10437-39-5Relevant academic research and scientific papers
A Fluorogenic Screening for Enantio- and Diastereoselectivity of 2-Deoxy- d -ribose-5-phosphate Aldolases
Bisterfeld, Carolin,Küberl, Irene,Dick, Markus,Pietruszka, J?rg
, p. 11 - 16 (2016)
A highly sensitive, fluorescence-based selectivity screening system for 2-deoxy-d-ribose-5-phosphate aldolases was realized by installing short, straightforward syntheses to fluorophore-coupled carbohydrates as d-ribose, l-ribose, and d-xylose. The substr
Accelerating Enzymatic Catalysis Using Vortex Fluidics
Britton, Joshua,Meneghini, Luz M.,Raston, Colin L.,Weiss, Gregory A.
, p. 11387 - 11391 (2016)
Enzymes catalyze chemical transformations with outstanding stereo- and regio-specificities, but many enzymes are limited by their long reaction times. A general method to accelerate enzymes using pressure waves contained within thin films is described. Ea
Synthesis of different 3,5-diazidofuranoses: A new and general synthesis pathway
Koth, Daniel,Fiedler, Andrea,Scholz, Sandy,Gottschaldt, Michael
, p. 267 - 278 (2007)
Diamino- and diazidofuranoses represent useful precursors, for example, for the synthesis of substituted nucleosides and metal complexes, respectively. Known procedures for their synthesis lack the availability of cheap starting materials, adequate yields, and the access to all possible diastereomeres. Therefore, 3,5-diazido-3,5-dideoxy- and -2,3,5-trideoxyfuranoses both with ribo- and xylo-configuration were prepared using different approaches.
Functionalized C-nucleosides as remarkable RNA binders: Targeting of prokaryotic ribosomal A-site RNA
Joly, Jean-Patrick,Gaysinski, Marc,Zara, Lorena,Duca, Maria,Benhida, Rachid
supporting information, p. 10432 - 10435 (2019/09/07)
RNA represents an extremely promising and yet challenging therapeutic target. Here, we report the design of a series of C-nucleosides as original RNA binders. Some of them bind strongly and selectively to A-site prokaryotic ribosomal RNA.
Synthesis of the KLMN fragment of gymnocin-A using oxiranyl anion convergent methodology
Sakai, Takeo,Asano, Haruka,Furukawa, Kyoko,Oshima, Rie,Mori, Yuji
, p. 2268 - 2271 (2014/05/06)
Synthesis of the KLMN fragment of gymnocin-A has been achieved by a [X + 2 + Y]-type convergent strategy involving the coupling of a K-ring triflate and an N-ring epoxy sulfone. Fusions of the L ring and the M ring were carried out by intramolecular Ssub
2-Deoxyribose as a rich source of chiral 5-carbon building blocks
Wang, Dengjin,Nugent, William A.
, p. 7307 - 7312 (2008/02/11)
(Chemical Equation Presented) We have developed concise routes to a number of useful chiral 5-carbon synthetic building blocks using readily available O-1-methyl-2-deoxyribose as starting material. Novel transformations include the use of indium triflate
Synthesis of 4-cyanophenyl and 4-nitrophenyl 1,5-dithio-D-ribopyranosides as well as their 2-deoxy and 2,3-dideoxy derivatives possessing antithrombotic activity
Bozo, Eva,Boros, Sandor,Kuszmann, Janos
, p. 52 - 66 (2007/10/03)
1,2,3,4-Tetra-O-acetyl-5-thio-D-ribopyranose as well as its 1-bromide were used as donors in the reaction with 4-cyano- and 4-nitrobenzenethiol, to give the corresponding thioglycosides in different anomeric ratios depending on the reaction conditions. Zemplen deacetylation afforded 4-cyanophenyl as well as 4-nitrophenyl 1,5-dithio-α- and β-D-ribopyranosides, respectively. 1,3,4-Tri-O-acetyl-2-deoxy-5-thio-D-erythro-pentopyranose was synthesized from methyl 2-deoxy-D-erythro-pentofuranoside and was coupled with 4-cyano- and 4-nitrobenzenethiol to give anomeric mixtures from which 4-cyanophenyl as well as 4-nitrophenyl 1,5-dithio-β-D-erythro-pentopyranosides were isolated after deacetylation. 1,4-Di-O-acetyl-2,3-dideoxy-5-thio-D-glycero-pentopyranose was obtained starting from 1,2;5,6-di-O-isopropylidene-D-mannitol and used as the donor in the glycosylation reaction with 4-cyano- and 4-nitrobenzenethiol. The resulting anomeric mixtures were separated to give, after deacetylation, 4-cyanophenyl as well as 4-nitrophenyl 2,3-dideoxy-1,5-dithio-β-D-glycero-pentopyranosides. All of these thioglycosides showed significant antithrombotic activity on rats after oral administration. Copyright (C) 1999 Elsevier Science Ltd.
Regioisomers of 2'3'-dideoxynucleosides related to 2-(phosphonylmethoxy)ethyl nucleosides
Kofoed, Thomas,Ismail, Abd El-Hamid Aa,Pedersen, Erik B.,Nielsen, Claus
, p. 59 - 66 (2007/10/03)
Methyl 2,3-dideoxy-5-iodo-D-pentofuranoside was synthesized in four steps from 2-deoxy-D-ribose.The 5-phosphonate nucleoside was synthesized by an Arbuzov reaction between the 5-iodo sugar and triethyl phosphite, followed by condensation with thymine and
A FORMAL SYNTHESIS OF APLASMOMYCIN. ASSEMBLY OF THE C3-C17 SEGMENT BASED ON 1,3- AND 1,5- ASYMMETRIC REDUCTIONS
Matsuda, Fuyuhiko,Tomiyoshi, Nobuya,Yanagiya, Mitsutoshi,Matsumoto, Takeshi
, p. 3469 - 3488 (2007/10/02)
The C3 - C17 segment of a boron containing ionophoric antibiotic aplasmomycin (1), the key intermediate in Corey's total synthesis of 1, was stereoselectively synthesized in an optically active form.This synthesis involved stereoselective construction of the two segments, (+)-dithiane 3 (C3-C11) and (+)-aldehyde 4 (C12-C17), based on remote controlled asymmetric reductions of the corresponding ketones as key steps and connection of 3 and 4 through the trans-double bond to elaborate the (+)-dithiane 2 (C3-C17), the key intermediate in Corey's total synthesis of 1.
SYNTHESIS OF 5S-HYDROXY-14,15 LTA4 A BIOGENIC PRECURSOR TO THE LIPOXINS
Leblanc, Yves,Fitzsimmons, Brian J.,Rokach, Joshua
, p. 3449 - 3452 (2007/10/02)
A synthesis of 5S-hydroxy-14,15-LTA4 10 an intermediate in the biosynthesis of the lipoxins is described.
