共 55 条
Polymerase-catalyzed synthesis of DNA from phosphoramidate conjugates of deoxynucleotides and amino acids
被引:49
作者:

Adelfinskaya, O.
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机构: Katholieke Univ Leuven, Rega Inst Med Res, Dept Pharmaceut Chem, B-3000 Louvain, Belgium

Terrazas, M.
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h-index: 0
机构: Katholieke Univ Leuven, Rega Inst Med Res, Dept Pharmaceut Chem, B-3000 Louvain, Belgium

Froeyen, M.
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机构: Katholieke Univ Leuven, Rega Inst Med Res, Dept Pharmaceut Chem, B-3000 Louvain, Belgium

Marliere, P.
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机构: Katholieke Univ Leuven, Rega Inst Med Res, Dept Pharmaceut Chem, B-3000 Louvain, Belgium

Nauwelaerts, K.
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机构: Katholieke Univ Leuven, Rega Inst Med Res, Dept Pharmaceut Chem, B-3000 Louvain, Belgium

Herdewijn, P.
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机构: Katholieke Univ Leuven, Rega Inst Med Res, Dept Pharmaceut Chem, B-3000 Louvain, Belgium
机构:
[1] Katholieke Univ Leuven, Rega Inst Med Res, Dept Pharmaceut Chem, B-3000 Louvain, Belgium
[2] Genoscope, Ctr Natl Sequencage, F-91057 Evry, France
关键词:
D O I:
10.1093/nar/gkm498
中图分类号:
Q5 [生物化学];
Q7 [分子生物学];
学科分类号:
071010 ;
081704 ;
摘要:
Some selected amino acids, in particular L-aspartic acid (L-Asp) and L- histidine (L-His), can function as leaving group during polymerase-catalyzed incorporation of deoxyadenosine monophosphate ( dAMP) in DNA. Although L- Asp-dAMP and L-His-dAMP bind, most probably, in a different way in the active site of the enzyme, aspartic acid and histidine can be considered as mimics of the pyrophosphate moiety of deoxyadenosine triphosphate. L- Aspartic acid is more efficient than D-aspartic acid as leaving group. Such P-N conjugates of amino acids and deoxynucleotides provide a novel experimental ground for diversifying nucleic acid metabolism in the field of synthetic biology.
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页码:5060 / 5072
页数:13
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共 55 条
[1]
Synthesis and biological activity of aromatic amino acid phosphoramidates of 5-fluoro-2'-deoxyuridine and 1-beta-arabinofuranosylcytosine: Evidence of phosphoramidase activity
[J].
Abraham, TW
;
Kalman, TI
;
McIntee, EJ
;
Wagner, CR
.
JOURNAL OF MEDICINAL CHEMISTRY,
1996, 39 (23)
:4569-4575

Abraham, TW
论文数: 0 引用数: 0
h-index: 0
机构: UNIV MINNESOTA, DEPT MED CHEM, MINNEAPOLIS, MN 55455 USA

Kalman, TI
论文数: 0 引用数: 0
h-index: 0
机构: UNIV MINNESOTA, DEPT MED CHEM, MINNEAPOLIS, MN 55455 USA

McIntee, EJ
论文数: 0 引用数: 0
h-index: 0
机构: UNIV MINNESOTA, DEPT MED CHEM, MINNEAPOLIS, MN 55455 USA

Wagner, CR
论文数: 0 引用数: 0
h-index: 0
机构: UNIV MINNESOTA, DEPT MED CHEM, MINNEAPOLIS, MN 55455 USA
[2]
TEMPLATE-DIRECTED OLIGONUCLEOTIDE LIGATION ON HYDROXYLAPATITE
[J].
ACEVEDO, OL
;
ORGEL, LE
.
NATURE,
1986, 321 (6072)
:790-792

ACEVEDO, OL
论文数: 0 引用数: 0
h-index: 0

ORGEL, LE
论文数: 0 引用数: 0
h-index: 0
[3]
Efficient primer strand extension beyond oxadiazole carboxamide nucleobases
[J].
Adelfinskaya, O
;
Nashine, VC
;
Bergstrom, DE
;
Davisson, VJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2005, 127 (46)
:16000-16001

Adelfinskaya, O
论文数: 0 引用数: 0
h-index: 0
机构: Purdue Univ, Dept Med Chem & Mol Pharmacol, W Lafayette, IN 47907 USA

Nashine, VC
论文数: 0 引用数: 0
h-index: 0
机构: Purdue Univ, Dept Med Chem & Mol Pharmacol, W Lafayette, IN 47907 USA

Bergstrom, DE
论文数: 0 引用数: 0
h-index: 0
机构: Purdue Univ, Dept Med Chem & Mol Pharmacol, W Lafayette, IN 47907 USA

Davisson, VJ
论文数: 0 引用数: 0
h-index: 0
机构:
Purdue Univ, Dept Med Chem & Mol Pharmacol, W Lafayette, IN 47907 USA Purdue Univ, Dept Med Chem & Mol Pharmacol, W Lafayette, IN 47907 USA
[4]
Amino acid phosphoramidate nucleotides as alternative substrates for HIV-1 reverse transcriptase
[J].
Adelfinskaya, Olga
;
Herdewijn, Piet
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2007, 46 (23)
:4356-4358

