C4801

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

≥95% (HPLC), powder

• Synonym(s): Cyclosomatostatin
• Empirical Formula (Hill Notation): C₄₄H₅₇N₇O₆
• CAS Number: 84211-54-1
• Molecular Weight: 779.97
• MDL number: MFCD00076778
• UNSPSC Code: 12352200
• PubChem Substance ID: 24892727
• NACRES: NA.32

Properties

• Quality Level: 200
• Assay: ≥95% (HPLC)
• form: powder
• color: white
• solubility: H₂O: 1 mg/mL, clear, colorless
• storage temp.: −20°C
• SMILES string: 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
• InChI key: YHVHQZYJGWGAKN-ZUWUZHNASA-N
• Gene Information: human ... SST(6750) ; mouse ... SST(20604) ; rat ... SST(24797)

Description

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) [1], as an somatostatin (SST) antagonist to study its effects on elemental-induced intestinal atrophy in rats [2], as an SST receptor antagonist to eliminate the effect of somatostatin on catecholamine [3].

Biochem/physiol Actions

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.[4]

Cyclo(7-aminoheptanoyl-Phe-D-Trp-Lys-Thr[Bzl]), also known as cyclosomatostatin. Inhibition of somatostatin receptors by cyclosomatostatin induces catalepsy in rats.[5]

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves