Synfacts 2022; 18(01): 0109
DOI: 10.1055/s-0041-1737497
Peptide Chemistry

N-Propyl-1H-pyrazole-1-carboximidamide for the Synthesis of N ω-Propylarginine-Containing Dipeptides

Contributor(s):
Hisashi Yamamoto
,
Isai Ramakrishna
Lee Y, Silverman RB. * Northwestern University, Evanston, USA
Solid-Phase Syntheses of N ω-Propylarginine-Containing Dipeptides, Dipeptide Esters, and Dipeptide Amides.

Synthesis 1999; 1495-1499
DOI: 10.1055/s-1999-6077.
 

Significance

N ω-Substituted arginine-containing peptides have a significant role in the endogenous synthesis of nitric oxide (NO). In 1999, Lee and Silverman­ developed an efficient method for the solid-phase synthesis of N ω-propylarginine-containing dipeptides.


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Comment

N-Propyl-1H-pyrazole-1-carbox­amidine is an efficient guanylating agent for the synthesis of N ω-propylarginine-containing dipeptides in moderate yields. The method can be used for the synthesis of peptides having an N ω-propyl­arginine at either the N- or the C-terminus.


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Publication History

Article published online:
17 December 2021

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