Innovative 2′-O-Imino-2-propanoate-Protecting Group for Effective Solid-Phase Synthesis and 2′-O-Deprotection of RNA Sequences

Mayumi Takahashi; Andrzej Grajkowski; Brian M. Cawrse; Serge L. Beaucage

doi:10.1021/acs.joc.0c02773

Innovative 2′-O-Imino-2-propanoate-Protecting Group for Effective Solid-Phase Synthesis and 2′-O-Deprotection of RNA Sequences

The Journal of Organic Chemistry ◽

10.1021/acs.joc.0c02773 ◽

2021 ◽

Vol 86 (7) ◽

pp. 4944-4956

Author(s):

Mayumi Takahashi ◽

Andrzej Grajkowski ◽

Brian M. Cawrse ◽

Serge L. Beaucage

Keyword(s):

Solid Phase Synthesis ◽

Solid Phase ◽

Protecting Group ◽

Rna Sequences ◽

Phase Synthesis

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Use of Arabinonucleosides for Development and Implementation of a Novel 2′‐ O ‐Protecting Group for Efficient Solid‐Phase Synthesis and 2′‐ O ‐Deprotection of RNA Sequences

Current Protocols ◽

10.1002/cpz1.346 ◽

2022 ◽

Vol 2 (1) ◽

Author(s):

Mayumi Takahashi ◽

Brian M. Cawrse ◽

Andrzej Grajkowski ◽

Serge L. Beaucage

Keyword(s):

Solid Phase Synthesis ◽

Solid Phase ◽

Protecting Group ◽

Rna Sequences ◽

Phase Synthesis

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Solid-phase synthesis of 4-aminopiperidine analogues using the Alloc protecting group: an investigation of Alloc removal from secondary amines

Tetrahedron Letters ◽

10.1016/s0040-4039(01)00755-9 ◽

2001 ◽

Vol 42 (27) ◽

pp. 4471-4474 ◽

Cited By ~ 18

Author(s):

Dolors Fernández-Forner ◽

Gaspar Casals ◽

Eloı́sa Navarro ◽

Hamish Ryder ◽

Fernando Albericio

Keyword(s):

Solid Phase Synthesis ◽

Solid Phase ◽

Secondary Amines ◽

Protecting Group ◽

Phase Synthesis

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Solid-phase synthesis of oligonucleotides containing site-specific N-(2'-deoxyguanosin-8-yl)-2-(acetylamino)fluorene adducts using 9-fluorenylmethoxycarbonyl as the base-protecting group

Biochemistry ◽

10.1021/bi00213a038 ◽

1993 ◽

Vol 32 (50) ◽

pp. 14043-14052 ◽

Cited By ~ 15

Author(s):

Yuanzhong Zhou ◽

Louis J. Romano

Keyword(s):

Solid Phase Synthesis ◽

Solid Phase ◽

Protecting Group ◽

Site Specific ◽

Phase Synthesis

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The tert.-Butyloxycarbonyl-(Boc) Group, a Suitable 2?-OH-Protecting Group in Oligoribonucleotide Solid-Phase Synthesis

Journal für praktische Chemie ◽

10.1002/prac.19943360308 ◽

1994 ◽

Vol 336 (3) ◽

pp. 233-236 ◽

Cited By ~ 2

Author(s):

G�nter Losse ◽

Wolfgang Naumann ◽

Andrea Winkler ◽

Gabriele S�ptitz

Keyword(s):

Solid Phase Synthesis ◽

Solid Phase ◽

Protecting Group ◽

Phase Synthesis ◽

Group A

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Solid-Phase Synthesis of Caged Peptides Using Tyrosine Modified with a Photocleavable Protecting Group: Application to the Synthesis of Caged Neuropeptide Y

Biochemical and Biophysical Research Communications ◽

10.1006/bbrc.1996.1570 ◽

1996 ◽

Vol 227 (3) ◽

pp. 688-693 ◽

Cited By ~ 19

Author(s):

Yoshiro Tatsu ◽

Yasushi Shigeri ◽

Shinji Sogabe ◽

Noboru Yumoto ◽

Susumu Yoshikawa

Keyword(s):

Neuropeptide Y ◽

Solid Phase Synthesis ◽

Solid Phase ◽

Protecting Group ◽

Phase Synthesis

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2′‐Hydroxy Protection of Ribonucleosides as 2‐Cyano‐2,2‐Dimethylethanimine‐ N ‐Oxymethyl Ethers in Solid‐Phase Synthesis of RNA Sequences

Current Protocols in Nucleic Acid Chemistry ◽

10.1002/0471142700.nc0322s54 ◽

2013 ◽

Vol 54 (1) ◽

Author(s):

Jacek Cieślak ◽

Cristina Ausín ◽

Andrzej Grajkowski ◽

Serge L. Beaucage

Keyword(s):

Solid Phase Synthesis ◽

Solid Phase ◽

Rna Sequences ◽

Phase Synthesis

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A new 2',3'-cis diol protecting group required for the solid-phase synthesis of capped oligonucleotide derivatives

Nucleic Acids Symposium Series ◽

10.1093/nass/3.1.149 ◽

2003 ◽

Vol 3 (1) ◽

pp. 149-150 ◽

Cited By ~ 1

Author(s):

M. Aoyagi ◽

M. Ushioda ◽

K. Seio ◽

M. Sekine

Keyword(s):

Solid Phase Synthesis ◽

Solid Phase ◽

Protecting Group ◽

Phase Synthesis ◽

Oligonucleotide Derivatives

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ChemInform Abstract: Development of a New Amino-Protecting Group, 2-Adamantyloxycarbonyl (2- Adoc), and Its Application to the Solid-Phase Synthesis of Protected Peptides.

ChemInform ◽

10.1002/chin.199340260 ◽

2010 ◽

Vol 24 (40) ◽

pp. no-no

Author(s):

Y. NISHIYAMA ◽

Y. OKADA

Keyword(s):

Solid Phase Synthesis ◽

Solid Phase ◽

Protecting Group ◽

Phase Synthesis ◽

Group 2 ◽

Protected Peptides

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Efficient use of the Dmab protecting group: applications for the solid-phase synthesis of N-linked glycopeptides

Organic & Biomolecular Chemistry ◽

10.1039/b821051a ◽

2009 ◽

Vol 7 (11) ◽

pp. 2255 ◽

Cited By ~ 17

Author(s):

Trent Conroy ◽

Katrina A. Jolliffe ◽

Richard J. Payne

Keyword(s):

Solid Phase Synthesis ◽

Solid Phase ◽

Protecting Group ◽

Phase Synthesis

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(2-Acetoxyphenoxy)ethyl (APOE) as a Phosphate Protecting Group in Solid-Phase Synthesis of Oligonucleotides via the Phosphoramidite Approach

Organic Process Research & Development ◽

10.1021/op0502147 ◽

2006 ◽

Vol 10 (2) ◽

pp. 251-256 ◽

Cited By ~ 2

Author(s):

Zacharia S. Cheruvallath ◽

Alessandra Eleuteri ◽

Brett Turney ◽

Vasulinga T. Ravikumar

Keyword(s):

Solid Phase Synthesis ◽

Solid Phase ◽

Protecting Group ◽

Phase Synthesis

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