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References (27)
-
S. Moench, J. Satterlee, J. Erman (1987)
Proton NMR and electrophoretic studies of the covalent complex formed by cross-linking yeast cytochrome c peroxidase and horse cytochrome c with a water-soluble carbodiimide.Biochemistry, 26 13
-
M. Wilchek (1985)
Affinity chromatography: A practical approach : edited by P.D.G. Dean, W.S. Johnson and F.A. Middle, IRL Press, £ 11.00/US$ 20.00 (xv + 215 pages) ISBN 0 904147 71 1Trends in Analytical Chemistry, 4
-
R. Naylor, Gilham Pt (1966)
Studies on some interactions and reactions of oligonucleotides in aqueous solution.Biochemistry, 5 8
-
Z. Shabarova, N. Dolinnaya, V. Drutsa, N. Melnikova, A. Purmal (1981)
DNA-like duplexes with repetitions. III. Efficient template-guided chemical polymerization of d(TGGCCAAGCTp).Nucleic acids research, 9 21
-
U. Kramer, A. Guggisberg, M. Hesse, H. Schmid (1978)
Anwendung der „Zip”︁‐Reaktion zur Synthese eines 53gliedrigen PolyaminolactamsAngewandte Chemie, 90
-
V. Zhurkin, Y. Lysov, V. Ivanov (1980)
Interaction of spermine with different forms of DNA. A conformational studyBiopolymers, 19
-
W. Adam*, I. Erden (1978)
Trapping of Unstable Fulvene/Singlet Oxygen Adducts by Reduction with DiazeneAngewandte Chemie, 17
-
K. Zakrzewska, B. Pullman (1986)
Spermine–nucleic acid interactions: A theoretical studyBiopolymers, 25
-
U. Kramer, H. Schmid, A. Guggisberg, M. Hesse (1979)
Synthese eines 33gliedrigen Polyaminolactams durch Anwendung der «zip»-Reaktion. 6. Mitteilung über Umamidierungsreaktionen†‡Helvetica Chimica Acta, 62
-
T. Tenforde, R. Fawwaz, N. Freeman, N. Castagnoli (1972)
Nuclear magnetic resonance and infrared studies on the tautomerism of 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimideJournal of Organic Chemistry, 37
-
J. Sheehan, P. Cruickshank, G. Boshart (1961)
Notes- A Convenient Synthesis of Water-Soluble Carbodiimides.Journal of Organic Chemistry, 26
-
G. Kiedrowski (1986)
A Self‐Replicating HexadeoxynucleotideAngewandte Chemie, 25
-
S. Nozaki, I. Muramatsu (1982)
Rapid Peptide Synthesis in Liquid Phase. Preparation of Angiotensin II and Delta-sleep-inducing Peptide by the “Hold-in-Solution” MethodBulletin of the Chemical Society of Japan, 55
-
S. Uesugi, P. Ts'o (1974)
Chemical polymerization of oligonucleotides directed by a complementary polynucleotide. Preparation and polymerization of oligo(2'-O-methylinosine 3'-phosphate).Biochemistry, 13 15
-
G. Kiedrowski (1986)
Ein selbstreplierendes HexadesoxynucleotidAngewandte Chemie, 98
-
E. Buhleier, W. Wehner, F. Voegtle (1978)
"Cascade"- and "Nonskid-Chain-like" Syntheses of Molecular Cavity TopologiesSynthesis, 1978
-
R. Bergeron (1986)
Methods for the selective modification of spermidine and its homologsAccounts of Chemical Research, 19
-
M. Bratek-Wiewiórowska, M. Alejska, M. Figlerowicz, J. Barciszewski, M. Wiewiórowski, M. Jaskólski, W. Zielenkiewicz, A. Zielenkiewicz, M. Kaminski (1987)
