A peptide agonist of the kisspeptin receptor
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KISS1-305 (trifluoroacetate salt)

Item No. 41456

Technical Information
Formal Name
D-tyrosyl-3-(4-pyridinyl)-D-alanyl-L-asparaginyl-L-seryl-L-phenylalanyl-2-azaglycyl-L-leucyl-N -[imino(methylamino)methyl]-L-ornithyl-L-phenylalaninamide, trifluoroacetate salt
Synonyms
  • D-Tyr-D-Pya(4)-Asn-Ser-Phe-azaGly-Leu-Arg(Me)-Phe-NH2
Molecular Formula
C56H76N16O12 • XCF3COOH
Formula Weight
Purity
≥98%
A solid
Peptide Sequence
yxNSFZLBF-NH2 (x = D-3-(4-Pyridinyl)-alanine; Z = 2-Azaglycine; B = N-methylarginine)
Acetonitrile: Slightly soluble: 0.1-1 mg/mlDMSO: Sparingly soluble: 1-10 mg/mlWater: Slightly soluble: 0.1-1 mg/ml
SMILES
NC([C@H](CC1=CC=CC=C1)NC([C@H](CCCNC(NC)=N)NC([C@H](CC(C)C)NC(NNC([C@H](CC2=CC=CC=C2)NC([C@H](CO)NC([C@H](CC(N)=O)NC([C@H](NC([C@H](N)CC3=CC=C(C=C3)O)=O)CC4=CC=NC=C4)=O)=O)=O)=O)=O)=O)=O)=O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C56H76N16O12.C2HF3O2/c1-32(2)25-41(50(79)64-39(15-10-22-63-55(60)61-3)49(78)65-40(47(59)76)27-33-11-6-4-7-12-33)70-56(84)72-71-54(83)43(28-34-13-8-5-9-14-34)67-53(82)45(31-73)69-52(81)44(30-46(58)75)68-51(80)42(29-36-20-23-62-24-21-36)66-48(77)38(57)26-35-16-18-37(74)19-17-35;3-2(4,5)1(6)7/h4-9,11-14,16-21,23-24,32,38-45,73-74H,10,15,22,25-31,57H2,1-3H3,(H2,58,75)(H2,59,76)(H,64,79)(H,65,78)(H,66,77)(H,67,82)(H,68,80)(H,69,81)(H,71,83)(H3,60,61,63)(H2,70,72,84);(H,6,7)/t38-,39+,40+,41+,42-,43+,44+,45+;/m1./s1
InChi Key
IWIAGCCSJHRYHC-ITKFFJNWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    KISS1-305 is a peptide agonist of the kisspeptin receptor.1 It induces calcium mobilization in a reporter assay using CHO cells expressing the kisspeptin receptor (EC50 = 2.6 nM for the human receptor). KISS1-305 reduces plasma levels of testosterone below the limit of detection in male rats. It increases the number of ovulated oocytes in horse chorionic gonadotropin-stimulated immature female rats when administered at a dose of 100 nmol/kg.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Asami, T., Nishizawa, N., Matsui, H., et alPhysicochemically and pharmacokinetically stable nonapeptide KISS1 receptor agonists with highly potent testosterone-suppressive activity. J. Med. Chem. 57(14), 6105-6115 (2014).

    2. Asami, T., Nishizawa, N., Matsui, H., et alDesign, synthesis, and biological evaluation of novel investigational nonapeptide KISS1R agonists with testosterone-suppressive activity. J. Med. Chem. 56(21), 8298-8307 (2013).