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ChemicalBook CAS DataBase List Oxytocin
50-56-6

Oxytocin synthesis

2synthesis methods
Oxytocin is primarily synthesized in magnocellular neurons of the paraventricular (PVN) and supraoptic (SON) nuclei of the hypothalamus. The bulk of the peptide is transported to the posterior pituitary where it is released to regulate parturition and lactation. 
-

Yield:50-56-6 98.5%

Reaction Conditions:

Stage #1: 1,Cys(SH)6>-oxytocinwith iodine in acetic acid at 20;
Stage #2: with isoascorbic acid in acetic acid;

Steps:

31

H-Cys(Acm)-Tyr-Ile-Gln-Asn-Cys-Pro-Leu-Gly-NH2 (SEQ. ID. NO. 15) crude peptide prepared as described in Example 30 was purified on preparative C18 RP-HPLC column. Fractions containing >95% pure product were combined and diluted to concentrations of about 1 g/L. An equimolar amount of iodine in acetic acid was added under vigorous mixing at room temperature, and the excess iodine was neutralized by a small amount of ascorbic acid. The resulting solution was loaded on a C18 RP-HPLC column and purified to obtain fractions containing oxytocin at a purity of >98.5%. The fractions were treated to replace the counterion, collected and lyophilized to obtain final dry peptide. Residual TFA <0.25%.

References:

US2006/148699,2006,A1 Location in patent:Page/Page column 11

Oxytocin Related Search:

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