Non-Enzymatic Oligomerization of 3 ', 5 ' Cyclic AMP

J 2016

Non-Enzymatic Oligomerization of 3 ', 5 ' Cyclic AMP

COSTANZO, Giovanna, Samanta PINO, Anna Maria TIMPERIO, Judit ŠPONEROVÁ, Jiří ŠPONER et. al.

Basic information

Original name

Non-Enzymatic Oligomerization of 3 ', 5 ' Cyclic AMP

Authors

COSTANZO, Giovanna (380 Italy), Samanta PINO (380 Italy), Anna Maria TIMPERIO (380 Italy), Judit ŠPONEROVÁ (348 Hungary, guarantor, belonging to the institution), Jiří ŠPONER (203 Czech Republic, belonging to the institution), Olga NOVAKOVA (203 Czech Republic), Ondrej ŠEDO (203 Czech Republic, belonging to the institution), Zbyněk ZDRÁHAL (203 Czech Republic, belonging to the institution) and Ernesto DI MAURO (380 Italy)

Edition

Plos one, San Francisco, Public Library of Science, 2016, 1932-6203

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10600 1.6 Biological sciences

Country of publisher

United States of America

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

URL

Impact factor

Impact factor: 2.806

RIV identification code

RIV/00216224:14740/16:00088766

Organization unit

Central European Institute of Technology

DOI

http://dx.doi.org/10.1371/journal.pone.0165723

UT WoS

000386714200045

Keywords in English

TEMPLATE-DIRECTED SYNTHESIS; NUCLEOSIDE PHOSPHORYLATION; MONTMORILLONITE CATALYSIS; MOLECULAR-STRUCTURE; RIBOZYME ACTIVITY; RNA; OLIGONUCLEOTIDES; POLYMERIZATION; GMP; DNA

Abstract

V originále

Recent studies illustrate that short oligonucleotide sequences can be easily produced from nucleotide precursors in a template-free non-enzymatic way under dehydrating conditions, i.e. using essentially dry materials. Here we report that 3',5' cyclic AMP may also serve as a substrate of the reaction, which proceeds under moderate conditions yet with a lower efficiency than the previously reported oligomerization of 3',5' cyclic GMP. Optimally the oligomerization requires (i) a temperature of 80 degrees C, (ii) a neutral to alkaline environment and (iii) a time on the order of weeks. Differences in the yield and required reaction conditions of the oligomerizations utilizing 3', 5' cGMP and cAMP are discussed in terms of the crystal structures of the compounds. Polymerization of 3',5' cyclic nucleotides, whose paramount relevance in a prebiotic chemistry context has been widely accepted for decades, supports the possibility that the origin of extant genetic materials might have followed a direct uninterrupted path since its very beginning, starting from non-elaborately pre-activated monomer compounds and simple reactions.

Links

GBP206/12/G151, research and development project

Name: Centrum nových přístupů k bioanalýze a molekulární diagnostice

LM2015043, research and development project

Name: Česká infrastruktura pro integrativní strukturní biologii (Acronym: CIISB)

Investor: Ministry of Education, Youth and Sports of the CR

LQ1601, research and development project

Name: CEITEC 2020 (Acronym: CEITEC2020)

Investor: Ministry of Education, Youth and Sports of the CR

Citovat

COSTANZO, Giovanna, Samanta PINO, Anna Maria TIMPERIO, Judit ŠPONEROVÁ, Jiří ŠPONER, Olga NOVAKOVA, Ondrej ŠEDO, Zbyněk ZDRÁHAL and Ernesto DI MAURO. Non-Enzymatic Oligomerization of 3 ', 5 ' Cyclic AMP. Plos one. San Francisco: Public Library of Science, 2016, vol. 11, No 11, p. nestránkováno, 14 pp. ISSN 1932-6203. Available from: https://dx.doi.org/10.1371/journal.pone.0165723.

