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Title 

Absolute stereochemistry and solution conformation of promothiocins

Authors 

Bong Sik YunKen-ichi FujitaKazuo FurihataHaruo Seto

Publisher 

Elsevier

Issue Date 

2001

Citation 

Tetrahedron, vol. 57, no. 48, pp. 9683-9687

Keywords 

absolute stereochemistrybiological activityconformationpromothiocinsdrug conformationstereochemistry

Abstract 

Two members of thiopeptide class antibiotics, promothiocins A and B, were previously isolated from the mycelial extract of Streptomyces sp. SF2741 as tipA promoter inducing substances. Promothiocins are unique 26-membered thiopeptides composed of valine, 2-aminomethyl-5-methyloxazole-4-carboxylic acid, 2-(1-aminoethyl)thiazole-4-carboxylic acid, 2-(2-(1-aminoethyl)-5-methyloxazolyl)-3-(4-carboxythiazolyl)pyridine-6- carboxylic acid and dehydroalanine(s). The absolute stereochemistry and solution conformation of promothiocins have been investigated by a combination of the degradation works and molecular modeling experiments. These compounds contain characteristic dehydroalanine side chains in their structures that are closely related to promoter inducing activity, but are not essential.

ISSN 

0040-4020

Link 

http://dx.doi.org/10.1016/S0040-4020(01)00979-6

Appears in Collections

1. Journal Articles > Journal Articles

Registered Date

2017-04-19


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