摘要:

AbstractWe describe the design and the Fmoc/tBu solid phase synthesis of a 20 residue long peptide containing five regularly distributed lysines. Cyclization of this peptide was achieved using BOP as coupling agent. After side‐chain deprotection, all the basic residues were iodoacetylated and then allowed to react either with aC‐terminal free COOH peptide or with peptides bearing a cysteamide group. The final pentameric templates were identified by mass and amino acid analysis which gave data compatible with the expected values. Copyright © 1999 European Peptide Society and John Wiley&Sons,

ISSN:1075-2617    

DOI:10.1002/(SICI)1099-1387(199909)5:9<381::AID-PSC206>3.0.CO;2-L

出版商:John Wiley&Sons, Ltd.    

年代:1999

数据来源: WILEY

摘要:

AbstractNovel 5‐ring heterocyclic building blocks are synthesized. These can be incorporated into analogs of peptide antibiotics such as microcin B17, which is a potent DNA‐gyrase inhibitor that exhibits eight thiazole and oxazole moieties. In particular, the syntheses of imidazole and bisoxazole amino acids as novel peptidomimetics are reported, this includes a new procedure for the oxidative conversion of the intermediates oxazoline, imidazoline as well as oxazole–oxazoline into the corresponding heteroaromatic compounds. A mixture of 1,8‐diazabicyclo‐[5.4.0.]‐undec‐7‐ene/carbon tetrachloride/acetonitrile and pyridine proved to be a very effective and mild agent. Copyright © 1999 European Peptide Society and John

ISSN:1075-2617    

DOI:10.1002/(SICI)1099-1387(199909)5:9<392::AID-PSC209>3.0.CO;2-8

出版商:John Wiley&Sons, Ltd.    

年代:1999

数据来源: WILEY

摘要:

AbstractExperimental details are presented for the introduction and application of π‐allyloxymethyl protection for histidine side‐chains. Copyright © 1999 European Peptide Society and John Wiley&Sons

ISSN:1075-2617    

DOI:10.1002/(SICI)1099-1387(199909)5:9<399::AID-PSC212>3.0.CO;2-7

出版商:John Wiley&Sons, Ltd.    

年代:1999

数据来源: WILEY

摘要:

AbstractA comparative study has been undertaken between Hmb‐protected amino acid and pseudoproline building block analogues for use in the solid phase synthesis of ‘difficult’ peptides. Both of these derivatives act by blocking inter‐ and intramolecular hydrogen bonding, which has been shown to be a major cause of poor synthesis/quality/efficiency. While the two were shown to result in substantial improvements in the purity of crude peptides, pseudoproline incoporation was found to be superior to Hmb backbone protection. This was due to slow and incomplete coupling of the amino acid immediately following the Hmb amino acid. Copyright © 1999 European Peptide Society and John Wiley&S

ISSN:1075-2617    

DOI:10.1002/(SICI)1099-1387(199909)5:9<403::AID-PSC213>3.0.CO;2-S

出版商:John Wiley&Sons, Ltd.    

年代:1999

数据来源: WILEY

摘要:

Abstractβ‐Endorphin is the largest natural opioid peptide. The knowledge of its bioactive conformation might be very important for the indirect mapping of the active site of opioid receptors. We have studied β‐endorphin in a variety of solution conditions with the goal of testing the intrinsic tendency of its sequence to assume a regular fold. We ran NMR experiments in water, dimethylsulfoxide and aqueous mixtures of methanol, ethylene glycol, trifluoroethanol, hexafluoracetone trihydrate and dimethylsulfoxide. The solvent in which the peptide is more ordered is the hexafluoracetone trihydrate/water mixture. The helical structure detected for β‐endorphin in this mixture at 300 K extends for the greater part of its address domain, hinting at a possible mechanism of interaction with opioid receptors: a two‐point attachment involving an interaction of the helical part of the address domain (PLVTLFKNAIIKNAY) with one of the transmembrane helices and a classical interaction of the message domain (YGGF) with the receptor subsite common to all opioid receptors. Copyright © 1999 European Peptide Society and John Wile

ISSN:1075-2617    

DOI:10.1002/(SICI)1099-1387(199909)5:9<410::AID-PSC216>3.0.CO;2-R

出版商:John Wiley&Sons, Ltd.    

年代:1999

数据来源: WILEY