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Merck

T3149

Sigma-Aldrich

Tocinoic acid

≥97% (HPLC)

Sinónimos:

[Ile3]-Pressinoic acid

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About This Item

Fórmula empírica (notación de Hill):
C30H44N8O10S2
Número de CAS:
Peso molecular:
740.85
Número MDL:
Código UNSPSC:
51111800
ID de la sustancia en PubChem:

Ensayo

≥97% (HPLC)

Formulario

powder

técnicas

cell culture | mammalian: suitable

temp. de almacenamiento

−20°C

cadena SMILES

CCC(C)C1NC(=O)C(Cc2ccc(O)cc2)NC(=O)C(N)CSSCC(NC(=O)C(CC(N)=O)NC(=O)C(CCC(N)=O)NC1=O)C(O)=O

InChI

1S/C30H44N8O10S2/c1-3-14(2)24-29(46)34-18(8-9-22(32)40)26(43)36-20(11-23(33)41)27(44)37-21(30(47)48)13-50-49-12-17(31)25(42)35-19(28(45)38-24)10-15-4-6-16(39)7-5-15/h4-7,14,17-21,24,39H,3,8-13,31H2,1-2H3,(H2,32,40)(H2,33,41)(H,34,46)(H,35,42)(H,36,43)(H,37,44)(H,38,45)(H,47,48)

Clave InChI

ITRWUGOBSKHPTA-UHFFFAOYSA-N

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Amino Acid Sequence

Cys-Tyr-Ile-Gln-Asn-Cys [Disulfide bridge: 1-6]

Aplicación

Tocinoic acid is an oxytocin receptor antagonist and is used to study effects of oxytocin and 5-HT1A receptors on the prosocial effects of 3,4 methylenedioxymethamphetamine (MDMA; ecstasy). It can also be used as a test compound for studying whether the release of protein disulfide isomerase activity is stimulated by activated platelets or not.

Acciones bioquímicas o fisiológicas

Tocinoic acid contains the ring structure of oxytocin that inhibits the release of melanocyte-stimulating hormones (MSH) the rat pituitary in vitro.

Otras notas

N-terminal hexapeptide fragment of oxytocin.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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Comparative MSH release-inhibiting activities of tocinoic acid (the ring of oxytocin), and L-pro-L-leu-gly-NH 2 (the side chain of oxytocin).
A Bower et al.
Biochemical and biophysical research communications, 45(5), 1185-1191 (1971-12-03)
D Despeyroux et al.
Rapid communications in mass spectrometry : RCM, 5(4), 156-159 (1991-04-01)
A method has been developed for the determination of the amino-acid sequence of a cyclic peptide containing cystine. It is based on the reduction of the peptide in a reductive matrix prior to ionization by fast-atom bombardment. The amino-acid sequence
V S Ananthanarayanan et al.
Biopolymers, 40(5), 433-443 (1996-01-01)
Extracellular Ca2+ is required for the action of oxytocin and both the hormone and its receptor have binding sites for divalent metal cations. To characterize the cation-bound form of oxytocin, we monitored the binding of Ca2+ and Mg2+ to oxytocin
M Salzet et al.
Brain research, 601(1-2), 173-184 (1993-01-22)
A large number of oxytocin (OT)-like neurons were detected in the sex segmental ganglia (SG5, SG6) of three species of leeches belonging to different orders: Theromyzon tessulatum, Hirudo medicinalis and Erpobdella octoculata. In this latter species, an epitope close to
Lei Zhang et al.
Journal of pharmaceutical sciences, 98(9), 3312-3318 (2008-08-08)
Thiol/disulfide interchange is one of the most common routes of aggregation of lyophilized protein drug products, but the mechanisms of the reaction in the solid state have not been established. Here, we report perturbations in thiol/disulfide interchange upon lyophilization, using

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