Interaction of polyamines, their protonated salts and metal complexes with nucleic acid fragmentsPure and Applied Chemistry, 59
-
W. Zieliński, L. Orgel (1987)
Autocatalytic synthesis of a tetranucleotide analogueNature, 327
-
B. Huckett, H. Gordhan, R. Hawtrey, N. Moodley, M. Ariatti, A. Hawtrey (1986)
Binding of DNA to albumin and transferrin modified by treatment with water-soluble carbodiimides.Biochemical pharmacology, 35 8
-
L. Packer, Stephanie Tristram, J. Herz, C. Russell, C. Borders (1979)
Chemical modification of purple membranes: role of arginine and carboxylic acid residues in bacteriorhodopsinFEBS Letters, 108
-
C. Willgerodt (1887)
Ueber Halogenbenzolhaloide, besonders über a‐Trichlorbenzolhexachlorid, \documentclass{article}\pagestyle{empty}\begin{document}$ {\rm C}_{\rm 6} {\rm H}_3 \mathop {{\rm Cl}}\limits_1 \mathop {{\rm Cl}}\limits_2 \mathop {{\rm Cl}}\limits_4,{\rm Cl}_6 $\end{document}Journal Fur Praktische Chemie-chemiker-zeitung, 35
-
J. C. Sheehan, P. A. Cruickshank, G. L. Boshart, T. Tenforde, R. A. Fawwaz, N. K. Freeman, S. Nozaki, I. Muramatsu, P. D. G. Dean, W. S. Johnson, F. A. Middle, L. Packer, S. Tristram, J. M. Herz, C. Russel, C. L. Borders, S. J. Moench, J. D. Satterlee, J. E. Erman, B. Huckett, H. Gordhan, R. Hawtrey, N. Moodley, M. Ariatti, A. Hawtrey (1961)
Affinity Chromatography: a Practical Approach, 26
-
A. Giumanini, G. Chiavari, F. Scarponi (1976)
N-permethylation of polyamines for gas chromatographic and mass spectrometric analyses.Analytical chemistry, 48 3
-
R. Peck (1962)
Anomalous Hydrolytic Behavior of Some Basically-Substituted Phthalimides. A Novel Rearrangement of a 4-Aminoquinoline Side Chain1Journal of Organic Chemistry, 27
-
S. Pine, Bernard Sanchez (1971)
Formic acid-formaldehyde methylation of aminesJournal of Organic Chemistry, 36
-
F. Schmidtchen (1980)
Synthese makrotricyclischer AmineChemische Berichte, 113
- Publisher
- Wiley
- Copyright
- Copyright © 1988 Wiley Subscription Services, Inc., A Wiley Company
- ISSN
- 1434-193X
- eISSN
- 1099-0690
- DOI
- 10.1002/jlac.198819880814
- Publisher site
- See Article on Publisher Site
Abstract
Polyamine‐Carbodiimides are new water‐soluble activating agents designed to fit some requirements of chemical ligations of oligodeoxynucleotide 3′‐phosphates. N‐Alkyl‐N′‐(4,9,13‐trimethyl‐4,9,13‐triazatetradecyl)carbodiimides 9 have been prepared from 4,9,13‐trimethyl‐4,9,13‐triazatetradecylamine (2b), a N‐methylated derivative of spermine (2a), via the respective thioureas 8. An efficient total synthesis of the polyamine 2b has been elaborated in which the carbon‐nitrogen framework of 2b is assembled through succesive N‐alkylations of tosylamides as the key steps starting from N‐[4‐(tosylamido)butyl]formamide (4d), N‐(3‐iodopropyl)‐N‐methyl‐p‐toluenesulfonamide (3c), and 1‐bromo‐3‐chloropropane (3a). The polyamine 2b could be obtained via seven steps (3c + 4d → 5a, 5a → 5b, 5b → 5c, 5c + 3a → 6b, 6b → 6d, 6d → 6f, 6f → [6g] → 2b) in 40% overall yield.
Journal
European Journal of Organic Chemistry – Wiley
Published: Apr 16, 1989