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Merck
CN

T3149

Sigma-Aldrich

Tocinoic acid

≥97% (HPLC)

别名:

[Ile3]-Pressinoic acid

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关于此项目

经验公式(希尔记法):
C30H44N8O10S2
化学文摘社编号:
分子量:
740.85
MDL编号:
UNSPSC代码:
51111800
PubChem化学物质编号:
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方案

≥97% (HPLC)

表单

powder

技术

cell culture | mammalian: suitable

储存温度

−20°C

SMILES字符串

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)

InChI key

ITRWUGOBSKHPTA-UHFFFAOYSA-N

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Amino Acid Sequence

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

应用

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.

生化/生理作用

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

其他说明

N-terminal hexapeptide fragment of oxytocin.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

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分析证书(COA)

Lot/Batch Number

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J W Liu et al.
Endocrinology, 134(1), 114-118 (1994-01-01)
Oxytocin (OT) and arginine vasopressin (AVP) have been reported to release PRL both in vivo and in vitro. The objectives of this study were 1) to compare the potencies of the PRL-releasing activities of OT and TRH using cultured anterior
J Hlavácek et al.
Journal of peptide science : an official publication of the European Peptide Society, 7(7), 349-357 (2001-08-10)
A few solid phase and solution approaches of good repute were applied in parallel with the aim to provide optimized routes to Boc- and Fmoc-tocinoic acid (3a and 3c) and the corresponding Tyr(Bu(t)) derivatives (3b and 3d). Boc-tocinoic acid is
U Roy et al.
International journal of peptide and protein research, 28(2), 154-162 (1986-08-01)
Tocinoic acid analogs with penicillamine in place of one or both of the cysteine residues have been studied and [1-beta-mercaptopropionic acid, 6-penicillamine] tocinoic acid (dPen6TA) and [1-beta,beta-dimethyl-beta-mercaptopropionic acid, 6-penicillamine] tocinoic acid (dPen1Pen6TA) have been synthesized in solution. Biological activities of
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)
Jun Zheng et al.
American journal of physiology. Gastrointestinal and liver physiology, 299(4), G946-G953 (2010-08-07)
Accumulation of continuous life stress (chronic stress) often causes gastric symptoms. Although central oxytocin has antistress effects, the role of central oxytocin in stress-induced gastric dysmotility remains unknown. Solid gastric emptying was measured in rats receiving acute restraint stress, 5

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