1954
DOI: 10.1021/ja01641a004
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The Synthesis of Oxytocin1

Abstract: Ethyl Tosyl-L-isoleucylg1ycinate.-A solution of tosyl-Lisoleucyl chloride (prepared from 2.9 g. of tosyl-L-isoleucine and-phosphorus pentachloride) in r5 ml. of anhydrous ether was added slowly to a suspension of 2.5 g. of ethyl glycinate hydrochloride and 3.5 ml. of triethylamine in 50 ml. of anhydrous ether and the mixture was allowed to stand at room temperature for 12 hours. The white precipitate was filtered off and washed with ether. After trituration with water to remove the triethylamine hydrochloride,… Show more

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Cited by 428 publications
(213 citation statements)
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“…However, it was not until du Vigneaud and colleagues (1952) isolated the peptide that specific activities could be ascribed. Following this finding, the nine amino acid sequence and structures of Avp (Turner et al, 1951;Archer and du Vigneaud, 1953;du Vigneaud et al, 1953a) and the related hormone oxytocin (Oxt) (Tuppy, 1953;du Vigneaud et al, 1953b) were elucidated, followed shortly by their synthesis (du Vigneaud et al, 1954a;du Vigneaud et al, 1954b). In 1955, du Vigneaud won the Nobel Prize in Chemistry due, in part, to his early descriptions and syntheses of Avp and Oxt.…”
Section: Introductionmentioning
confidence: 99%
“…However, it was not until du Vigneaud and colleagues (1952) isolated the peptide that specific activities could be ascribed. Following this finding, the nine amino acid sequence and structures of Avp (Turner et al, 1951;Archer and du Vigneaud, 1953;du Vigneaud et al, 1953a) and the related hormone oxytocin (Oxt) (Tuppy, 1953;du Vigneaud et al, 1953b) were elucidated, followed shortly by their synthesis (du Vigneaud et al, 1954a;du Vigneaud et al, 1954b). In 1955, du Vigneaud won the Nobel Prize in Chemistry due, in part, to his early descriptions and syntheses of Avp and Oxt.…”
Section: Introductionmentioning
confidence: 99%
“…Though the galactogogue action of thymic extracts had already been reported at the beginning of this century [18], oxytocin (OT) was identified as the primary mediator of galactokinesis only in the early 50's [19]. OT and vasopressin (VP) are nonapeptides that are synthesized by distinct neurons of the hypothalamic paraventricular and supraoptic nuclei.…”
Section: Thymic Neurohypophysial Self-antigen [See Complete Review Inmentioning
confidence: 99%
“…Another large class of drugs that hold licences for use in pregnancy is the labour induction agents. Oxytocin was the first polypeptide hormone to be sequenced and synthesised way back in 1954 [5]. Its synthetic form, syntocinon, is used on a daily basis in maternity units around the world to augment labour.…”
Section: Introductionmentioning
confidence: 99%