S-Michael Additions to Chiral Dehydroalanines as an Entry to Glycosylated Cysteines and a Sulfa-Tn Antigen Mimic
Тип публикации: Journal Article
Дата публикации: 2014-01-07
scimago Q1
wos Q1
БС1
SJR: 5.489
CiteScore: 24.4
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
24372047
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Краткое описание
Stereoselective sulfa-Michael addition of appropriately protected thiocarbohydrates to chiral dehydroalanines has been developed as a key step in the synthesis of biologically important cysteine derivatives, such as S-(β-D-glucopyranosyl)-D-cysteine, which has not been synthesized to date, and S-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-L-cysteine, which could be considered as a mimic of Tn antigen. The corresponding diamide derivative was also synthesized and analyzed from a conformational viewpoint, and its bound state with a lectin was studied.
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Aydillo C. et al. S-Michael Additions to Chiral Dehydroalanines as an Entry to Glycosylated Cysteines and a Sulfa-Tn Antigen Mimic // Journal of the American Chemical Society. 2014. Vol. 136. No. 2. pp. 789-800.
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Aydillo C., Compañón I., Avenoza A., Busto J. H., Corzana F., Peregrina J. M., Zurbano M. M. S-Michael Additions to Chiral Dehydroalanines as an Entry to Glycosylated Cysteines and a Sulfa-Tn Antigen Mimic // Journal of the American Chemical Society. 2014. Vol. 136. No. 2. pp. 789-800.
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TY - JOUR
DO - 10.1021/ja411522f
UR - https://doi.org/10.1021/ja411522f
TI - S-Michael Additions to Chiral Dehydroalanines as an Entry to Glycosylated Cysteines and a Sulfa-Tn Antigen Mimic
T2 - Journal of the American Chemical Society
AU - Aydillo, Carlos
AU - Compañón, Ismael
AU - Avenoza, Alberto
AU - Busto, Jesús H.
AU - Corzana, Francisco
AU - Peregrina, Jesús M.
AU - Zurbano, Marı́a M.
PY - 2014
DA - 2014/01/07
PB - American Chemical Society (ACS)
SP - 789-800
IS - 2
VL - 136
PMID - 24372047
SN - 0002-7863
SN - 1520-5126
ER -
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BibTex (до 50 авторов)
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@article{2014_Aydillo,
author = {Carlos Aydillo and Ismael Compañón and Alberto Avenoza and Jesús H. Busto and Francisco Corzana and Jesús M. Peregrina and Marı́a M. Zurbano},
title = {S-Michael Additions to Chiral Dehydroalanines as an Entry to Glycosylated Cysteines and a Sulfa-Tn Antigen Mimic},
journal = {Journal of the American Chemical Society},
year = {2014},
volume = {136},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://doi.org/10.1021/ja411522f},
number = {2},
pages = {789--800},
doi = {10.1021/ja411522f}
}
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MLA
Скопировать
Aydillo, Carlos, et al. “S-Michael Additions to Chiral Dehydroalanines as an Entry to Glycosylated Cysteines and a Sulfa-Tn Antigen Mimic.” Journal of the American Chemical Society, vol. 136, no. 2, Jan. 2014, pp. 789-800. https://doi.org/10.1021/ja411522f.