48067-24-9Relevant articles and documents
Synthesis of Silacyclic Dipeptides: Peptide Elongation at Both N-And C-Termini of Dipeptide
Hattori, Tomohiro,Yamamoto, Hisashi
supporting information, p. 1758 - 1765 (2022/02/01)
A new type of peptide bond formation utilizing silacyclic amino acids or peptides is described. This work has the following advantages: (1) imidazolylsilane is a highly fascinating coupling reagent for dipeptide synthesis from N-,C-Terminal unprotected am
An efficient and scalable synthesis of potent TLR2 agonistic PAM2CSK4
Kaur, Arshpreet,Poonam,Patil, Madhuri T.,Mehta, Surinder K.,Salunke, Deepak B.
, p. 9587 - 9596 (2018/03/23)
Diacylated PAM2CSK4, a highly expensive lipopeptide with desirable aqueous solubility and a broad spectrum of cytokine/chemokine induction is a most potent dual (human and murine) Toll-Like Receptor-2 (TLR2) agonist. Besides such thrilling characteristics, its synthetic process is not reported in the literature. The present report describes an efficient and scalable 20 step synthesis of PAM2CSK4 in good yield (all steps > 60%) along with a clear description of the hindrances and easy solutions adopted in each step. Overall, a convergent synthetic approach was adopted involving synthesis of appropriately protected starting materials, synthesis of a key backbone skeleton PAM2CS, synthesis of a tetralysine fragment and the final coupling to yield PAM2CSK4. Tedious column chromatography was avoided on a large scale in many steps.
Heterocyclic derivatives with immunomodulatory effects
-
Paragraph 0143; 0151, (2018/03/24)
The invention relates to novel heterocyclic derivatives with immunomodulatory effects capable of inhibiting therapeutic agents in a programmed cell death (PD1) signal path. The compounds disclosed bythe invention are capable of enhancing antitumor activit
Synthesis and antibacterial activity of conjugates between norfloxacin and analogues of the siderophore vanchrobactin
Souto, Alba,Montaos, Marcos A.,Balado, Miguel,Osorio, Carlos R.,Rodríguez, Jaime,Lemos, Manuel L.,Jiménez, Carlos
, p. 295 - 302 (2013/02/22)
From synthetic functionalized analogues of vanchrobactin, a siderophore produced by the fish pathogenic bacteria Vibrio anguillarum serotype O2, several vanchrobactin analogues-norfloxacin conjugates were obtained and their antimicrobial activities against the wild-type and mutant strains of Vibrio anguillarum serotype O2 have been determined.
Rational design of gold(III)-dithiocarbamato peptidomimetics for the targeted anticancer chemotherapy
Kouodom, Morelle Negom,Boscutti, Giulia,Celegato, Marta,Crisma, Marco,Sitran, Sergio,Aldinucci, Donatella,Formaggio, Fernando,Ronconi, Luca,Fregona, Dolores
, p. 248 - 260 (2013/01/15)
As a further extension of our research work focusing on the development of gold(III)-dithiocarbamato dtc derivatives of oligopeptides as potential anticancer agents, complexes [AuIIIX2(dtc-Sar-l-Ser(t-Bu)- O(t-Bu))] (X = Br (1a)/Cl (
Synthesis of analogues of ochratoxin A
Plastina, Pierluigi,Fazio, Alessia,Attya, Mohamed,Sindona, Giovanni,Gabriele, Bartolo
, p. 1799 - 1805 (2020/03/18)
Four analogues of ochratoxin A (OTA) differing for the aminoacidic moiety were synthesised using ochratoxin (OTα) as the starting material. The condensation reaction between protected amino acids and OT, carried out in the presence of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC?HCl) and N-hydroxybenzotriazole (HOBt) as coupling agents, followed by deprotection and PTLC purification afforded OTA alanine, leucine, serine and tryptophane analogues in satisfactory yields (33-47%, based on OT).
An efficient synthesis of tert-butyl ethers/esters of alcohols/amino acids using methyl tert-butyl ether
Mallesha,Prahlada Rao,Suhas,Channe Gowda
experimental part, p. 641 - 645 (2012/02/15)
A facile synthesis of a wide variety of tert-butyl ethers and tert-butyl ester derivatives under mild conditions is described. Alcohols etherified with tert-butyl methyl ether as tert-butyl source and solvent, in the presence of sulfuric acid. Many amino acid tert-butyl esters have been synthesized by this procedure. The reaction is simple, inexpensive, easily scaled up, and proceeds without observable racemization. A green method was developed for the deprotection of this group using Amberlite resin IR 120-H as catalyst.
Asymmetric synthesis of highly substituted azapolycyclic compounds via 2-alkenyl sulfoximines: Potential scaffolds for peptide mimetics
Reggelin, Michael,Junker, Bernd,Heinrich, Timo,Slavik, Stefan,Buehle, Philipp
, p. 4023 - 4034 (2007/10/03)
The application of metalated, enantiomerically pure acyclic and cyclic 2-alkenyl sulfoximines for the synthesis of highly substituted aza(poly)cyclic ring systems is described. The method relies on a one-pot combination of a reagent-controlled allyl transfer reaction to α- or β-amino aldehydes, followed by a Michael-type cyclization of the intermediate vinyl sulfoximines generated in the first step. The sulfur-free target compounds are preferentially obtained by samarium iodide treatment of the sulfonimidoyl substituted heterocycles. In addition to this methodological work, initial results on the biological activity of selected examples are reported. Furthermore, a concept for the transformation of peptidic lead structures into non-peptide mimetics is described, and the relevance of the new approach to highly substituted azaheterocycles in this context is discussed.
Synthesis of the 2',3'-dideoxynucleoside derivatives of the specific binding peptide part of CD4
Uchiyama,Yoshino,Takemoto,Achiwa
, p. 3091 - 3093 (2007/10/02)
The 2',3'-dideoxynucleoside derivatives of the specific binding peptide part of CD4 to HIV envelope protein gp120 were synthesized.
