l‐Alanyl‐l‐Leucyl‐l‐Tyrosyl‐l‐Leucyl‐l‐Valin

Selectively S‐Protected Cysteine Peptides. III. Synthesis of a [Ala12]‐Sheep Insulin A‐Chain Octapeptides with 6–11‐Disulfide Ring Studying the problems of the selective sulphur protection in cysteine peptides, a octapeptide A6–13 with 6–11‐disulphide ring from the [Ala12]‐sheep insulin A‐chain was prepared by conventional synthesis using the S‐Acm and S‐Dpm group. The synthesis of the octapeptide Boc‐Cys(Acm)‐Cys(Dpm)‐Ala‐Gly‐Val‐Cys(Acm)‐Ala‐Leu‐OH 1 was carried out with the fragments Boc‐Cys(Acm)‐Cys(Dpm)‐Ala‐Gly‐OH 4 and HCl · H‐Val‐Cys(Acm)‐Ala‐Leu‐OH 8 by means of DCCI/HOOBt coupling method. Fragments 4 and 8 were synthetisized step by step without carboxyl protecting group from the carboxyterminal end using the Boc‐amino protecting group. Treatment of 1 with iodine in methanol gives formation of the octapeptide 2 with 6–11 – disulphide ring. The Dpm‐thiol protecting group is completely stable during this step. Mass spectra of S‐Dpm and S‐Acm protected compounds are discussed.

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l‐Alanyl‐l‐Leucyl‐l‐Tyrosyl‐l‐Leucyl‐l‐Valin

Abstract: Das in der Phenylalaninkette des Insulins vorkommende

Cited by 7 publications

References 21 publications

My journey from wool research to insulin

My journey from wool research to insulin

Über Peptidsynthesen, II. Herstellung und Verwendung der Dicyclohexylammoniumsalze von Acylaminosäuren und Acylpeptiden

Selektiv S‐geschützte Cysteinpeptide, III. Synthese eines [Ala¹²]‐Schafinsulin‐A‐Kettenoktapeptides A6–13 mit 6–11‐Disulfidring

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l‐Alanyl‐l‐Leucyl‐l‐Tyrosyl‐l‐Leucyl‐l‐Valin

Abstract: Das in der Phenylalaninkette des Insulins vorkommende

Cited by 7 publications

References 21 publications

My journey from wool research to insulin

My journey from wool research to insulin

Über Peptidsynthesen, II. Herstellung und Verwendung der Dicyclohexylammoniumsalze von Acylaminosäuren und Acylpeptiden

Selektiv S‐geschützte Cysteinpeptide, III. Synthese eines [Ala12]‐Schafinsulin‐A‐Kettenoktapeptides A6–13 mit 6–11‐Disulfidring

Contact Info

Product

Resources

About

Selektiv S‐geschützte Cysteinpeptide, III. Synthese eines [Ala¹²]‐Schafinsulin‐A‐Kettenoktapeptides A6–13 mit 6–11‐Disulfidring