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Principaux documents

C4801

Sigma-Aldrich

Cyclo(7-aminoheptanoyl-Phe-D-Trp-Lys-Thr[Bzl])

≥95% (HPLC), powder

Synonyme(s) :

Cyclosomatostatin

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About This Item

Formule empirique (notation de Hill):
C44H57N7O6
Numéro CAS:
Poids moléculaire :
779.97
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.32

Niveau de qualité

Pureté

≥95% (HPLC)

Forme

powder

Couleur

white

Solubilité

H2O: 1 mg/mL, clear, colorless

Température de stockage

−20°C

Chaîne SMILES 

O=C(N[C@H](C(N[C@@]1([H])[C@@H](C)OCC2=CC=CC=C2)=O)CCCCN)[C@H](NC([C@@H](NC(CCCCCCNC1=O)=O)CC3=CC=CC=C3)=O)CC4=CNC5=C4C=CC=C5

InChI

1S/C44H57N7O6/c1-30(57-29-32-18-8-5-9-19-32)40-44(56)46-25-15-3-2-10-23-39(52)48-37(26-31-16-6-4-7-17-31)42(54)50-38(27-33-28-47-35-21-12-11-20-34(33)35)43(55)49-36(41(53)51-40)22-13-14-24-45/h4-9,11-12,16-21,28,30,36-38,40,47H,2-3,10,13-15,22-27,29,45H2,1H3,(H,46,56)(H,48,52)(H,49,55)(H,50,54)(H,51,53)/t30-,36+,37+,38-,40+/m1/s1

Clé InChI

YHVHQZYJGWGAKN-ZUWUZHNASA-N

Informations sur le gène

human ... SST(6750)
mouse ... SST(20604)
rat ... SST(24797)

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Amino Acid Sequence

cyclo-Phe-Trp-Lys-Thr-Bzl

Application

Cyclo(7-aminoheptanoyl-Phe-D-Trp-Lys-Thr[Bzl]) has been used as a somatostatin antagonist to study its effects on sleep in rats to infer the role of endogenous somatostatin in the physiologic modulation of REM sleep (REMS) , as an somatostatin (SST) antagonist to study its effects on elemental-induced intestinal atrophy in rats , as an SST receptor antagonist to eliminate the effect of somatostatin on catecholamine .

Actions biochimiques/physiologiques

Cyclo(7-aminoheptanoyl-Phe-D-Trp-Lys-Thr[Bzl]) (cSSTA) is a cyclic somatostatin (SST) analog and is a somatostatin receptor antagonist. It is involved in blocking the effect of somatostatin, such as airway β-adrenergic function and regulation of acetylcholine release. cSSTA is also involved in blocking the effect of somatostatin of hormone release and corticotropin-releasing factor-induced suppression of gastric emptying.
Cyclo(7-aminoheptanoyl-Phe-D-Trp-Lys-Thr[Bzl]), also known as cyclosomatostatin. Inhibition of somatostatin receptors by cyclosomatostatin induces catalepsy in rats.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

P Rebuffat et al.
The Journal of steroid biochemistry and molecular biology, 48(4), 353-360 (1994-03-01)
The effect of SRIF and its antagonist cyclo(7-aminoheptanonyl-Phe-D-Trp-Lys-Thr magnitude of Bzl)(SRIF-A) were studied in sham-operated and bilaterally adrenalectomized rats bearing ACTH- and angiotensin II (ANG-II)-responsive adrenocortical autotransplants. SRIF-A (10(-5) M) completely annulled SRIF (10(-6) M)-induced inhibition of ANG-II (10(-8) M)-evoked
L Fung et al.
Endocrinology, 134(6), 2376-2382 (1994-06-01)
This study was designed to examine whether one or both principle molecular forms of somatostatin (SLI), somatostatin-28 (S-28) and somatostatin-14 (S-14), mediate inhibition of stimulated gastric acid by intestinal fat and to determine whether the mode of action includes activation
Quanfeng Zhang et al.
Neuron, 102(1), 173-183 (2019-02-19)
Co-release of multiple neurotransmitters from secretory vesicles is common in neurons and neuroendocrine cells. However, whether and how the transmitters co-released from a single vesicle are differentially regulated remains unknown. In matrix-containing dense-core vesicles (DCVs) in chromaffin cells, there are
Jörg Stirnweis et al.
Peptides, 23(8), 1503-1506 (2002-08-17)
The cyclic somatostatin (SST) analogue, cyclo-(7-aminoheptanoyl-Phe-D-Trp-Lys-Thr[BZL]) (cSSTA), has been widely used as somatostatin antagonist. In the human neuroblastoma cell line SH-SY5Y the cyclopeptide acts as a somatostatin receptor agonist. Similar to SST, cSSTA inhibits cell proliferation, activates the protein tyrosine
Somatostatin antagonism prevents elemental diet-induced intestinal atrophy in the rat
De Segura IA G, et al.
Digestive Diseases and Sciences, 46(9) (2001)

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