- Zinc-catalyzed amide cleavage and esterification of β- hydroxyethylamides
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Snipping tool: Zn(OTf)2 is an efficient catalyst for selective cleavage of amides bearing a β-hydroxyethyl group on the nitrogen atom. The mechanism involves an N,O-acyl rearrangement and transesterification. This new catalytic system can be applied to sequence-specific peptide bond scission at the amine side of a serine residue. Tf=trifluoromethanesulfonyl. Copyright
- Kita, Yusuke,Nishii, Yuji,Higuchi, Takafumi,Mashima, Kazushi
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supporting information; body text
p. 5723 - 5726
(2012/08/07)
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- A novel organophosphorus compound as a coupling reagent for peptide synthesis
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3-(Diethoxyphosphoryloxy)-1,2,3-benzotriazin-4 (3H)-one 1 is a new organophosphorus compound which can be used as an efficient coupling reagent for peptide synthesis by either solution or solid phase coupling.
- Fan, Chong-Xu,Hao, Xiao-Lin,Ye, Yun-Hua
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p. 1455 - 1460
(2007/10/03)
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- 1,1'-Carbonylbis(3-methylimidazolium) Triflate: An Efficient Reagent for Aminoacylations
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Amino acid carboxyl activation and subsequent coupling with nucleophiles frequently suffer from uncertain risks of racemization, complex reagent preparation, or troublesome side-product removal.All of these difficulties are eliminated with a new, simple reagent, 1,1'-carbonylbis(3-methylimidazolium) triflate (CBMIT), obtainable readily by bis-alkylation of carbonyldiimidazole with methyl triflate.Via a highly reactive acyl imidazolium intermediate, CBMIT couples amino acid components or amino acids and alcohols to give peptides and esters, easily isolated in high yield.The reaction medium remains free of any base, and no loss of optical activity is observed.
- Saha, Ashis K.,Schultz, Peter,Rapoport, Henry
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p. 4856 - 4859
(2007/10/02)
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- 15N NMR Spectroscopy. 30 - Structure/Shift Relationships of Oligopeptides and Copolypeptides, Including Gramicidin S.
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The 15N NMR spectra of various oligopeptide derivatives of the Z-X-Y-Y-OMe structure, where X and Y are variable amino acids and Z is the benzyloxycarbonyl group, were measured in several protic and aprotic solvents.The shift difference of the 15N of the
- Kricheldorf, Hans R.
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p. 162 - 177
(2007/10/02)
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