[Creative Peptides] Atosiban

[Creative Peptides] Atosiban

 

CAT#

10-101-05

 

CAS No.

90779-69-4

 

 

Related CAS

914453-95-5

 

Explanation

Atosiban is a nonapeptide, desamino-oxytocin analogue, and a competitive vasopressin/oxytocin receptor antagonist (VOTra). Atosiban is indicated to delay imminent pre-term birth in pregnant adult women. Atosiban is useful in improving the pregnancy outcome of in vitro fertilization-embryo transfer (IVF-ET) in patients with repeated implantation failure (RIF). The pregnancy rate improved from zero to 43.7%.

 

Synonyms/Alias

1-(3-Mercaptopropanoic acid)-2-(O-ethyl-D-tyrosine)-4-L-threonine-8-L-ornithineoxytocin, 1-Deamino-2-D-Tyr-(O-ethyl)-4-Thr-8-ornoxytocin, Tractocile;(Deamino-Cys1,D-Tyr(Et)2,Thr4,Orn8)-Oxytocin; Antocin; Tractocile; RWJ 22164; RWJ22164; RWJ-22164; ORF 22164; ORF22164; ORF-22164; deTVT; dE-TVT; Atosibanum ; Atosiban; d(TVT); CAP 476

 

Chemical name

(2S)-N-[(2S)-5-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxopentan-2-yl]-1-[(4R,7S,10S,13S,16R)-7-(2-amino-2-oxoethyl)-13-[(2S)-butan-2-yl]-16-[(4-ethoxyphenyl)methyl]-10-[(1R)-1-hydroxyethyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide

 

Molecular Formula

C43H67N11O12S2

 

M.W/Mr.

994.19

 

Sequence

One Letter Code: XYITNCPXG

Three Letter Code: Mpr-D-Tyr(Et)-Ile-Thr-Asn-Cys-Pro-Orn-Gly-NH2

 

Appearance

Solid powder

 

Activity

Antagonist

 

Biological Activity

Potent oxytocin receptor (OTR) antagonist. Inhibits oxytocin-induced increase in Ca2+ concentration in myometrial cells in vitro (IC50 = 5 nM) Activates NF-κB and MAPK pathways in human amnion via Gαi signaling, resulting in pro-inflammatory effects. Inhibits oxytocin-induced uterine contractions in vivo and in vitro. Effective in a rat preterm labor model.

 

Target

Oxytocin Receptor