Synfacts 2021; 17(10): 1169
DOI: 10.1055/s-0040-1719972
Peptide Chemistry

Synthesis of a Side-Chain-Tethered Solid Support for Peptide Synthesis

Contributor(s):
Hisashi Yamamoto
,
Isai Ramakrishna
Lee Y, Silverman RB. * Northwestern University, Evanston, USA
Traceless Solid-Phase Synthesis of Chiral 3-Aryl β-Amino Acid Containing Peptides Using a Side-Chain-Tethered β-Amino Acid Building Block.

Org. Lett. 2000;
3: 303-306
DOI: 10.1021/ol9912480.
 

Significance

Silicon-linked solid supports play a major role in peptide syntheses because of the ease with which silicon-based linkers can be attached and detached. In 2000, Lee and Silverman developed silicon-linked side-chain-tethered β-amino acid building blocks for peptide synthesis.


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Comment

The silicon-linked side-chain-tethered β-amino acid building blocks were synthesized in good yields. The synthesized support permits the elongation of a peptide chain at both its C-terminal and N-terminal directions. Furthermore, it can be used for the synthesis of 3-aryl-β-alanine-containing tripeptides in good yields.


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Publication History

Article published online:
17 September 2021

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