89545-43-7Relevant academic research and scientific papers
Environmentally benign peptide synthesis using liquid-assisted ball-milling: Application to the synthesis of Leu-enkephalin
Bonnamour, Julien,Metro, Thomas-Xavier,Martinez, Jean,Lamaty, Frederic
, p. 1116 - 1120 (2013/06/05)
This paper describes an original methodology for peptide bond synthesis avoiding toxic solvents and reactants. Ball-milling stoichiometric amounts of Boc-protected α-amino acid N-carboxyanhydrides (Boc-AA-NCA) or Boc-protected α-amino acid N-hydroxysuccin
An efficient synthesis of the tamandarin B macrocycle
Lassen, Kenneth M.,Lee, Jisun,Joullié, Madeleine M.
supporting information; experimental part, p. 1635 - 1638 (2010/06/14)
A reliable, high yielding cyclization protocol for the macrocycle of tamandarin B is presented. This strategy will facilitate the synthesis of side chain analogs.
SYNTHESIS OF FRAGMENTS OF THE VP1 PROTEIN OF TYPE A22 FOOT-AND-MOUTH DISEASE VIRUS. SYNTHESIS OF FRAGMENTS 134-139, 134-145, 140-145, 150-155, AND 150-159
Khalikov, Sh. Kh.,Alieva, S. V.,Ashurov, S. G.
, p. 202 - 212 (2007/10/02)
Fragments of peptides of the amino acid sequences (134-145) and (150-159) of the VP1 protein of the type A22 foot-and-mouth disease (FMD)virus have been synthesized by the classical methods of peptide chemistry.Oligopeptides were obt
Efficient total synthesis of didemnins A and B
Hamada,Kondo,Shibata,Shioiri
, p. 669 - 673 (2007/10/02)
Didemnins A and B (1 and 2), cytotoxic cyclic peptides from a Caribbean tunicate Trididemnum solidum, have been efficiently prepared by a convergent scheme from two key eastern and western fragments. Efficient routes to derivatives of the constituents of didemnis were explored. Benzyl (2RS,4S)-[O-(tert-butyldimethylsilyl)hydroxyisovaleryl]propionate (Hip derivative) was prepared from 2-hydroxyisovaleric acid by use of C-acylation of Meldrum's acid with diethyl phosphorocyanidate as a key step. Derivatives of (3S,4R,5S)-isostatine (Ist) were prepared from Boc-(R)-alloisoleucine. Methylation of Boc-(R)-Leu-OH and Z-(S)-Tyr-OH respectively afforded the corresponding N-methyl and N,O-dimethyl derivatives. The key eastern fragment, (2RS,4S)-Hip-(S)-Leu-(S)-Pro-OBzl (3), was prepared stepwise from (S)-Pro-OBzl, while Boc-(R)-MeLeu-(S)-Thr[Z-(S)-MeTyr(Me)]-(3S,4R,5S)-Ist(TBDMS)-OH (4), the key western fragment for didemnin A (1), was prepared from Ist derivatives. Coupling of 3 with 4 and cyclization, followed by deprotection, afforded didemnin A (1), which was converted to didemnin B (2).
Studies on the β-turn of peptides. VII. Syntheses and antibiotic activities of gramicidin S analogs with L-Pro-L-Asn or L-Pro-d-Ala sequence at the β-turn part
Sato,Nagai
, p. 3329 - 3336 (2007/10/02)
Two analogs of gramicidin S (GS), left bracket L-Pro**4**,**4 prime , L-Asn**5**,**5 prime right bracket -GS and left bracket L-Pro**4**,**4 prime , D-Ala**5**,**5 prime right bracket -GS were synthesized to investigate the possibility of replacing the be
