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S-S CPG
Use: 3’-Thiol-modifier C6 S-S CPG is used to label a thiol group Lockett, MR, Phillips, MF, Jarecki, JL, Peelen, D, Smith LM. A tetrafluo-
at the 3’ end of oligonucleotides. rophenol activated ester self-assembled monolayer for the immobiliza-
Purity: 95%+ tion of amine-modified oligonucleotides. Langmuir, 24 (1), 69-75. (2008)
Diluent: Anhydrous Acetonitrile
Stability in Solution: N/A Wei F, Wang J, Liao W, Zimmermann BG, Wong DT, Ho CM. Electro-
chemical detection of low-copy number salivary RNA based on specific
Background: signal amplification with a hairpin probe. Nucleic Acids Res, 36(11), e65.
(2008)
Thiol modifications are important in the production of diagnos-
tic probes. They are use in DNA synthesizers to functionalize Frutos AG, Brockman JM, Corn RM. Reversible protection and reactive
oligonucleotides. The terminal thiol group allows attachment of patterning of amine and hydroxyl-terminated self-assembled monolay-
an oligo to various ligands, such as biotin, alkaline phosphatase ers on gold surfaces for the fabrication of biopolymer arrays. Langmuir,
or fluorescent dyes. Via an iodoacetamide or maleimide link- 16, 2192-2197. (2000)
age, it allows for the attachment of an oligo to a solid surface.
Thiol modification can be placed at either the 5’ or 3’ end of the Liepold P, Kratzmüller T, Persike N, Bandilla M, Hinz M, Wieder H,
oligonucleotide. For introduction of a thiol group at the 3’-end, Hillebrandt H, Ferrer E, Hartwich G. Electrically detected displacement
thiol-modifier C6 S-S CPG is available. To introduce a thiol assay (EDDA): a practical approach to nucleic acid testing in clinical or
group at the 5’ end, either 5’-thiol-modifier-C6 or 5’-thiol modi- medical diagnosis. Anal Bioanal Chem, 391, 1759-72. (2009)
fier C6 S-S may be used.
Li Z, Jin R, Mirkin CA, Letsinger RL. Multiple thiol-anchor capped DNA-
Coupling: All oxidation steps should use 0.02M Iodine solution gold nanoparticle conjugates. Nucleic Acids Res., 30, 1558-62. (2002)
to avoid oxidative cleavage of the disulfide linkage.
Demers LM, Mirkin CA, Mucic RC, Reynolds RA III, Letsinger RL.
Deprotection: After proceeding with normal deprotection, the Fluorescence-based method for determining the surface coverage and
disulfide can be cleaved at room temperature in 30 minutes with hybridization efficiency of thiol-capped oligonucleotides bound to gold
a buffered 100 mM DTT pH 8.3 - 8.5 solution. It is imporant to thin films and nanoparticles. Anal Chem, 72, 5535–5541. (2000)
completely remove the reducing agent before using the oligo in
a coupling reaction. Letsinger RL, Elghanian R, Viswanadham G, Mirkin CA. Use of a ster-
oid cyclic disulfide anchor in constructing gold nanoparticle-oligonucleo-
Storage: Freezer storage, -10 to -30°C, dry, dark area tide conjugates,” Bioconjugate Chem, 11(2), 289–291. (2000)
Reference:
Phillips MF, Lockett MR, Rodesch MJ, Shortreed MR, Cerrina F, Smith
LM. In situ oligonucleotide synthesis on carbon materials: stable sub-
strates for microarray fabrication. Nucleic Acids Res, 36, e7. (2008)