A neuropeptide and PTH2R agonist
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TIP39 (human, bovine) (trifluoroacetate salt)

Item No. 37452

Technical Information
Formal Name
L-seryl-L-leucyl-L-alanyl-L-leucyl-L-alanyl-L-α-aspartyl-L-α-aspartyl-L-alanyl-L-alanyl-L-phenylalanyl-L-arginyl-L-α-glutamyl-L-arginyl-L-alanyl-L-arginyl-L-leucyl-L-leucyl-L-alanyl-L-alanyl-L-leucyl-L-α-glutamyl-L-arginyl-L-arginyl-L-histidyl-L-tryptophyl-L-leucyl-L-asparaginyl-L-seryl-L-tyrosyl-L-methionyl-L-histidyl-L-lysyl-L-leucyl-L-leucyl-L-valyl-L-leucyl-L-α-aspartyl-L-alanyl-L-proline, trifluoroacetate salt
Synonyms
  • Tuberoinfundibular Peptide of 39 Residues
Molecular Formula
C202H325N61O54S • XCF3COOH
Formula Weight
Purity
≥98%
A solid
Peptide Sequence
SLALADDAAFRERARLLAALERRHWLNSYMHKLLVLDAP-OH
20% ACN/H2O: Soluble
SMILES
OC(C(F)(F)F)=O.O=C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H](CC(O)=O)C(N[C@@H](CC(O)=O)C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CCC(O)=O)C(N[C@@H](CCCNC(N)=N)C(N[C@H](C(N[C@@H](CCCNC(N)=N)C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H](CCC(O)=O)C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CC1=CNC=N1)C(N[C@@H](CC2=CNC3=C2C=CC=C3)C(N[C@H](C(N[C@@H](CC(N)=O)C(N[C@@H](CO)C(N[C@@H](CC4=CC=C(O)C=C4)C(N[C@@H](CCSC)C(N[C@@H](CC5=CNC=N5)C(N[C@@H](CCCCN[H])C(N[C@H](C(N[C@H](C(N[C@@H](C(C)C)C(N[C@H](C(N[C@@H](CC(O)=O)C(N[C@H](C(N6CCC[C@H]6C(O)=O)=O)C)=O)=O)CC(C)C)=O)=O)CC(C)C)=O)CC(C)C)=O)=O)=O)=O)=O)=O)=O)CC(C)C)=O)=O)=O)=O)=O)=O)CC(C)C)=O)C)=O)C)=O)CC(C)C)=O)CC(C)C)=O)=O)C)=O)=O)=O)=O)CC7=CC=CC=C7)=O)C)=O)C)=O)=O)=O)C)=O)CC(C)C)=O)C)=O)CC(C)C)[C@H](CO)N[H]
InChi Code
InChI=1S/C202H325N61O54S.C2HF3O2/c1-96(2)71-132(243-164(283)111(26)232-177(296)133(72-97(3)4)247-166(285)121(204)92-264)176(295)231-112(27)165(284)246-149(88-157(276)277)192(311)259-147(86-155(272)273)179(298)230-107(22)160(279)227-109(24)163(282)245-141(80-114-43-31-30-32-44-114)186(305)239-127(51-40-67-221-201(212)213)169(288)240-129(58-60-153(268)269)173(292)235-124(48-37-64-218-198(206)207)167(286)228-110(25)161(280)234-125(49-38-65-219-199(208)209)171(290)249-136(75-100(9)10)182(301)250-134(73-98(5)6)178(297)229-106(21)159(278)226-108(23)162(281)244-135(74-99(7)8)181(300)241-130(59-61-154(270)271)174(293)237-126(50-39-66-220-200(210)211)168(287)236-128(52-41-68-222-202(214)215)172(291)255-145(84-118-91-217-95-225-118)190(309)254-143(82-116-89-223-122-46-34-33-45-120(116)122)188(307)251-138(77-102(13)14)184(303)257-146(85-152(205)267)191(310)261-150(93-265)194(313)253-142(81-115-54-56-119(266)57-55-115)187(306)242-131(62-70-318-29)175(294)256-144(83-117-90-216-94-224-117)189(308)238-123(47-35-36-63-203)170(289)248-137(76-101(11)12)183(302)252-140(79-104(17)18)193(312)262-158(105(19)20)195(314)260-139(78-103(15)16)185(304)258-148(87-156(274)275)180(299)233-113(28)196(315)263-69-42-53-151(263)197(316)317;3-2(4,5)1(6)7/h30-34,43-46,54-57,89-91,94-113,121,123-151,158,223,264-266H,35-42,47-53,58-88,92-93,203-204H2,1-29H3,(H2,205,267)(H,216,224)(H,217,225)(H,226,278)(H,227,279)(H,228,286)(H,229,297)(H,230,298)(H,231,295)(H,232,296)(H,233,299)(H,234,280)(H,235,292)(H,236,287)(H,237,293)(H,238,308)(H,239,305)(H,240,288)(H,241,300)(H,242,306)(H,243,283)(H,244,281)(H,245,282)(H,246,284)(H,247,285)(H,248,289)(H,249,290)(H,250,301)(H,251,307)(H,252,302)(H,253,313)(H,254,309)(H,255,291)(H,256,294)(H,257,303)(H,258,304)(H,259,311)(H,260,314)(H,261,310)(H,262,312)(H,268,269)(H,270,271)(H,272,273)(H,274,275)(H,276,277)(H,316,317)(H4,206,207,218)(H4,208,209,219)(H4,210,211,220)(H4,212,213,221)(H4,214,215,222);(H,6,7)/t106-,107-,108-,109-,110-,111-,112-,113-,121-,123-,124-,125-,1
InChi Key
VATRRZYUCVOKRP-RMKIITJUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    TIP39 is a neuropeptide and parathyroid hormone receptor type 2 (PTH2R) agonist.1 It induces cAMP accumulation in COS-7 cells expressing recombinant human or rat PTH2R (EC50s = 0.5 and 0.8 nM, respectively) and F-11 cells that endogenously express PTH2R (EC50 = 1.15 nM). TIP39 (1 nM) induces cell cycle arrest at the G0/G1 phase and decreases expression of the master regulator of cartilage differentiation Sox9 in CFK2 rat chondrocytes.2 TIP39 (100 pmol/animal) decreases immobility time in the forced swim test in mice.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Usdin, T.B., Hoare, S.R., Wang, T., et alTIP39: A new neuropeptide and PTH2-receptor agonist from hypothalamus. Nat. Neurosci. 2(11), 941-943 (1999).

    2. Panda, D., Goltzman, D., Jüppner, H., et alTIP39/parathyroid hormone type 2 receptor signaling is a potent inhibitor of chondrocyte proliferation and differentiation. Am. J. Physiol. Endocrinol. Metab. 297(5), E1125-E1136 (2009).

    3. LaBuda, C.J., Dobolyi, A., and Usdin, T.B. Tuberoinfundibular peptide of 39 residues produces anxiolytic and antidepressant actions. Neuroreport 15(5), 881-885 (2004).