83824-80-0Relevant articles and documents
Genetic encoding of 2-aryl-5-carboxytetrazole-based protein photo-cross-linkers
Tian, Yulin,Lin, Qing
supporting information, p. 4449 - 4452 (2018/05/03)
Three γ-heteroatom-substituted N-methylpyrroletetrazole-lysines (mPyTXKs) were synthesized and subsequently incorporated into proteins site-specifically via genetic code expansion. The γ-seleno-substituted derivative, mPyTSeK, showed excellent incorporati
Aziridine ring opening as regio- and stereoselective access to O-glycosyl amino acids and their transformation into O-glycopeptide mimetics
Schaefer, Andreas,Henkensmeier, Dirk,Kroeger, Lars,Thiem, Joachim
experimental part, p. 902 - 909 (2009/09/25)
Glycosyl amino acid mimetics of the typical GalNAc-(1→O)-Ser/Thr motif of O-glycopeptides were synthesised. Starting from galactose a 1,5-anhydro derivative could be obtained and regio- and stereoselectively coupled to serine- or threonine-derived aziridine compounds, respectively. The corresponding Fmoc derivatives could be used to prepare two 13-mer glycopeptides of the mucin MUC1 carrying instead of Ser-2 or Th-5, the corresponding O-glcycosyl amino acid mimetics.
CONSTRUCTION OF OPTICALLY PURE TRYPTOPHANS FROM SERINE DERIVED AZIRIDINE-2-CARBOXYLATES
Sato, Kazuo,Kozikowski, Alan P.
, p. 4073 - 4076 (2007/10/02)
The possibility of preparing optically pure tryptophan derivatives from various substituted indoles and (2R)- or (2S)-2-aziridinecarboxylates has been examined.Zinc triflate was found to be the only Lewis acid capable of bringing about this reaction in mo
Studies on 2-Aziridinecarboxylic Acid. IX. Convenient Synthesis of Optically Active S-Alkylcysteine, threo-S-Alkyl-β-methylcysteine, and Lanthionine Derivatives via the Ring-opening Reaction of Aziridine by Several Thiols
Nakajima, Kiichiro,Oda, Hitomi,Okawa, Kenji
, p. 520 - 522 (2007/10/02)
A convenient synthesis of optically active S-alkylcysteine, threo-S-alkyl-β-methylcysteine, and lanthionine derivatives has been investigated.Benzyl 1-benzyloxycarbonyl-(2S)-2-aziridinecarboxylate and benzyl (2S,3S)-1-benzyloxycarbonyl-3-methyl-2-aziridin
Studies on 2-Aziridinecarboxylic Acid. VI. Synthesis of β-Alkoxy-α-Amino Acids via Ring-opening Reaction of Aziridine
Nakajima, Kiichiro,Neya, Masahiro,Yamada, Shinichi,Okawa, Kenji
, p. 3049 - 3050 (2007/10/02)
The reaction of aziridine derivatives having a urethane-type protecting group with several alcohols in the presence of boron trifluoride etherate afford the corresponding optically pure O-alkylserine and O-alkylthreonine derivatives via a ring-opening reaction of aziridine in good yield.