CAS 67269-08-3

(deamino-pen1,O-me-tyr2,arg8)-*vasopressin

Description:

(deamino-pen1,O-me-tyr2,arg8)-vasopressin, commonly known as a synthetic analog of vasopressin, is a peptide hormone that exhibits characteristics similar to the natural hormone but with modifications that enhance its stability and receptor affinity. This compound is designed to mimic the antidiuretic and vasopressor effects of vasopressin while minimizing its degradation in the body. The modifications, such as the deamination at the first position and the substitution of tyrosine with O-methyltyrosine, contribute to its increased potency and longer half-life. It primarily acts on the V1 and V2 receptors, influencing water reabsorption in the kidneys and vascular smooth muscle contraction. This makes it useful in clinical settings for managing conditions like diabetes insipidus and certain types of shock. The CAS number 67269-08-3 uniquely identifies this compound, facilitating its recognition in scientific literature and regulatory databases. Overall, this synthetic analog represents a significant advancement in peptide therapeutics, offering enhanced efficacy and stability compared to its natural counterpart.

Formula: C₄₉H₇₀N₁₄O₁₂S₂

InChI: InChI=1/C49H70N14O12S2/c1-49(2)24-40(67)57-32(22-28-13-15-29(75-3)16-14-28)43(70)60-33(21-27-9-5-4-6-10-27)44(71)58-31(17-18-37(50)64)42(69)61-34(23-38(51)65)45(72)62-35(26-76-77-49)47(74)63-20-8-12-36(63)46(73)59-30(11-7-19-55-48(53)54)41(68)56-25-39(52)66/h4-6,9-10,13-16,30-36H,7-8,11-12,17-26H2,1-3H3,(H2,50,64)(H2,51,65)(H2,52,66)(H,56,68)(H,57,67)(H,58,71)(H,59,73)(H,60,70)(H,61,69)(H,62,72)(H4,53,54,55)

SMILES: CC1(C)CC(=NC(Cc2ccc(cc2)OC)C(=NC(Cc2ccccc2)C(=NC(CCC(=N)O)C(=NC(CC(=N)O)C(=NC(CSS1)C(=O)N1CCCC1C(=NC(CCCNC(=N)N)C(=NCC(=N)O)O)O)O)O)O)O)O

Synonyms:

• Argipressin, deaminopenicillamine(1)-O-methyl-tyr(2)-
• 1-Deaminopenicillamine-2-(O-methyl-tyr)-argipressin
• Arginine vasopressin, deaminopenicillamine(1)-O-methyl-tyr(2)-
• Argipressin, deaminopenicillamine(1)-O-methyltyrosine(2)-
• Deaminopenicillamine-2-(O-methyl-tyr)vasopressin
• Dpmetyravp
• Dptyr(Me)avp
• Vasopressin, deaminopenicillamin(1)-O-methyltyr(2)-
• Vasopressin, 1-(3-mercapto-3-methylbutanoic acid)-2-(O-methyl-L-tyrosine)-8-L-arginine-
• 1-{[7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-methoxybenzyl)-20,20-dimethyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}prolyl-N~5~-(diaminomethylidene)ornithylglycinamide
• 3-Mercapto-3-Methyl-Butyryl-Tyr(Me)-Phe-Gln-Asn-Cys-Pro-Arg-Gly-Nh2

[deamino-Pen1, O-Me-Tyr2, Arg8]-Vasopressin

CAS: 67269-08-3

Formula: C₄₉H₇₀N₁₄O₁₂S₂

Molecular weight: 1111.30

Ref: 7W-GL6192

Dp[Tyr(methyl)2,Arg8]-Vasopressin

CAS: 67269-08-3

Dp[Tyr(Me)2,Arg8]-Vasopressin is a non-selective antagonist of the peptide arginine vasopressin V1b receptor [1].

Formula: C₄₉H₇₀N₁₄O₁₂S₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 1111.3

Ref: TM-T80073

(Deamino-Pen 1,Tyr(Me)2,Arg8)-Vasopressin trifluoroacetate salt

CAS: 67269-08-3

Vasopressin is a neurohypophyseal hormone that regulates water and electrolyte balance by activating the V2 receptor, which is primarily present in the kidney. Vasopressin also has vasoactive properties which are mediated by V1 receptors. It has been shown to have an inhibitory effect on the oxytocin receptor, which may be due to its ability to interact with the same G-protein coupled receptors. Vasopressin can be synthesized using solid-phase synthesis, as well as purified from urine samples. The synthetic form of Vasopressin is a disulfide bond between two molecules of 3-Mercapto-3-methyl-butyryl-Tyr(Me)-Phe-Gln-Asn-Cys-Pro-Arg-Gly (DeaminoPen 1). This compound has been shown to have physiological effects such as increasing blood pressure in animals and binding to κ opioid receptors and kappa opioid receptors

Formula: C₄₉H₇₀N₁₄O₁₂S₂

Purity: Min. 95%

Molecular weight: 1,111.3 g/mol

Ref: 3D-FD109484