@article{1375143,
   author = {Costanzo, Giovanna and Pino, Samanta and Timperio, Anna Maria and Šponerová, Judit and Šponer, Jiří and Novakova, Olga and Šedo, Ondrej and Zdráhal, Zbyněk and Di Mauro, Ernesto},
   article_location = {San Francisco},
   article_number = {11},
   doi = {http://dx.doi.org/10.1371/journal.pone.0165723},
   keywords = {TEMPLATE-DIRECTED SYNTHESIS; NUCLEOSIDE PHOSPHORYLATION; MONTMORILLONITE CATALYSIS; MOLECULAR-STRUCTURE; RIBOZYME ACTIVITY; RNA; OLIGONUCLEOTIDES; POLYMERIZATION; GMP; DNA},
   language = {eng},
   issn = {1932-6203},
   journal = {Plos one},
   title = {Non-Enzymatic Oligomerization of 3 ', 5 ' Cyclic AMP},
   url = {http://journals.plos.org/plosone/article?id=10.1371/journal.pone.0165723},
   volume = {11},
   year = {2016}
}

TY  - JOUR
ID  - 1375143
AU  - Costanzo, Giovanna - Pino, Samanta - Timperio, Anna Maria - Šponerová, Judit - Šponer, Jiří - Novakova, Olga - Šedo, Ondrej - Zdráhal, Zbyněk - Di Mauro, Ernesto
PY  - 2016
TI  - Non-Enzymatic Oligomerization of 3 ', 5 ' Cyclic AMP
JF  - Plos one
VL  - 11
IS  - 11
SP  - nestránkováno
EP  - nestránkováno
PB  - Public Library of Science
SN  - 19326203
KW  - TEMPLATE-DIRECTED SYNTHESIS
KW  - NUCLEOSIDE PHOSPHORYLATION
KW  - MONTMORILLONITE CATALYSIS
KW  - MOLECULAR-STRUCTURE
KW  - RIBOZYME ACTIVITY
KW  - RNA
KW  - OLIGONUCLEOTIDES
KW  - POLYMERIZATION
KW  - GMP
KW  - DNA
UR  - http://journals.plos.org/plosone/article?id=10.1371/journal.pone.0165723
L2  - http://journals.plos.org/plosone/article?id=10.1371/journal.pone.0165723
N2  - Recent studies illustrate that short oligonucleotide sequences can be easily produced from nucleotide precursors in a template-free non-enzymatic way under dehydrating conditions, i.e. using essentially dry materials. Here we report that 3',5' cyclic AMP may also serve as a substrate of the reaction, which proceeds under moderate conditions yet with a lower efficiency than the previously reported oligomerization of 3',5' cyclic GMP. Optimally the oligomerization requires (i) a temperature of 80 degrees C, (ii) a neutral to alkaline environment and (iii) a time on the order of weeks. Differences in the yield and required reaction conditions of the oligomerizations utilizing 3', 5' cGMP and cAMP are discussed in terms of the crystal structures of the compounds. Polymerization of 3',5' cyclic nucleotides, whose paramount relevance in a prebiotic chemistry context has been widely accepted for decades, supports the possibility that the origin of extant genetic materials might have followed a direct uninterrupted path since its very beginning, starting from non-elaborately pre-activated monomer compounds and simple reactions.
ER  -

COSTANZO, Giovanna, Samanta PINO, Anna Maria TIMPERIO, Judit ŠPONEROVÁ, Jiří ŠPONER, Olga NOVAKOVA, Ondrej ŠEDO, Zbyněk ZDRÁHAL and Ernesto DI MAURO. Non-Enzymatic Oligomerization of 3 ', 5 ' Cyclic AMP. \textit{Plos one}. San Francisco: Public Library of Science, 2016, vol.~11, No~11, p.~nestránkováno, 14 pp. ISSN~1932-6203. Available from: https://dx.doi.org/10.1371/journal.pone.0165723.

Detailed Information on Publication Record