A high-yielding solid-phase total synthesis of daptomycin using a Fmoc SPPS stable kynurenine synthon

2021 ◽  
Author(s):  
Ryan Moreira ◽  
Jacob Wolfe ◽  
Scott D. Taylor
Keyword(s):  
Total Synthesis ◽  
Solid Phase ◽  
Fmoc Spps

A high-yielding total synthesis of daptomycin, an important clinical antibiotic, is described.

scholarly journals Role of capping in peptide synthesis

2020 ◽  
Vol 11 (4) ◽  
pp. 5225-5228
Author(s):  
Deepshikha Verma ◽  
Pillai V N R ◽  
Giriraj Tailor
Keyword(s):  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Protecting Groups ◽  
Amino Groups ◽  
Peptide Chemistry ◽  
Fmoc Spps ◽  
Reliable Methods ◽  
Important Test

Protecting groups like Fmoc and coupling both steps are essential to monitoring the Fmoc SPPS (Solid Phase Peptide Synthesis) reaction completion. Reliable methods are used to detect the unreacted number of amino groups for monitoring these two essential reaction steps of coupling and cleavage. The ability to detect the complete coupling, incomplete coupling or failure of coupling we use many colour tests in the laboratory and based on this the Fmoc peptide chemistry allows the control of the completion of the Fmoc cleavage. The most important test used is the Kaiser test and highly recommended to monitor the coupling and cleavage steps. If the result of colour tests is positive after coupling, then the second coupling should be performed. Then again use the colour test to detect the level of coupling. If the result is still slightly positive, repeat coupling with the smaller modification of reagents such as used PyBOP instead of HOBT AND HOAT. These colour tests help in revealing the presence of unreacted amino-functional groups. Thus, we need to block these free N-terminal of amino- acids which help in avoiding the making of deletion of sequence.

Solid-Phase Total Synthesis of Trunkamide A1

2001 ◽  
Vol 66 (23) ◽  
pp. 7568-7574 ◽  
Author(s):  
Josep M. Caba ◽  
Ignacio M. Rodriguez ◽  
Ignacio Manzanares ◽  
Ernest Giralt ◽  
Fernando Albericio
Keyword(s):  
Total Synthesis ◽  
Solid Phase

Solid-Phase Total Synthesis of Scytalidamide A

2003 ◽  
Vol 68 (23) ◽  
pp. 8774-8779 ◽  
Author(s):  
Wenxin Gu ◽  
Richard B. Silverman
Keyword(s):  
Total Synthesis ◽  
Solid Phase

scholarly journals First total synthesis of versicotide A, B and C

RSC Advances ◽  
2020 ◽  
Vol 10 (71) ◽  
pp. 43653-43659
Author(s):  
Laura Posada ◽  
Danilo Davyt ◽  
Gloria Serra
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Anthranilic Acid ◽  
Solution Phase ◽  
Fmoc Spps

Versicotides A–C, natural products containig anthranilic acid and NMe-Ala, were prepared by Fmoc/SPPS and solution phase macrocyclization.

Solid‐Phase Total Synthesis of Yaku'amide B Enabled by Traceless Staudinger Ligation

2020 ◽  
Vol 59 (11) ◽  
pp. 4564-4571 ◽  
Author(s):  
Hiroaki Itoh ◽  
Kensuke Miura ◽  
Koichi Kamiya ◽  
Tomoya Yamashita ◽  
Masayuki Inoue
Keyword(s):  
Total Synthesis ◽  
Solid Phase ◽  
Staudinger Ligation

A Solid-Phase Approach to the Phallotoxins:  Total Synthesis of [Ala7]-Phalloidin

2005 ◽  
Vol 70 (12) ◽  
pp. 4578-4584 ◽  
Author(s):  
Marc O. Anderson ◽  
Anang A. Shelat ◽  
R. Kiplin Guy
Keyword(s):  
Total Synthesis ◽  
Solid Phase ◽  
Phase Approach

Segment Solid-Phase Total Synthesis of the Anthelmintic Cyclooctadepsipeptides PF1022A and Emodepside

2012 ◽  
Vol 2012 (8) ◽  
pp. 1546-1553 ◽  
Author(s):  
Jürgen Scherkenbeck ◽  
Sebastian Lüttenberg ◽  
Monika Ludwig ◽  
Karin Brücher ◽  
Andreas Kotthaus
Keyword(s):  
Total Synthesis ◽  
Solid Phase

Facile Solid-Phase Synthesis of Sulfated Tyrosine-Containing Peptides: Total Synthesis of Human Big Gastrin-II and Cholecystokinin (CCK)-391,2

2001 ◽  
Vol 66 (1) ◽  
pp. 1-10 ◽  
Author(s):  
Kouki Kitagawa ◽  
Chikako Aida ◽  
Hidetoshi Fujiwara ◽  
Takeshi Yagami ◽  
Shiroh Futaki ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Phase Synthesis
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