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(d(CH2)₅¹,Tyr(Me)2,Dab5,Arg8)-Vasopressin

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Dab isosteric substitution of Asn5 inevitably leads to a significant loss of peptide bioactivity in oxytocin, vasopressin and their analogs. In OT or VP antagonists, the exchange produces highly selective and potent OT and V1a receptor antagonists.

Category

Peptide Inhibitors

Catalog number

BAT-014887

CAS number

176714-12-8

Molecular Formula

C52H76N14O11S2

Molecular Weight

1137.38

Specification

IUPAC Name

(2S)-1-[(10R,13S,16S,19S,22S)-13-(2-aminoethyl)-16-(3-amino-3-oxopropyl)-19-benzyl-22-[(4-methoxyphenyl)methyl]-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentazaspiro[5.19]pentacosane-10-carbonyl]-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]pyrrolidine-2-carboxamide

Synonyms

d(CH2)5[Tyr(Me)2,Dab5,Arg8]-AVP; (d(CH2)51,Tyr(Me)2,Dab5,Arg8)-Vasopressin; β-Mercapto-β,β-cyclopentamethylene-propionyl-Tyr(Me)-Phe-Gln-Dab-Cys-Pro-Arg-Gly-NH2 (Disulfide bridge: Cys1-Cys6); [d(CH2)5,Tyr(Me)2,Dab5]AVP

Appearance

White Solid

Storage

Store at -20°C

Solubility

Soluble in Water

InChI

InChI=1S/C52H76N14O11S2/c1-77-33-16-14-32(15-17-33)27-37-47(73)64-38(26-31-10-4-2-5-11-31)48(74)61-35(18-19-41(54)67)45(71)62-36(20-23-53)46(72)65-39(30-78-79-52(28-43(69)60-37)21-6-3-7-22-52)50(76)66-25-9-13-40(66)49(75)63-34(12-8-24-58-51(56)57)44(70)59-29-42(55)68/h2,4-5,10-11,14-17,34-40H,3,6-9,12-13,18-30,53H2,1H3,(H2,54,67)(H2,55,68)(H,59,70)(H,60,69)(H,61,74)(H,62,71)(H,63,75)(H,64,73)(H,65,72)(H4,56,57,58)/t34-,35-,36-,37-,38-,39-,40-/m0/s1

InChI Key

INVLKWYRRAYQNG-OAKHNGAUSA-N

Canonical SMILES

COC1=CC=C(C=C1)CC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(CSSC3(CCCCC3)CC(=O)N2)C(=O)N4CCCC4C(=O)NC(CCCN=C(N)N)C(=O)NCC(=O)N)CCN)CCC(=O)N)CC5=CC=CC=C5