A palmitoylated form of ghrelin
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Ghrelin (rat) (palmitoyl) (trifluoroacetate salt)

Item No. 24983

Technical Information
Formal Name
glycyl-L-seryl-O-(1-oxohexadecyl)-L-seryl-L-phenylalanyl-L-leucyl-L-seryl-L-prolyl-L-α-glutamyl-L-histidyl-L-glutaminyl-L-lysyl-L-alanyl-L-glutaminyl-L-glutaminyl-L-arginyl-L-lysyl-L-α-glutamyl-L-seryl-L-lysyl-L-lysyl-L-prolyl-L-prolyl-L-alanyl-L-lysyl-L-leucyl-L-glutaminyl-L-prolyl-L-arginine, trifluoroacetate salt
Molecular Formula
C155H261N45O42 • XCF3COOH
Formula Weight
Purity
≥95%
A lyophilized powder
Formic Acid: 1 mg/ml
SMILES
CCCCCCCCCCCCCCCC(N(C([C@H](CO)NC(CN[H])=O)=O)[C@@H](CO)C(N[C@H](C(N[C@@H](CC(C)C)C(N[C@@H](CO)C(N1CCC[C@H]1C(N[C@@H](CCC(O)=O)C(N[C@H](C(N[C@@H](CCC(N)=O)C(N[C@@H](CCCCN)C(N[C@H](C(N[C@@H](CCC(N)=O)C(N[C@@H](CCC(N)=O)C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CCCCN)C(N[C@@H](CCC(O)=O)C(N[C@@H](CO)C(N[C@@H](CCCCN)C(N[C@@H](CCCCN)C(N2CCC[C@H]2C(N3CCC[C@H]3C(N[C@H](C(N[C@@H](CCCCN)C(N[C@@H](CC(C)C)C(N[C@@H](CCC(N)=O)C(N4CCC[C@H]4C(N[C@@H](CCCNC(N)=N)C(O)=O)=O)=O)=O)=O)=O)C)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)C)=O)=O)=O)CC5=CN=CN5)=O)=O)=O)=O)=O)CC6=CC=CC=C6)=O)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C155H261N45O42.C2HF3O2/c1-8-9-10-11-12-13-14-15-16-17-18-19-23-53-124(210)200(151(239)113(85-203)176-123(209)81-161)118(86-204)147(235)193-109(79-92-40-21-20-22-41-92)141(229)191-108(78-89(4)5)140(228)195-112(84-202)150(238)197-74-37-50-115(197)145(233)186-103(59-65-126(213)214)137(225)192-110(80-93-82-170-87-173-93)142(230)185-101(56-62-121(164)207)136(224)179-94(42-24-29-66-156)129(217)174-90(6)127(215)178-99(54-60-119(162)205)134(222)183-100(55-61-120(163)206)135(223)181-98(47-34-71-171-154(166)167)131(219)180-96(44-26-31-68-158)130(218)184-102(58-64-125(211)212)138(226)194-111(83-201)143(231)182-97(45-27-32-69-159)132(220)187-104(46-28-33-70-160)148(236)199-76-39-52-117(199)152(240)198-75-38-49-114(198)144(232)175-91(7)128(216)177-95(43-25-30-67-157)133(221)190-107(77-88(2)3)139(227)188-105(57-63-122(165)208)149(237)196-73-36-51-116(196)146(234)189-106(153(241)242)48-35-72-172-155(168)169;3-2(4,5)1(6)7/h20-22,40-41,82,87-91,94-118,201-204H,8-19,23-39,42-81,83-86,156-161H2,1-7H3,(H2,162,205)(H2,163,206)(H2,164,207)(H2,165,208)(H,170,173)(H,174,217)(H,175,232)(H,176,209)(H,177,216)(H,178,215)(H,179,224)(H,180,219)(H,181,223)(H,182,231)(H,183,222)(H,184,218)(H,185,230)(H,186,233)(H,187,220)(H,188,227)(H,189,234)(H,190,221)(H,191,229)(H,192,225)(H,193,235)(H,194,226)(H,195,228)(H,211,212)(H,213,214)(H,241,242)(H4,166,167,171)(H4,168,169,172);(H,6,7)/t90-,91-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-;/m0./s1
InChi Key
IXKXHMHNPZVIPL-VWQJUKBCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Ghrelin is an endogenous gastrointestinal hormone and neuropeptide that binds to the growth hormone (GH) secretagogue receptor (GHS-R).1,2 Ghrelin requires an n-octanoyl modification at serine 3 for binding to GHS-R.3 Ghrelin (rat) (palmitoyl) is a palmitoylated form of ghrelin. Palmitoylated ghrelin is an agonist of GHS-R with a similar potency as octanoyl-ghrelin in HEK293 cells expressing human GHS-R1a (IC50 = 0.87 nM; EC50 = 8.3 nM for increasing calcium accumulation). In mice, palmitoylated ghrelin (0.9 nmol, i.c.v.) increases food intake after 24 hours but not at shorter timepoints of two and four hours. It also increases fat mass without effects on locomotor activity or energy expenditure.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kojima, M., Hosoda, H., Date, Y., et alGhrelin is a growth-hormone-releasing acylated peptide from stomach. Nature 402(6762), 656-660 (1999).

    2. Dickson, S.L., Egecioglu, E., Landgren, S., et alThe role of the central ghrelin system in reward from food and chemical drugs. Mol. Cell Endocrinol. 340(1), 80-87 (2011).

    3. Resh, M.D. Fatty acylation of proteins: The long and the short of it. Prog. Lipid Res. 63, 120-131 (2016).

    4. Heppner, K.M., Chaudhary, N., Müller, T.D., et alAcylation type determines ghrelin’s effects on energy homeostasis in rodents. Endocrinology 153(10), 4687-4695 (2012).