Adelfinskaya, Olga
论文数: 0 引用数: 0
h-index: 0
机构:
Katholieke Univ Leuven, Rega Inst Med Res, Med Chem Lab, B-3000 Louvain, Belgium Katholieke Univ Leuven, Rega Inst Med Res, Med Chem Lab, B-3000 Louvain, Belgium

Herdewijn, Piet
论文数: 0 引用数: 0
h-index: 0
机构:
Katholieke Univ Leuven, Rega Inst Med Res, Med Chem Lab, B-3000 Louvain, Belgium Katholieke Univ Leuven, Rega Inst Med Res, Med Chem Lab, B-3000 Louvain, Belgium
[5]
2′-deoxynucleoside 5′-triphosphates modified at α-, β- and γ-phosphates as substrates for DNA polymerases
[J].
Alexandrova, LA
;
Skoblov, AY
;
Jasko, MV
;
Victorova, LS
;
Krayevsky, AA
.
NUCLEIC ACIDS RESEARCH,
1998, 26 (03)
:778-786

Alexandrova, LA
论文数: 0 引用数: 0
h-index: 0
机构:
Russian Acad Sci, VA Engelhardt Mol Biol Inst, Moscow 117984, Russia Russian Acad Sci, VA Engelhardt Mol Biol Inst, Moscow 117984, Russia

Skoblov, AY
论文数: 0 引用数: 0
h-index: 0
机构:
Russian Acad Sci, VA Engelhardt Mol Biol Inst, Moscow 117984, Russia Russian Acad Sci, VA Engelhardt Mol Biol Inst, Moscow 117984, Russia

Jasko, MV
论文数: 0 引用数: 0
h-index: 0
机构:
Russian Acad Sci, VA Engelhardt Mol Biol Inst, Moscow 117984, Russia Russian Acad Sci, VA Engelhardt Mol Biol Inst, Moscow 117984, Russia

Victorova, LS
论文数: 0 引用数: 0
h-index: 0
机构:
Russian Acad Sci, VA Engelhardt Mol Biol Inst, Moscow 117984, Russia Russian Acad Sci, VA Engelhardt Mol Biol Inst, Moscow 117984, Russia

Krayevsky, AA
论文数: 0 引用数: 0
h-index: 0
机构:
Russian Acad Sci, VA Engelhardt Mol Biol Inst, Moscow 117984, Russia Russian Acad Sci, VA Engelhardt Mol Biol Inst, Moscow 117984, Russia
[6]
Effects of 3'-deoxynucleoside 5'-triphosphate concentrations on chain termination by nucleoside analogs during human immunodeficiency virus type 1 reverse transcription of minus-strand strong-stop DNA
[J].
Arts, EJ
;
Marois, JP
;
Gu, ZX
;
LeGrice, SFJ
;
Wainberg, MA
.
JOURNAL OF VIROLOGY,
1996, 70 (02)
:712-720

Arts, EJ
论文数: 0 引用数: 0
h-index: 0
机构: JEWISH GEN HOSP,LADY DAVIS INST MED RES,MCGILL AIDS CTR,MONTREAL,PQ H3T 1E2,CANADA

Marois, JP
论文数: 0 引用数: 0
h-index: 0
机构: JEWISH GEN HOSP,LADY DAVIS INST MED RES,MCGILL AIDS CTR,MONTREAL,PQ H3T 1E2,CANADA

Gu, ZX
论文数: 0 引用数: 0
h-index: 0
机构: JEWISH GEN HOSP,LADY DAVIS INST MED RES,MCGILL AIDS CTR,MONTREAL,PQ H3T 1E2,CANADA

LeGrice, SFJ
论文数: 0 引用数: 0
h-index: 0
机构: JEWISH GEN HOSP,LADY DAVIS INST MED RES,MCGILL AIDS CTR,MONTREAL,PQ H3T 1E2,CANADA

Wainberg, MA
论文数: 0 引用数: 0
h-index: 0
机构: JEWISH GEN HOSP,LADY DAVIS INST MED RES,MCGILL AIDS CTR,MONTREAL,PQ H3T 1E2,CANADA
[7]
gamma-phosphate-substituted 2'-deoxynucleoside 5'-triphosphates as substrates for DNA polymerases
[J].
Arzumanov, AA
;
Semizarov, DG
;
Victorova, LS
;
Dyatkina, NB
;
Krayevsky, AA
.
JOURNAL OF BIOLOGICAL CHEMISTRY,
1996, 271 (40)
:24389-24394

Arzumanov, AA
论文数: 0 引用数: 0
h-index: 0
机构:
RUSSIAN ACAD SCI,INST MOL BIOL,MOSCOW 117984,RUSSIA RUSSIAN ACAD SCI,INST MOL BIOL,MOSCOW 117984,RUSSIA

