A Facile Synthesis of C-terminal Neoglycopeptides: Incorporation of Urea Moiety between Sugars and Peptides Employing Curtius Rearrangement

Vommina V. Sureshbabu; Rao Venkataramanarao; H. P. Hemantha

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A Facile Synthesis of C-terminal Neoglycopeptides: Incorporation of Urea Moiety between Sugars and Peptides Employing Curtius Rearrangement

机译：C端新糖肽的轻松合成：糖和使用库蒂斯重排的肽之间的尿素部分的合并。

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Incorporation of urea moiety in the synthesis of C-terminal neoglycopeptides has been demonstrated through the reaction between suitably protected glycosylamine and Fmoc-peptidyl isocyanates or carbamates. Curtius rearrangement has been made use off for the conversion of peptidyl acid azides in to corresponding isocyanates. The resulting C-terminal neoglycopeptidylureas have been isolated as stable solids which are fully characterized by 1H NMR and mass spectroscopy.

机译：通过适当保护的糖基胺与Fmoc-肽基异氰酸酯或氨基甲酸酯之间的反应，已证明在C-末端新糖肽的合成中掺入尿素部分。 Curtius重排已被用于将肽基叠氮化物转化为相应的异氰酸酯。已分离出作为稳定固体的所得C-末端新糖肽基脲，其通过1 H NMR和质谱法充分表征。

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来源
《International Journal of Peptide Research and Therapeutics》 |2008年第1期|34-40|共7页
作者
Vommina V. Sureshbabu; Rao Venkataramanarao; H. P. Hemantha;
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作者单位

Department of Studies in Chemistry Central College Campus Bangalore University Dr. B. R. Ambedkar Veedhi Bangalore 560 001 India;

Department of Studies in Chemistry Central College Campus Bangalore University Dr. B. R. Ambedkar Veedhi Bangalore 560 001 India;

Department of Studies in Chemistry Central College Campus Bangalore University Dr. B. R. Ambedkar Veedhi Bangalore 560 001 India;

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正文语种 eng
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关键词
Curtius rearrangement; neoglycopeptides; glycosylamine; ureido group; Fmoc-peptidyl isocyanates;

机译：Curtius重排;新糖肽;糖胺;脲基;Fmoc-肽基异氰酸酯;

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1. A Facile Synthesis of C-terminal Neoglycopeptides: Incorporation of Urea Moiety between Sugars and Peptides Employing Curtius Rearrangement [J] . Vommina V. Sureshbabu, Rao Venkataramanarao International journal of peptide research and therapeutics . 2008,第1期

机译：C端新糖肽的轻松合成：糖和使用库蒂斯重排的肽之间的尿素部分的合并。
2. A Facile Synthesis of C-terminal Neoglycopeptides: Incorporation of Urea Moiety between Sugars and Peptides Employing Curtius Rearrangement [J] . Vommina V. Sureshbabu, Rao Venkataramanarao International journal of peptide research and therapeutics . 2008,第1期

机译：C末端新腺肽的容易合成：掺入使用Curtius重排的糖和肽之间的尿素部分
3. A Facile Synthesis of C-terminal Neoglycopeptides: Incorporation of Urea Moiety between Sugars and Peptides Employing Curtius Rearrangement [J] . Vommina V. Sureshbabu, Rao Venkataramanarao International journal of peptide research and therapeutics . 2008,第1期

机译：C末端新腺肽的容易合成：掺入使用Curtius重排的糖和肽之间的尿素部分
4. Curtius rearrangement and Schmidt reaction as convenient methods in the synthesis of non-protein amino acids.(Abstracts) [C] . Bozena Frackowiak, Kamila Gajcy, Agnieszka Kusiak European Symposium on Organic Chemistry . 2007

机译：Curtius重排和Schmidt反应是在合成非蛋白质氨基酸的方便方法中。（摘要）
5. Facile synthesis of cis-2-alkyl-3-trialkylsilyloxycycloalkanones via the non-aldol aldol rearrangement of 2,3-epoxycycloalkanols and use of 4-cyanocoumarins as dienophiles in a facile synthesis of highly substituted dibenzopyranones and progress toward the total synthesis of N-methylwelwitindolinone C isothiocyanate. [D] . Allen, Damian Arthur. 2009

机译：通过2,3-环氧环烷醇的非醛醇缩醛重排轻松合成顺式-2-烷基-3-三烷基甲硅烷氧基环烷酮，并在高度取代的二苯并吡喃酮的简便合成中使用4-氰基香豆素作为亲二烯体，并逐步发展为N-甲基welwitindolinone C异硫氰酸酯。
6. Boc-protected 1-(3-oxocycloalkyl)ureas via a one-step Curtius rearrangement: mechanism and scope [O] . Xianyu Sun, Rachita Rai, Jeffrey R. Deschamps, -1

机译：Boc保护的1-（3-氧代环烷基）尿素通过一步Curtius重排：机制和范围
7. A Facile Synthesis of C-terminal Neoglycopeptides: Incorporation of Urea Moiety between Sugars and Peptides Employing Curtius Rearrangement [O] . Sureshbabu V.V., Venkataramanarao R., Hemantha H.P. 2008

机译：C-末端新糖肽的简易合成：采用Curtius重排的糖和肽之间的尿素部分的结合
8. Synthesis and Biological Activity of Substituted Urea and Thiourea Derivatives Containing 1,2,4-Triazole Moieties. [R] . Kocyigit-Kaymakcioglu, B., Celen, A. O., Tabanca, N., 2013

机译：含1,2,4-三唑部分的取代脲和硫脲衍生物的合成及生物活性。

A Facile Synthesis of C-terminal Neoglycopeptides: Incorporation of Urea Moiety between Sugars and Peptides Employing Curtius Rearrangement

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