easily formed by reaction with a thiol group of a cysteine side chain. The disulfide linkage between dextran and the model tripeptides reduced glutathion and N-Ac-L-Cys-L-Ala-L-Lys remains intact, even after 24 h of incubation at 37-degrees-C in blood.
Please use this url to cite or link to this publication:
author
organization
year
type
journalArticle (letterNote)
publication status
published
subject
keyword
COVALENT ATTACHMENT, POLYETHYLENE-GLYCOL
journal title
BIOCONJUGATE CHEMISTRY
Bioconjugate Chem.
volume
4
issue
5
pages
402 - 405
Web of Science type
Note
ISSN
1043-1802
DOI
10.1021/bc00023a016
language
English
UGent publication?
yes
classification
A1
id
203231
handle
http://hdl.handle.net/1854/LU-203231
date created
2004-01-14 13:42:00
date last changed
2016-12-19 15:38:29
@article{203231,
  abstract     = {A novel strategy is described for the preparation of dextran-protein conjugates containing disulfide linkages. ''Dormant'' protected thiol groups are introduced as side chains on dextran. These can, in a later stage, be converted into thiol-specific reactive disulfides by reaction with (alkoxycarbonyl)sulfenyl chloride. A dextran-protein conjugate is then easily formed by reaction with a thiol group of a cysteine side chain. The disulfide linkage between dextran and the model tripeptides reduced glutathion and N-Ac-L-Cys-L-Ala-L-Lys remains intact, even after 24 h of incubation at 37-degrees-C in blood.},
  author       = {Herman, Sabine and Persijn, Geertrui and Vandekerckhove, Jo{\"e}l and Schacht, Etienne},
  issn         = {1043-1802},
  journal      = {BIOCONJUGATE CHEMISTRY},
  keyword      = {COVALENT ATTACHMENT,POLYETHYLENE-GLYCOL},
  language     = {eng},
  number       = {5},
  pages        = {402--405},
  title        = {Synthesis of dextran derivatives with thiol-specific reactive groups for the preparation of dextran-protein conjugates},
  url          = {http://dx.doi.org/10.1021/bc00023a016},
  volume       = {4},
  year         = {1993},
}

Chicago
Herman, Sabine, Geertrui Persijn, Joël Vandekerckhove, and Etienne Schacht. 1993. “Synthesis of Dextran Derivatives with Thiol-specific Reactive Groups for the Preparation of Dextran-protein Conjugates.” Bioconjugate Chemistry 4 (5): 402–405.
APA
Herman, Sabine, Persijn, G., Vandekerckhove, J., & Schacht, E. (1993). Synthesis of dextran derivatives with thiol-specific reactive groups for the preparation of dextran-protein conjugates. BIOCONJUGATE CHEMISTRY, 4(5), 402–405.
Vancouver
1.
Herman S, Persijn G, Vandekerckhove J, Schacht E. Synthesis of dextran derivatives with thiol-specific reactive groups for the preparation of dextran-protein conjugates. BIOCONJUGATE CHEMISTRY. 1993;4(5):402–5.
MLA
Herman, Sabine, Geertrui Persijn, Joël Vandekerckhove, et al. “Synthesis of Dextran Derivatives with Thiol-specific Reactive Groups for the Preparation of Dextran-protein Conjugates.” BIOCONJUGATE CHEMISTRY 4.5 (1993): 402–405. Print.