Solid-Phase Synthesis and Configurational Reassigment of Callipeltin E. Implications for the Structures of Callipeltins A and B
Publication type: Journal Article
Publication date: 2006-07-21
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
16901115
Organic Chemistry
Abstract
Two possible isomers of the natural product callipeltin E (1, 5) were synthesized by using an Fmoc-based solid-phase strategy in 7 steps, in 20% and 26% overall yields, respectively. The (1)H NMR spectrum of synthetic 5 correlated closely with that of the natural product, whereas that of 1 did not, providing confirmation of the configurational reassignment of the N-terminal residue of callipeltin E as D-allothreonine. This result strongly implies that the corresponding residue in the closely related cyclic depsipeptides callipeltins A and B should also be considered a D-allothreonine residue.
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Total citations:
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Citations from 2024:
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(2%)
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GOST
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Çalimsiz S., Morales Ramos Á. I., Lipton M. Solid-Phase Synthesis and Configurational Reassigment of Callipeltin E. Implications for the Structures of Callipeltins A and B // Journal of Organic Chemistry. 2006. Vol. 71. No. 17. pp. 6351-6356.
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Çalimsiz S., Morales Ramos Á. I., Lipton M. Solid-Phase Synthesis and Configurational Reassigment of Callipeltin E. Implications for the Structures of Callipeltins A and B // Journal of Organic Chemistry. 2006. Vol. 71. No. 17. pp. 6351-6356.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/jo060351h
UR - https://doi.org/10.1021/jo060351h
TI - Solid-Phase Synthesis and Configurational Reassigment of Callipeltin E. Implications for the Structures of Callipeltins A and B
T2 - Journal of Organic Chemistry
AU - Çalimsiz, Selçuk
AU - Morales Ramos, Ángel I
AU - Lipton, Mark
PY - 2006
DA - 2006/07/21
PB - American Chemical Society (ACS)
SP - 6351-6356
IS - 17
VL - 71
PMID - 16901115
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2006_Çalimsiz,
author = {Selçuk Çalimsiz and Ángel I Morales Ramos and Mark Lipton},
title = {Solid-Phase Synthesis and Configurational Reassigment of Callipeltin E. Implications for the Structures of Callipeltins A and B},
journal = {Journal of Organic Chemistry},
year = {2006},
volume = {71},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/jo060351h},
number = {17},
pages = {6351--6356},
doi = {10.1021/jo060351h}
}
Cite this
MLA
Copy
Çalimsiz, Selçuk, et al. “Solid-Phase Synthesis and Configurational Reassigment of Callipeltin E. Implications for the Structures of Callipeltins A and B.” Journal of Organic Chemistry, vol. 71, no. 17, Jul. 2006, pp. 6351-6356. https://doi.org/10.1021/jo060351h.