- An improved method for the preparation of ω-cyclohexyl esters of aspartic and glutamic acid
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An improved synthesis of β-cyclohexyl L-aspartate and γ-cyclohexyl L-glutamate and its N-tert-butoxycarbonyl (Boc) derivatives is described.
- Toth,Penke
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- Facile synthesis of α-hydroxy carboxylic acids from the corresponding α-amino acids
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An effective and improved procedure is developed for the synthesis of α-hydroxy carboxylic acids by treatment of the corresponding protonated α-amino acid with tert-butyl nitrite in 1,4-dioxane-water. The amino moiety must be protonated and located α to a carboxylic acid function in order to undergo initial diazotization and successive hydroxylation, since neither β-amino acids nor acid derivatives such as esters and amides undergo hydroxylations. The method is successfully applied for the synthesis of 18 proteinogenic amino acids.
- Stuhr-Hansen, Nicolai,Padrah, Shahrokh,Str?mgaard, Kristian
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supporting information
p. 4149 - 4151
(2015/02/02)
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- Cholesterol seco-sterol-induced aggregation of methylated amyloid-β peptides - Insights into aldehyde-initiated fibrillization of amyloid-β
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(Chemical Equation Presented) Hot spot on amyloid-β? Atheronal-B-induced aggregation of amyloid-β (Aβ) involves a site-specific adduction of the aldehyde to the ε-amino group of Lys 16, suggesting that Lys 16 is a hot spot for atheronal-induced fibrilliza
- Scheinost, Johanna C.,Wang, Hong,Boldt, Grant E.,Offer, John,Wentworth Jr., Paul
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p. 3919 - 3922
(2008/12/23)
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- Stabilized analogs of thymopentin. 2. 1,2- and 3,4-ketomethylene pseudopeptides
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In this second paper in a series of three studies of stable analogs of thymopentin (Arg1-Lys2-Asp3-Val4-Tyr5), the synthesis of analogs stablized at peptide bonds 1,2 and 3,4 via insertion of ketomethylene units is described. A tris(carbobenzyloxy)arginyl(k)norleucine pseudopeptide was synthesized and coupled to Asp-Val-Phe-resin units followed by HF cleavage to prepare Arg(k)Nle-Asp-Val-Phe analogs. Preparation of N-BOC Asp(k)Val and N- BOC Asp(k)Ala units followed by coupling to Phe- or Tyr-resin units provided resin-bound pseudotripeptide substrates for attachment of various arginyl dipeptides. Cleavage from the resin afforded 3,4-ketomethylene-stabilized pseudopeptide analogs of thymopentin. The Arg-Lys-Asp(k)Val-Phe and ArgLys- Asp(k)Val-Tyr analogs were more strongly bound to CEM cells than thymopentin itself. There was significant enhancement of stability in serum for the analogs, especially those containing Arg(k)Nle or Arg-NMeLys moieties at the 1,2-peptide bond.
- DeGraw, Joseph I.,Almquist, Ronald G.,Hiebert, Charles K.,Judd, Amrit K.,Dousman, Linda,Smith, R. Lane,Waud, William R.,Uchida, Itsuo
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p. 2398 - 2406
(2007/10/03)
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- A Simple and Convenient Synthesis of β-Aspartates and γ-Glutamates
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A simple and convenient, high yield synthesis of ω-esters of aspartic as well as glutamic acid has been developed, using tetrafluoroboric acid as catalyst. (13)C-NMR data of the products are given.
- Albert, Rainer,Danklmaier, Johann,Hoenig, Helmut,Kandolf, Harald
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p. 635 - 637
(2007/10/02)
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