A peptide NK1 receptor antagonist
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Vapreotide (trifluoroacetate salt)

Item No. 24558

Technical Information
Formal Name
D-phenylalanyl-L-cysteinyl-L-tyrosyl-D-tryptophyl-L-lysyl-L-valyl-L-cysteinyl-L-tryptophanamide, cyclic (2→7)-disulfide, trifluoroacetate salt
Synonyms
  • BMY 41606
  • Octastatin
  • RC 160
Molecular Formula
C57H70N12O9S2 • XCF3COOH
Formula Weight
Purity
≥95%
A lyophilized powder
Water: 1 mg/ml
SMILES
O=C(N[C@@H](C(C)C)C(N[C@H](C(N[C@@H](CC1=CNC2=C1C=CC=C2)C(N)=O)=O)CSSC[C@H](NC([C@H](N)CC3=CC=CC=C3)=O)C4=O)=O)[C@H](CCCCN)NC([C@@H](CC5=CNC6=C5C=CC=C6)NC([C@@](CC7=CC=C(O)C=C7)([H])N4)=O)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C57H70N12O9S2.C2HF3O2/c1-32(2)49-57(78)68-48(55(76)64-44(50(60)71)26-35-28-61-41-16-8-6-14-38(35)41)31-80-79-30-47(67-51(72)40(59)24-33-12-4-3-5-13-33)56(77)65-45(25-34-19-21-37(70)22-20-34)53(74)66-46(27-36-29-62-42-17-9-7-15-39(36)42)54(75)63-43(52(73)69-49)18-10-11-23-58;3-2(4,5)1(6)7/h3-9,12-17,19-22,28-29,32,40,43-49,61-62,70H,10-11,18,23-27,30-31,58-59H2,1-2H3,(H2,60,71)(H,63,75)(H,64,76)(H,65,77)(H,66,74)(H,67,72)(H,68,78)(H,69,73);(H,6,7)/t40-,43+,44+,45+,46-,47+,48+,49+;/m1./s1
InChi Key
LVZIATZDHWYHID-NCACADTJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Vapreotide is a peptide neurokinin-1 receptor (NK1) antagonist and analog of somatostatin (IC50 = 330 nM in a radioligand binding assay).1 It inhibits increases in vascular permeability stimulated by substance P (Item No. 24035) in a concentration-dependent manner in isolated guinea pig trachea and main bronchi. Vapreotide (8 nmol per animal) reduces substance P-induced biting and scratching in mice. It increases reaction time to heat stimuli in the hot plate and tail flick tests when administered at a dose of 512 μg/kg, indicating antinociceptive activity in mice.2 Vapreotide reduces plasma growth hormone (GH) increases induced by phenobarbital (Item Nos. 9001494 | 20987), morphine (Item No. ISO60147), and chlorpromazine (Item No. 16129), hypoglycemia-induced glucagon elevation, and glucose-induced insulin secretion in rats.3 It also decreases tumor weight and volume in a hamster model of pancreatic ductal adenocarcinoma and suppresses tumor growth and reduces GH secretion in SK-ES-1 and MNNG/HOS osteosarcoma mouse xenograft models.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bétoin, F., Advenier, C., Fardin, V., et alIn vitro and in vivo evidence for a tachykinin NK1 receptor antagonist effect of vapreotide, an analgesic cyclic analog of somatostatin. Eur. J. Pharmacol. 279(2-3), 241-249 (1995).

    2. Eschalier, A., Aumaître, O., Ardid, D., et alLong-lasting antinociceptive effect of RC-160, a somatostatin analog, in mice and rats. Eur. J. Pharmacol. 199(1), 119-121 (1991).

    3. Karashima, T., Cai, R.Z., and Schally, A.V. Effects of highly potent octapeptide analogs of somatostatin on growth hormone, insulin and glucagon release. Life Sci. 41(8), 1011-1019 (1987).

    4. Paz-Bouza, J.I., Redding, T.W., and Schally, A.V. Treatment of nitrosamine-induced pancreatic tumors in hamsters with analogs of somatostatin and luteinizing hormone-releasing hormone. Proc. Natl. Acad. Sci. USA 84(4), 1112-1116 (1987).

    5. Pinski, J., Schally, A.V., Halmos, G., et alSomatostatin analog RC-160 inhibits the growth of human osteosarcomas in nude mice. Int. J. Cancer. 65(6), 870-874 (1996).