115141-89-4Relevant academic research and scientific papers
N-METHYL AMINO ACIDS
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Page 87, (2010/02/06)
The present invention relates to a compound of formula (I) or (II), processes for preparing them, peptides including them and kits involving them.
Synthesis of muramyl peptides containing meso-diaminopimelic acid
Kubasch, Niels,Schmidt, Richard R.
, p. 2710 - 2726 (2007/10/03)
Chain-extension of L-glutamate aldehyde 3 by means of the Wittig-Horner reaction furnished the desired C7 dicarboxylic acid derivative, which in turn, after C-C double bond hydrogenation and protecting group manipulation, afforded the 2,6-diaminopimelic acid derivatives (S,R)-9 and (S,S)-9, both with the desired orthogonal protecting group pattern. Synthesis of the muramic acid derivative 15 and attachment of an L-alanine residue furnished muramyl-L-alanine 18. The corresponding 1,6-anhydromuramic acid derivative 26 was obtained similarly. Treatment of these compounds with peptides 28-30 and with the 2,6-diaminopimelic acid containing di- and tripeptides 32a, 32b, and 35 gave the protected muramyl peptides 17, 37, 40, 42, 44, 46, and 49a and 49b, which, after deprotection, afforded the desired target molecules muramyl-L-alanine (38), muramyl-L-alanyl-D-glutamic acid (39), muramyl-L-alanyl-D-glutaminide (41), muramyl-L-alanyl-D- isoglutaminyl-L-lysine (43), muramyl-L-alanyl-D-isoglutaminyl-(2S,6R)-2,6-diaminopimelic acid (45), muramyl-L-alanyl- L-isoglutaminyl-(2S,6R)-2,6-diaminopimelic-D-alanme (47), 1,6-anhydromuramyl-L-alanyl-D-isoglutaminyl-(2S,6R)-2,6-diaminopimelic acid (50a), and 1,6-anhydromuramyl-L-alanyl-D- isoglutaminyl-(2S,6S)-2,6-diaminiopimelic acid (50b). ( Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).
Angiotensin II analogues encompassing 5,9- and 5,10-fused thiazabicycloalkane tripeptide mimetics
Johannesson, Petra,Lindeberg, Gunnar,Tong, Weimin,Gogoll, Adolf,Synnergren, Barbro,Nyberg, Fred,Karlén, Anders,Hallberg, Anders
, p. 4524 - 4537 (2007/10/03)
A simple experimental procedure on solid phase for the construction of new tripeptidic 5,9- and 5,10-fused thiazabicycloalkane scaffolds that adopt β-turns has been developed. This N-terminal-directed bicyclization, relying on masked aldehyde precursors d
Lactam-conformationally restricted analogs of N(α)-arylsulfonyl arginine amide: Design, synthesis and inhibitory activity toward thrombin and related enzymes
Okayama,Seki,Ito,Takeshima,Hagiwara,Morikawa
, p. 1683 - 1691 (2007/10/03)
Three new lactam-conformationally restricted arginine derivatives, 1- butyl-3-(6,7-dimethoxy-2-naphthylsulfonyl)-3-(3-guanidinopropyl)-substituted γ-, δ-, and ε-lactams (2-4), were synthesized on the basis of backbone modification of the lead structure, 6
Azacycle Synthesis via Radical Cyclization of β-Aminoacrylates.
Lee, Eun,Kang, Tae Seop,Joo, Beom Jun,Tae, Jin Sung,Li, Kap Sok,Chung, Cheol Keun
, p. 417 - 420 (2007/10/02)
(Pyrrolidine)- and (piperidine)acetates are efficiently synthesized via radical cyclization of β-aminoacrylates.
AN ASYMMETRIC SYNTHESIS OF DIFFERENTIALLY PROTECTED MESO-2,6-DIAMINOPIMELIC ACID
Holcomb, Ryan C.,Schow, Steven,Ayral-Kaloustian, S.,Powell, Dennis
, p. 7005 - 7008 (2007/10/02)
Differentially protected meso-2,6-diaminopimelic acid, a component of bacterial cell walls, a biosynthetic precursor of L-lysine and a constituent of several synthetic immunostimulants, has been prepared stereospecifically from L-glutamic acid.
Synthesis, conformation, and immunosuppressive activitiy of a conformationally restricted cyclosporine lactam analogue
Aebi,Guillaume,Dunlap,Rich
, p. 1805 - 1815 (2007/10/02)
Cyclosporine A (CsA, 1), an immunosuppressive cyclic undecapeptide, in apolar solvents adopts a II' β-turn at the Sar3-MeLeu4 residues. [D-Proline3]Cs has been reported to be a nonimmunosuppressive analogue in which the II
