Synthesis and evaluation of peptide and nucleic acid based Toll-like receptor ligands
Weterings, J.J.
Citation
Weterings, J. J. (2008, November 27). Synthesis and evaluation of peptide and nucleic acid based Toll-like receptor ligands. Bio-organic Synthesis, Leiden Institute of Chemistry, Faculty of Science, Leiden University. Retrieved from https://hdl.handle.net/1887/13284
Version: Corrected Publisher’s Version
License: Licence agreement concerning inclusion of doctoral thesis in the Institutional Repository of the University of Leiden
Downloaded from: https://hdl.handle.net/1887/13284
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List of abbreviations
AA amino acid Ac acetyl ACN acetonitril
AGP aminoalkyl glucosaminide 4-phosphates Ala (A) alanine
APC antigen presenting cell aq. aqueous
arom aromatic Asn (N) asparagine Asp (D) aspartic acid
b broad
BMDC bone marrow-derived dendritic cell Bn benzyl
Boc ter-butyl-oxycarbonyl bs broad singlet
CPG controlled pore glass Cq quarternary carbon atom CN cyano
CV column volume Cys (C) cysteine
CTL cytotoxic T lymphocytes CuI copper iodide
d doublet DC dendritic cell DCE 1,2-dichloroethane DCM dichloromethane DIAD diisopropyl azo dicarboxylate DiPEA N,N-diisopropyl ethylamine
DME dimethoxyethane DMF N,N-dimethylformamide DMSO dimethylsulfoxide DMT 4,4-dimethoxytrityl
List of abbreviations
DNA deoxyribonucleic acid dsRNA double stranded RNA DTT dithiothreitol
EDC 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide EDTA ethylene diamine tetraacetic acid
ELISA enzyme-linked immuno sorbent assay ESI-MS electrospray ionization mass spectrometry Et ethyl
EtOAc ethylacetate eq. molar equivalent FL fluor
Fmoc 9-fluorenylmethyloxycarbonyl Gln (Q) glutamine
Glu (E) glutamic acid Gly (G) glycine
GPI Glycosylphosphatidylinositol HFiP 1,1,1,3,3,3-Hexafluoro-2-propanol His (H) histidine
HCTU N-[1H-6-Chlorobenzotriazole-1-yl)(dimethylamino)methylene]-N- methylmethanminium hexafluorphosphate N-oxide
HPLC high performance liquid chromatography HRMS high resolution mass spectrometry
hsp heat shock protein IFN-γ interferon-γ
IL interleukine Ile (I) isoleucine IR infrared
IRAK interleukine receptor associated kinase kDA kilo dalton
LC/MS liquid chromatography/mass spectrometry Leu (L) leucine
LPS lipopolysaccharide LRR leucine rich repeats LTA lipoteichoic acid Lys (K) lysine
m multiplet M molarity
MALDI matrix-assisted laser desorption/ionization
Mw molecular weight m/z mass to charge ratio Me methyl
MHC major histocompatibility complex MeOH methanol
Mtt 4-methyl-triphenylmethyl MyD88 myeloid differentiation protein NF-B nuclear factor-kappa B
NMP N-methyl-2-pyrrolidone
NMR nuclear magnetic resonance
NOD nucleotide binding oligomerisation domain ODN oligodeoxyribonucleotide
OVA ovalbumine
PAMP pathogen associated molecular pattern PE petroleum ether
Phe (F) Phenylalanine PGN peptidoglycan
PRR pathogen-recognition receptor
PyBOP (benzotriazol-1-yloxy)-tripyrrolidino-phosphonium hexafluorophosphate q quartet
RAM rink amide RNA ribonucleic acid RP reverse phase
rt room temperature Rt retention time
s singlet sat. saturated Ser (S) serine
SPPS solid phase peptide synthesis ssRNA single stranded RNA Su succinimidyl
t triplet
TAC tert butylphenoxyacetyl
TAP transporter associated with antigen processing TBAF tetrabutylammonium fluoride
tBu tert butyl
List of abbreviations
tBuOH tert butanol
TCA trichloro acetic acid TEAA triethylammonium acetate TFA trifluoro acetic acid THF tetrahydrofuran TIS triisopropyl silane
TLC thin layer chromatography TLR Toll-like receptor
TLR-L Toll-like receptor ligand
TNBS 2,4,6-trinitrobenzenesulfonic acid UV ultraviolet
Val (V) valine WT wild type
