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Synthesen in der Polymyxin-Reihe 2. Mitteilung. Synthese eines Dipeptid-Fragmentes mit (+)-Isopelargonsäure

✍ Scribed by K. Vogler; L. H. Chopard-dit-Jean


Publisher
John Wiley and Sons
Year
1960
Tongue
German
Weight
551 KB
Volume
43
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

(+)‐6‐Methyloctanoic (isopelargonic) acid, the fatty acid component of certain polypeptide antibiotics known as polymyxins, has been synthesized by a new route, starting from (−)‐2‐methylbutanol‐(1). The protected dipeptide N^α^‐(+)‐Isopelargonyl‐N^γ^‐benzyloxycarbonyl‐D‐α,γ‐diaminobutyryl‐L‐threonine, corresponding to the side chain of two structures which have been proposed for polymyxin B~1~, was obtained by known peptide coupling methods.


📜 SIMILAR VOLUMES


Synthesen in der Polymyxin-Reihe 1. Mitt
✍ K. Vogler; P. Lanz 📂 Article 📅 1960 🏛 John Wiley and Sons 🌐 German ⚖ 771 KB

## Abstract The protected pentapeptide formyl‐L‐leucyl‐N^γ^‐benzyloxycarbonyl‐L‐α,γ‐diaminobutyryl‐N^γ^‐benzyloxycarbonyl‐L‐α,γ‐diaminobutyryl‐L‐threonyl‐N^γ^‐benzyloxycarbonyl‐L‐α,γ‐diaminobutyric acid, a sequence which is known to occur in the polymyxins, has been synthesized. Different coupling

Synthesen in der Polymyxin-Reihe. 3. Mit
✍ K. Vogler; P. Lanz; W. Lergier; R. O. Studer 📂 Article 📅 1960 🏛 John Wiley and Sons 🌐 German ⚖ 657 KB

## Abstract The protected open decapeptide XIII, related to one of the four possible structures for polymyxin B~1~ has been synthesized by condensing together the pentapeptides 1‐2‐3‐4‐5 and 1′‐2′‐6‐7‐8 using either the azide method or the carbodiimide procedure.

Synthesen in der Polymyxin-Reihe. 4. Mit
✍ K. Vogler; R. O. Studer; W. Lergier; P. Lanz 📂 Article 📅 1960 🏛 John Wiley and Sons 🌐 German ⚖ 571 KB

The structure of solanesol has been confirmed by total synthesis starting from trans-geranylacetone. By six successive isoprenoid extensions via the tertiary acetylene carbinols, partial hydrogenation of the triple bond, transformation into the primary bromide and acetoacetic ester synthesis, the al

Synthesen in der Polymyxin-Reihe. 5. Mit
✍ R. O. Studer; K. Vogler; W. Lergier 📂 Article 📅 1961 🏛 John Wiley and Sons 🌐 German ⚖ 701 KB

The cyclic decapeptide 8α, another of the four possible structures deduced for the natural polymyxin B~1~ by the usual degradation methods, has been synthesized. It appears not to be identical with polymyxin B~1~ in view of its reduced antibacterial activity __in vitro__.

Synthesen in der Polymyxin-Reihe. 7. Mit
✍ R. O. Studer; W. Lergier; K. Vogler 📂 Article 📅 1963 🏛 John Wiley and Sons 🌐 German ⚖ 411 KB

## Abstract The synthesis of an antibiotic substance to which we assign the structure 7α, one of the four possible formulas proposed for natural polymyxin B~1~, is reported. Although both synthetic and the natural product have the same antimicrobial activity towards __Brucella bronchiseptica in vit