2-(p-hydroxybenzyl)indoles - Side products formed upon cleavage of indole derivatives from carboxylated Wang polymer - An NMR study

Molecules

Volumn 8, Issue 10, 2003, Pages 728-734

  Mutulis, Felikss ^a   Erdélyi, Máté ^a,b   Mutule, Ilze ^a   Kreicberga, Jana ^a,c   Yahorava, Sviatlana ^a   Yahorau, Aleh ^a   Borisova Jan, Larisa ^d   Wikberg, Jarl E S ^a  

^a UPPSALA UNIVERSITY   (Sweden)

^b UPPSALA UNIVERSITY   (Sweden)

^c RIGA TECHNICAL UNIVERSITY   (Latvia)

^d Melacure Therapeutics AB   (Sweden)

Author keywords

1,2 ethane dithiol; Carboxylated Wang polymer; NMR; P hydroxybenzylation; Side reaction

Indexed keywords

INDOLE DERIVATIVE; POLYMER; THIOL DERIVATIVE; TRIFLUOROACETIC ACID;

ARTICLE; BENZYLATION; CARBON NUCLEAR MAGNETIC RESONANCE; CARBOXYLATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; STRUCTURE ANALYSIS; THIN LAYER CHROMATOGRAPHY;

EID: 3343013107     PISSN: 14203049     EISSN: None     Source Type: Journal    
DOI: 10.3390/81000728     Document Type: Article

References (11)

1. Riniker, B.; Kamber, B. In Peptides 1988; Jung, G.; Bayer, E., Eds.; Walter de Gruyter & Co: Berlin, New York, 1989; pp 115-117.
2. Giraud, M.; Cavelier, F.; Martinez., J. A side-reaction in the SPPS of Trp-containing peptides. J. Pept. Sci. 1999, 5, 457-461.
3. Prohazka, Z. In Paper Chromatography. A Comprehensive Treatise, Hais, I.M.; Macek, K., Eds.; Publishing House of the Czechoslovak Academy of Sciences: Prague, 1963; p.247.
4. Wokaun, A.; Ernst, R. R. Selective detection of multiple quantum transitions in NMR by two-dimensional spectroscopy. Chem Phys. Lett. 1977, 52, 407-412.
5. Piantini, U.; Sörensen, O. W.; Ernst, R. R. Multiple quantum filters for elucidating NMR coupling networks. J. Am. Chem. Soc. 1982, 104, 6800-6801.
6. Shaka, A.J.; Freeman, R. Simplification of NMR spectra by filtration through multiple-quantum coherence. J. Magn. Reson. 1983, 51, 169-173.
7. Bax, A. Structure determination and spectral assignment by pulsed polarization transfer via long-range proton-carbon-13 couplings. J. Magn. Reson. 1984, 57, 314-318.
8. Kessler, H.; Griesinger, C.; Zarbock, J.; Loosli, H. R. Assignment of carbonyl carbons and sequence analysis in peptides by heteronuclear shift correlation via small coupling constants with broadband decoupling in t1 (COLOC). J. Magn. Reson. 1984, 57, 331-336.
9. Kessler, H.; Griesinger, C.; Lautz, J. Determination of connectivities via small proton-carbon couplings with a new two-dimensional NMR technique. Angew. Chem. Int. Ed. Engl. 1984, 23, 444-445.
10. Kessler, H.; Griesinger, C.; Wagner, K. Peptide conformations. 42. Conformation of side chains in peptides using heteronuclear coupling constants obtained by two-dimensional NMR spectroscopy. J. Am. Chem. Soc. 1987, 109, 6927-6933.
11. Günther, H. NMR spectroscopy; Basic Principles, Concepts, and Applications in Chemistry, 2(nd) Edition; John Wiley & Sons, Chichester, England, 1994.