Journal ArticleDOI
β-Cyanoethyl N,N-dialkylamino/N-morpholinomonochloro phosphoamidites, new phosphitylating agents facilitating ease of deprotection and work-up of synthesized oligonucleotides
Reads0
Chats0
TLDR
In this article, β-Cyanoethyl monochlorophosphoamidites of the secondary amines N, N-dmethylamine, N,N-diisopropylamine and morpholine have been prepared which showed quantitative phosphitylation of the protected deoxynucleosides.About:
This article is published in Tetrahedron Letters.The article was published on 1983-01-01. It has received 279 citations till now. The article focuses on the topics: Morpholine & Diisopropylamine.read more
Citations
More filters
Journal ArticleDOI
The solid-phase synthesis of 2-5-linked oligoriboadenylates containing 8-bromoadenine
TL;DR: Amidine protection of the purine exocyclic amino function proved compatible with all aspects of the phophoramidite approach and with the hydroxyl protection groups employed.
Journal ArticleDOI
Facile Synthesis, Geometry, and 2′-Substituent-Dependent in Vivo Activity of 5′-(E)- and 5′-(Z)-Vinylphosphonate-Modified siRNA Conjugates
Rubina G. Parmar,Christopher R. Brown,Shigeo Matsuda,Jennifer L. S. Willoughby,Christopher S. Theile,Klaus Charisse,Donald Foster,Ivan Zlatev,Vasant Jadhav,Martin Maier,Martin Egli,Muthiah Manoharan,Kallanthottathil G. Rajeev +12 more
TL;DR: A straightforward synthetic approach to incorporate a nucleotide carrying a vinylphosphonate moiety at the 5'-end of oligonucleotides under standard solid-phase synthesis and deprotection conditions by utilizing pivaloyloxymethyl (POM) protected VP-nucleoside phosphoramidites is described.
Journal ArticleDOI
Arginine 53 is involved in head-group specificity of the active site of porcine pancreatic phospholipase A2.
TL;DR: In this article, the X-ray structure of a mutant porcine pancreatic phospholipase A2 inhibitor complex was determined, and the importance of charge at position 53 on enzymatic activity and specificity was tested.
Journal ArticleDOI
Synthesis of nuclease-resistant siRNAs possessing benzene-phosphate backbones in their 3′-overhang regions
Yoshihito Ueno,Takumi Inoue,Mahito Yoshida,Kayo Yoshikawa,Aya Shibata,Yoshiaki Kitamura,Yukio Kitade +6 more
TL;DR: The compound b(t) will be a novel 3'-overhang moiety that can enhance the silencing activity and nuclease-resistant property of siRNAs.
Journal ArticleDOI
Synthesis of oligodeoxynucleotides containing diastereomeric dihydrodiol epoxide-N6-deoxyadenosine adducts of polycyclic aromatic hydrocarbons
Thomas Steinbrecher,Andreas Becker,Andreas Becker,John J. Stezowski,John J. Stezowski,Franz Oesch,Albrecht Seidel +6 more
TL;DR: In this paper, a generally applicable route for the synthesis of oligodeoxynucleotides which contain structurally defined N 6 -deoxyadenosine adducts, derived from sterically highly hindered dihydrodiol epoxides of polycyclic aromatic hydrocarbons (PAH), was reported.
References
More filters
Journal ArticleDOI
Deoxynucleoside phosphoramidites—A new class of key intermediates for deoxypolynucleotide synthesis
TL;DR: In this article, the development of a new class of nucleoside phosphites is described, which are stable to normal laboratory conditions, are activated by mild acid treatment, and are observed to react essentially quantitatively with protected nucleosides.
Journal ArticleDOI
An investigation of several deoxynucleoside phosphoramidites useful for synthesizing deoxyoligonucleotides
L.J. McBride,Marvin H. Caruthers +1 more
TL;DR: In this article, various deoxynucleoside N,N-dialkylaminomethoxyphosphines were examined for stability and reactivity in deoxyoligonucleotide synthesis.
Journal ArticleDOI
Hindered dialkylamino nucleoside phosphite reagents in the synthesis of two DNA 51-mers
Journal ArticleDOI
Letter: Phosphite coupling procedure for generating internucleotide links.
Journal ArticleDOI
DNA chain length markers and the influence of base composition on electrophoretic mobility of oligodeoxyribonucleotides in plyacrylamide-gels
TL;DR: A reliable identification of oligonucleotides on acrylamide-gels by exact chain length determination with respect to base composition and furthermore a detailed interpretation of complex reaction mixtures is presented.
Related Papers (5)
Deoxynucleoside phosphoramidites—A new class of key intermediates for deoxypolynucleotide synthesis
An investigation of several deoxynucleoside phosphoramidites useful for synthesizing deoxyoligonucleotides
L.J. McBride,Marvin H. Caruthers +1 more