کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5279149 | 1385619 | 2011 | 4 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Synthesis of S-glycosyl amino acids and S-glycopeptides via photoinduced click thiol-ene coupling
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
چکیده انگلیسی
We report on the photoinduced addition of glycosyl thiols to alkenyl glycines (thiol-ene coupling) to give S-glycosyl amino acids in high yields (53-90%). One of the amino acids thus prepared was used in the construction of a tripeptide via solution phase chemistry. Moreover, a one-pot two-step approach to an S-glycopeptide was developed using glutathione (GSH) as model starting material. This approach involved GSH S-alkenylation followed by photoinduced hydrothiolation by a glycosyl thiol.
S-Glucosyl glutathione was obtained by S-butenylation and photoinduced (UVA or sunlight) coupling with unprotected sugar thiol.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 52, Issue 3, 19 January 2011, Pages 444-447
Journal: Tetrahedron Letters - Volume 52, Issue 3, 19 January 2011, Pages 444-447
نویسندگان
Michele Fiore, Mauro Lo Conte, Salvatore Pacifico, Alberto Marra, Alessandro Dondoni,