Oxytocin
From $31.50to $412.12
Oxytocin peptide, lyophilized reference standard for in vitro laboratory research.
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Price
$49.46
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Quantity
In Stock · 100 Units Available
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Certificate of Analysis & Specifications
Documentation will be published once this lot completes third-party analytical release.
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Related research materials
Research Data
Chemical & Structural Identifiers
- Chemical Name (IUPAC)
- L-cysteinyl-L-tyrosyl-L-isoleucyl-L-glutaminyl-L-asparaginyl-L-cysteinyl-L-prolyl-L-leucylglycinamide cyclic (1→6)-disulfide
- CAS Registry Number
- 50-56-6
- PubChem CID
- 439302
- Molecular Formula
- C43H66N12O12S2
- Molecular Weight
- 1006.44 Da (1007.19 g/mol average)
- Sequence
- H-Cys-Tyr-Ile-Gln-Asn-Cys-Pro-Leu-Gly-NH2 (Single-letter: CYIQNCPLG-NH2)
- SMILES
- CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)N1)CC2=CC=C(C=C2)O)N)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N
- InChIKey
- BVRKZXQLXZBITM-UAKXQUQDSA-N
- Salt / Counter-Ion
- Supplied as a high-purity lyophilized acetate (CH3COO-) or trifluoroacetate (CF3COO-) salt.
- Synonyms
- Oxytocin, Pitocin, Syntocinon, α-Hypophamine, OXT, Oxytocic Hormone, Cys-Tyr-Ile-Gln-Asn-Cys-Pro-Leu-Gly-NH2
- Cyclization Architecture: Intramolecular cyclic disulfide bond between cysteine residues at position 1 and position 6 (Cys1–Cys6), forming a 20-membered cyclic hexapeptide ring with a flexible C-terminal tripeptide tail (Pro7-Leu8-Gly9-NH2).
Analytical & COA Specifications
- Analytical Purity (RP-HPLC)
- ≥ 98.5% by area normalization under UV detection at λ = 214 nm and 280 nm (tyrosine chromophore detection).
- Identity Confirmation (RP-HPLC RT + UV vs. reference)
- Main peak retention time and UV spectrum conform to the reference standard.
- Physical Characterization
- Dense, white to off-white lyophilized solid cake/powder.
Handling & Stability
Storage. Store dry solid desiccated at -20°C to -80°C, protected from atmospheric moisture and direct light.
Solubility. Freely soluble in sterile laboratory-grade deionized water (≥ 20 mg/mL) and sterile Phosphate-Buffered Saline (PBS, pH 7.4, ≥ 15 mg/mL) for in vitro assay application.
- Disulfide Integrity & Buffer Compatibility: Contains an essential intramolecular disulfide bridge (Cys1–Cys6); *do not* introduce reducing agents (e.g., DTT, TCEP, β-mercaptoethanol) into stock solutions, as reduction of the disulfide bond opens the cyclic ring and abolishes receptor binding affinity. Prepare concentrated working stocks freshly or store single-use aliquots at -20°C to eliminate degradation from repeated freeze-thaw cycles.
Mechanism & Literature
Endogenous cyclic nonapeptide neurohypophysial hormone that acts as a potent, high-affinity full agonist at the G-protein coupled Oxytocin Receptor (OXTR), a Class A (rhodopsin-like) GPCR (Kd ≈ 1.0--2.0 nM).
Cellular Pathways Investigated: Evaluated across in vitro cell models (including primary uterine myometrial cells, mammary myoepithelial cultures, and neuronal cell lines) to quantify:
References (3)
- Du Vigneaud, V., et al. (1953). The synthesis of an octapeptide amide with the hormonal activity of oxytocin. Journal of the American Chemical Society, 75(19), 4879–4880.
- Gimpl, G., & Fahrenholz, F. (2001). The oxytocin receptor system: structure, function, and regulation. Physiological Reviews, 81(2), 629–683.
- Kimura, T., et al. (1992). Structure and expression of a human oxytocin receptor. Nature, 356(6369), 526–529.
Technical Laboratory FAQs
What structural motif is required for Oxytocin biological activity in vitro?
The intramolecular cyclic disulfide bridge between Cys1 and Cys6, combined with the C-terminal glycinamide (Gly9-NH2), forms the conformation necessary to fit into the ligand-binding pocket of the Oxytocin Receptor (OXTR).
Why must reducing agents be strictly omitted during Oxytocin stock preparation?
Thiol reducing agents (such as DTT, TCEP, or 2-mercaptoethanol) cleave the Cys1–Cys6 disulfide bond, converting the cyclic nonapeptide into a linear dithiol chain, which eliminates receptor affinity and causes analytical retention shifts in chromatography.
What solvent conditions are recommended for preparing in vitro Oxytocin working stocks?
Sterile deionized water or sterile PBS (pH 7.4) provides rapid dissolution at concentrations exceeding 15 mg/mL, creating a stable, neutral delivery carrier for cell-based receptor binding and intracellular calcium mobilization assays.
For Research Use Only. Not for human or animal administration. Not intended to diagnose, treat, cure, or prevent any disease. Sold for laboratory research purposes only.