A peptide ligand of GPR54
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Kisspeptin-54 (human) (trifluoroacetate salt)

Item No. 24477

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
G protein-coupled receptor GPR54 (human), trifluoroacetate salt
Synonyms
  • Kp-54
  • Metastin
Molecular Formula
C258H401N79O78 • XCF3COOH
Formula Weight
5857.4
Purity
≥95%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
Water: 1 mg/ml
SMILES
NC([C@H](CC1=CC=CC=C1)NC([C@@H](NC([C@@H](NC(CNC([C@H](CC2=CC=CC=C2)NC([C@@H](NC([C@@H](NC([C@H](CC3=CNC4=C3C=CC=C4)NC([C@@H](NC([C@H](CC5=CC=C(C=C5)O)NC([C@@H](NC([C@@H]6CCCN6C([C@@H](NC([C@H](CC(O)=O)NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H](C)NC(CNC([C@@H](NC([C@@H]7CCCN7C([C@H](C)NC([C@@H]8CCCN8C([C@@]([H])(NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H](CC9=CN=CN9)NC([C@@H]%10CCCN%10C([C@H](C)NC([C@@H](NC([C@@H](NC(CNC([C@@H]%11CCCN%11C([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC(CNC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H]%12CCCN%12C([C@@H]%13CCCN%13C([C@@H]%14CCCN%14C([C@@H](NC([C@@H](NC([C@@H](NC([C@@]([H])(NC(CN[H])=O)[C@H](O)C)=O)CO)=O)CC(C)C)=O)CO)=O)=O)=O)=O)CCC(O)=O)=O)CO)=O)CO)=O)=O)CO)=O)CCCNC(N)=N)=O)CCC(N)=O)=O)CCC(N)=O)=O)=O)=O)CC(C)C)=O)CO)=O)=O)=O)=O)CO)=O)CCCNC(N)=N)=O)CCC(N)=O)=O)[C@@H](C)CC)=O)=O)=O)=O)CCC(N)=O)=O)=O)=O)C(C)C)=O)CC(C)C)=O)C(C)C)=O)CCC(N)=O)=O)CCCNC(N)=N)=O)CCC(O)=O)=O)CCCCN)=O)=O)CC(C)C)=O)=O)CC(N)=O)=O)=O)CC(N)=O)=O)=O)CC(N)=O)=O)CO)=O)=O)=O)CC(C)C)=O)CCCNC(N)=N)=O)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C258H401N79O78.C2HF3O2/c1-21-131(16)204(329-220(381)152(70-77-189(264)351)301-213(374)147(53-34-84-281-257(274)275)299-234(395)173(118-341)322-226(387)164(103-140-110-278-123-288-140)315-242(403)181-58-38-87-331(181)247(408)133(18)290-232(393)172(117-340)321-222(383)158(95-125(4)5)293-197(359)114-287-238(399)178-55-36-88-332(178)249(410)155(71-78-190(265)352)306-218(379)150(68-75-187(262)349)300-212(373)146(52-33-83-280-256(272)273)298-233(394)171(116-339)294-198(360)113-286-210(371)170(115-338)319-237(398)175(120-343)320-219(380)154(73-80-200(363)364)304-241(402)183-60-40-90-334(183)252(413)185-62-43-93-337(185)253(414)184-61-42-92-336(184)251(412)177(122-345)325-223(384)159(96-126(6)7)308-236(397)176(121-344)324-246(407)205(135(20)346)326-194(356)108-260)254(415)335-91-41-56-179(335)239(400)291-134(19)248(409)330-86-37-57-180(330)240(401)303-149(67-74-186(261)348)208(369)284-111-195(357)289-132(17)207(368)327-202(129(12)13)245(406)317-160(97-127(8)9)231(392)328-203(130(14)15)244(405)305-151(69-76-188(263)350)216(377)296-145(51-32-82-279-255(270)271)211(372)302-153(72-79-199(361)362)217(378)295-144(50-30-31-81-259)215(376)314-168(107-201(365)366)230(391)318-169(98-128(10)11)250(411)333-89-39-59-182(333)243(404)316-167(106-193(268)355)228(389)310-162(101-138-63-65-141(347)66-64-138)224(385)312-165(104-191(266)353)227(388)311-163(102-139-109-283-143-49-29-28-48-142(139)143)225(386)313-166(105-192(267)354)229(390)323-174(119-342)235(396)309-161(100-137-46-26-23-27-47-137)209(370)285-112-196(358)292-157(94-124(2)3)221(382)297-148(54-35-85-282-258(276)277)214(375)307-156(206(269)367)99-136-44-24-22-25-45-136;3-2(4,5)1(6)7/h22-29,44-49,63-66,109-110,123-135,144-185,202-205,283,338-347H,21,30-43,50-62,67-108,111-122,259-260H2,1-20H3,(H2,261,348)(H2,262,349)(H2,263,350)(H2,264,351)(H2,265,352)(H2,266,353)(H2,267,354)(H2,268,355)(H2,269,367)(H,278,288)(H,284,369)(H,285,370)(H,286,371)(H,287,399)(H,289,357)(H,290,393)(H,291,400)(H,292,358)(H,293,359)(H,294,360)(H,29
InChi Key
GXLHFMZZYDEULZ-OQIIGJSWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Kisspeptin-54 is a peptide ligand of the orphan G protein-coupled receptor GPR54 (Kis = 1.81 and 1.45 nM for rat and human receptors, respectively).1 It is a 54 amino acid peptide encoded by the metastasis suppressor gene KISS-1. Kisspeptin-54 induces calcium mobilization in CHO-K1 cells expressing rat and human receptors (EC50s = 1.39 and 5.47 nM, respectively). It also induces arachidonic acid release in CHO cells expressing rat and human GPR54 in a concentration-dependent manner. Kisspeptin-54 (10-1,000 nM) inhibits insulin secretion from isolated mouse pancreatic β-cells in the presence of 2.8 mM, but not 11.1 mM, glucose.2 Kisspeptin-54 (1-5 nmol, i.c.v.) increases serum levels of luteinizing hormone (LH) and follicular stimulating hormone (FSH) in mice, an effect which is reversed by the gonadotropin releasing hormone (GNRH) antagonist acycline.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kotani, M., Detheux, M., Vandenbogaerde, A.L., et al. The metastasis suppressor gene KiSS-1 encodes kisspeptins, the natural ligands of the orphan G protein-coupled receptor GPR54. The Journal of Biological Chemisty 276(37), 34631-34636 (2001).

    2. Vikman, J., and Ahrén, B. Inhibitory effect of kisspeptins on insulin secretion from isolated mouse islets. Diabetes Obes. Metab. 11(Suppl 4), 197-201 (2009).

    3. Gottsch, M.L., Cunningham, M.J., Smith, J.T., et al. A role for kisspeptins in the regulation of gonadotropin secretion in the mouse. Endocrinology 145(9), 4073-4077 (2004).