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Synthesis and Biological Activity of a Potent Renin Inhibitor of the Azapeptide Type

✍ Scribed by Gante, Joachim ;Krug, Michael ;Lauterbach, Günter ;Weitzel, Reinhard

Publisher
John Wiley and Sons
Year
1994
Tongue
English
Weight
286 KB
Volume
1994
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

A highly potent renin inhibitor of the azapeptide type (2) is synthesized by starting from the hydrazine derivative 3. This peptide analogue inhibits renin in the same range (nanomolar) as its purely peptidic original 2a, but reveals much higher specificity for renin than 2a does.

📜 SIMILAR VOLUMES

Synthesis of a Renin Inhibitor of the Az
Synthesis of a Renin Inhibitor of the Azapeptide Type
✍ Gante, Joachim ;Kahlenberg, Harald 📂 Article 📅 1989 🏛 John Wiley and Sons 🌐 English ⚖ 294 KB

In 1962 "azapeptides" were described for the first time'). In these peptide analogs the a-CH group of one or more amino acid residues of a peptide chain is replaced with nitrogen.

Synthesis of a new azapeptide with renin
Synthesis of a new azapeptide with renin-inhibiting properties
✍ Gante, Joachim ;Weitzel, Reinhard 📂 Article 📅 1990 🏛 John Wiley and Sons 🌐 English ⚖ 207 KB

## Abstract Boc‐hydrazine (1) was treated with 4‐nitrophenyl chloroformate (2) to give Boc‐Azagly 4‐nitrophenyl ester (3). Reaction of 3 with H‐ACHP‐Ile‐3‐pyridylmethylamide^5)^ (4) provided Boc‐Azagly‐ACHP‐Ile‐3‐pyridylmethylamide (5). This was deprotected with HCl/dioxane to give H‐Azagly‐ACHP‐Il