✦ LIBER ✦

Synthèse de la Lys8-oxytocine (lysine-vasotocine) et nouvelle synthèse de la lysine-vasopressine

✍ Scribed by R. A. Boissonnas; R. L. Huguenin

Publisher: John Wiley and Sons
Year: 1960
Tongue: German
Weight: 620 KB
Volume: 43
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19600430126

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

N‐CBO‐L‐Glutaminyl‐L‐asparaginyl‐S‐benzyl‐L‐cysteinyl‐azide has been condensed with L‐prolyl‐ϵ‐N‐tosyl‐L‐lysyl‐glycinamide, giving N‐CBO‐L‐glutaminyl L‐asparaginyl‐S‐benzyl‐L‐cysteinyl‐L‐prolylϵ‐N‐tosyl‐L‐lysyl‐glycinamide, which after spliting of the CBO‐protecting group has been condensed with N‐CBO‐S‐benzyl‐L‐cysteinyl‐L‐tyrosyl‐L‐isoleucyl‐azide. Cleavage of the protecting groups of the resulting nonapeptide with sodium in liquid ammonia, oxidation with air in dilute aqueous solution and purification by counter‐current distribution afforded Lys^8^‐oxytocin, which represents a structural intermediate between oxytocin and lysine‐vasopressin and which exhibits the biological properties of both these natural hormones.

📜 SIMILAR VOLUMES

Synthèses de la Phé2-arginine-vasopressi

Synthèses de la Phé2-arginine-vasopressine et de la Phé2-arginine-vasotocine et nouvelles synthèses de l'argininevasopressine et de l'arginine-vasotocine

✍ R. L. Huguenin; R. A. Boissonnas 📂 Article 📅 1962 🏛 John Wiley and Sons 🌐 German ⚖ 1003 KB

Le remplacement de la tyrosine par la phknylalanine dans l'oxytocine, c'est-Pdire la suppression de l'hydroxyle phCnolique de cette hormone, conduit P la Ph& oxytocine (dksoxy-oxytocine), dont la synthhse a 6th rCalisCe indkpendamment par notre groupe1)2) et par celui de DU VIGNEAUD~). Lorsque cett

Synthèse de l'Orn8-vasopressine et de l'

Synthèse de l'Orn8-vasopressine et de l'Orn8-oxytocine

✍ R. L. Huguenin; R. A. Boissonnas 📂 Article 📅 1963 🏛 John Wiley and Sons 🌐 German ⚖ 514 KB

S-CRO-L-Pyroglutanzyl-L-se'r~?il-NE-CBO-L-lys~nate de me'thyle . On dissont 1.,72 g (4,s mmoles) de L-sCryl-NE-CBO-L-lysinatc de mCthyle (11-33) clans un melange de 20 nil de chlorurc dc methylhe et 20 ml d'acktate d'dthyle contenant 1,85 g (4,8 mmoles) de N-CBO-Lpyroglutamatc de p -n i t r o p h d

Nouvelle synthèse de la Bradykinine

✍ St. Guttmann; J. Pless; R. A. Boissonnas 📂 Article 📅 1962 🏛 John Wiley and Sons 🌐 German ⚖ 609 KB

## Abstract An improved synthesis of Bradykinin is described. N‐CBO‐G‐tosyl‐L‐arginyl‐L‐prolyl‐L‐prolyl‐glycine __p__‐nitrophenyl ester and L‐phenylalanyl‐L‐seryl‐L‐prolyl‐L‐phenylalanyl‐G‐tosyl‐L‐arginine are prepared and condensed together to N‐CBO‐G‐tosyl‐L‐arginyl‐L‐prolyl‐L‐prolyl‐glycyl‐L‐phe

Synthèse de la Gly8-oxytocine, de l'Ala8

Synthèse de la Gly8-oxytocine, de l'Ala8-oxytocine et de la But8-oxytocine

✍ P.-A. Jaquenoud 📂 Article 📅 1965 🏛 John Wiley and Sons 🌐 German ⚖ 873 KB

To 1 2 3 4 5 6 7 8 9 AbrCviations: CBO-= carbobenzoxy-; Tos-= p-toluknesulfonyl-= tosyl-; Bz-= benzyl: -NP = P-nitrophknyle; -CP = trichloro-2,4,5-phCnyle. Gly8-oxytocine. La Buts-oxytocine est encore plus active que les deux prkckdents analogues. I1 est intkressant de constater que la Glys-oxytoc

Synthèse d'analogues de l'oxytocine et d

Synthèse d'analogues de l'oxytocine et de la lysine-vasopressine contenant de la phènylalanine ou de la tyrosine en positions 2 et 3

✍ R. A. Boissonnas; St. Guttmann 📂 Article 📅 1960 🏛 John Wiley and Sons 🌐 German ⚖ 792 KB

TIELVETICA CHIMICA ACTA ting of the CBO-protecting group ha; been condensed with N-CBO-S-benzyl-I<cysteinyl-L-tyrosyl-L-isoleucyl-azide. Cleavage of the protecting groups of the resulting nonapeptide with sodium in liquid ammonia, oxidation with air in dilute aqueous solution and purification by cou

Synthèse de la Phé2-oxytocine

✍ P.-A. Jaquenoud; R. A. Boissonnas 📂 Article 📅 1959 🏛 John Wiley and Sons 🌐 German ⚖ 416 KB

Ul'IM~\ R'I' Rac. 2-dehydro-emetine (XV) and rac. 2-dehydro-isoemetine (XVI) have been synthcsizcd in fivc steps and in good yicld from 2-oxo-3-ethyl-9,10-dimethoxy-l, 2,3, 4,6, . Homologues and analogues of XV and XVI with other substituents have been obtained in the same way. Rac. 2-dchydro-emeti