Semizarov, DG
论文数: 0 引用数: 0
h-index: 0
机构:
RUSSIAN ACAD SCI,INST MOL BIOL,MOSCOW 117984,RUSSIA RUSSIAN ACAD SCI,INST MOL BIOL,MOSCOW 117984,RUSSIA

Victorova, LS
论文数: 0 引用数: 0
h-index: 0
机构:
RUSSIAN ACAD SCI,INST MOL BIOL,MOSCOW 117984,RUSSIA RUSSIAN ACAD SCI,INST MOL BIOL,MOSCOW 117984,RUSSIA

Dyatkina, NB
论文数: 0 引用数: 0
h-index: 0
机构:
RUSSIAN ACAD SCI,INST MOL BIOL,MOSCOW 117984,RUSSIA RUSSIAN ACAD SCI,INST MOL BIOL,MOSCOW 117984,RUSSIA

Krayevsky, AA
论文数: 0 引用数: 0
h-index: 0
机构:
RUSSIAN ACAD SCI,INST MOL BIOL,MOSCOW 117984,RUSSIA RUSSIAN ACAD SCI,INST MOL BIOL,MOSCOW 117984,RUSSIA
[8]
MARKED INVIVO ANTIRETROVIRUS ACTIVITY OF 9-(2-PHOSPHONYLMETHOXY-ETHYL)ADENINE, A SELECTIVE ANTI-HUMAN IMMUNODEFICIENCY VIRUS AGENT
[J].
BALZARINI, J
;
NAESENS, L
;
HERDEWIJN, P
;
ROSENBERG, I
;
HOLY, A
;
PAUWELS, R
;
BABA, M
;
JOHNS, DG
;
DECLERCQ, E
.
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA,
1989, 86 (01)
:332-336

BALZARINI, J
论文数: 0 引用数: 0
h-index: 0
机构: CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA

论文数: 引用数:
h-index:
机构:

HERDEWIJN, P
论文数: 0 引用数: 0
h-index: 0
机构: CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA

ROSENBERG, I
论文数: 0 引用数: 0
h-index: 0
机构: CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA

HOLY, A
论文数: 0 引用数: 0
h-index: 0
机构: CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA

PAUWELS, R
论文数: 0 引用数: 0
h-index: 0
机构: CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA

BABA, M
论文数: 0 引用数: 0
h-index: 0
机构: CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA

JOHNS, DG
论文数: 0 引用数: 0
h-index: 0
机构: CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA

DECLERCQ, E
论文数: 0 引用数: 0
h-index: 0
机构: CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
[9]
A WELL-BEHAVED ELECTROSTATIC POTENTIAL BASED METHOD USING CHARGE RESTRAINTS FOR DERIVING ATOMIC CHARGES - THE RESP MODEL
[J].
BAYLY, CI
;
CIEPLAK, P
;
CORNELL, WD
;
KOLLMAN, PA
.
JOURNAL OF PHYSICAL CHEMISTRY,
1993, 97 (40)
:10269-10280

BAYLY, CI
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV CALIF SAN FRANCISCO,SCH PHARM,DEPT PHARMACEUT CHEM,SAN FRANCISCO,CA 94143 UNIV CALIF SAN FRANCISCO,SCH PHARM,DEPT PHARMACEUT CHEM,SAN FRANCISCO,CA 94143

CIEPLAK, P
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV CALIF SAN FRANCISCO,SCH PHARM,DEPT PHARMACEUT CHEM,SAN FRANCISCO,CA 94143 UNIV CALIF SAN FRANCISCO,SCH PHARM,DEPT PHARMACEUT CHEM,SAN FRANCISCO,CA 94143

CORNELL, WD
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV CALIF SAN FRANCISCO,SCH PHARM,DEPT PHARMACEUT CHEM,SAN FRANCISCO,CA 94143 UNIV CALIF SAN FRANCISCO,SCH PHARM,DEPT PHARMACEUT CHEM,SAN FRANCISCO,CA 94143

KOLLMAN, PA
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV CALIF SAN FRANCISCO,SCH PHARM,DEPT PHARMACEUT CHEM,SAN FRANCISCO,CA 94143 UNIV CALIF SAN FRANCISCO,SCH PHARM,DEPT PHARMACEUT CHEM,SAN FRANCISCO,CA 94143
[10]
Structural insights into the origins of DNA polymerase fidelity
[J].
Beard, WA
;
Wilson, SH
.
STRUCTURE,
2003, 11 (05)
:489-496

Beard, WA
论文数: 0 引用数: 0
h-index: 0
机构:
NIEHS, Struct Biol Lab, NIH, Res Triangle Pk, NC 27709 USA NIEHS, Struct Biol Lab, NIH, Res Triangle Pk, NC 27709 USA

Wilson, SH
论文数: 0 引用数: 0
h-index: 0
机构:
NIEHS, Struct Biol Lab, NIH, Res Triangle Pk, NC 27709 USA NIEHS, Struct Biol Lab, NIH, Res Triangle Pk, NC 27709 USA