A peptide hormone
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(Des-octanoyl)-Ghrelin (human) (trifluoroacetate salt)

Item No. 25010

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
glycyl-L-seryl-L-seryl-L-phenylalanyl-L-leucyl-L-seryl-L-prolyl-L-α-glutamyl-L-histidyl-L-glutaminyl-L-arginyl-L-valyl-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
C141H235N47O41 • XCF3COOH
Formula Weight
3244.7
Purity
≥95%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
Water: 1 mg/ml
SMILES
[H]NCC(N[C@@H](CO)C(N[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](CCCNC(N)=N)C(N[C@@H](C(C)C)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)=O)=O)=O)CC5=CN=CN5)=O)=O)=O)=O)=O)CC6=CC=CC=C6)=O)=O)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C141H235N47O41.C2HF3O2/c1-73(2)62-92(123(213)175-90(42-48-107(150)196)135(225)185-58-22-37-102(185)132(222)176-91(138(228)229)34-21-57-160-141(155)156)177-116(206)79(28-11-15-51-142)164-112(202)76(7)162-130(220)100-35-24-60-187(100)137(227)103-38-25-61-188(103)134(224)89(31-14-18-54-145)174-115(205)81(30-13-17-53-144)168-128(218)97(69-190)181-121(211)87(43-49-109(198)199)170-113(203)80(29-12-16-52-143)165-114(204)82(32-19-55-158-139(151)152)166-117(207)84(39-45-104(147)193)169-119(209)86(41-47-106(149)195)173-133(223)111(75(5)6)184-122(212)83(33-20-56-159-140(153)154)167-118(208)85(40-46-105(148)194)171-126(216)95(65-78-67-157-72-161-78)180-120(210)88(44-50-110(200)201)172-131(221)101-36-23-59-186(101)136(226)99(71-192)183-124(214)93(63-74(3)4)178-125(215)94(64-77-26-9-8-10-27-77)179-129(219)98(70-191)182-127(217)96(68-189)163-108(197)66-146;3-2(4,5)1(6)7/h8-10,26-27,67,72-76,79-103,111,189-192H,11-25,28-66,68-71,142-146H2,1-7H3,(H2,147,193)(H2,148,194)(H2,149,195)(H2,150,196)(H,157,161)(H,162,220)(H,163,197)(H,164,202)(H,165,204)(H,166,207)(H,167,208)(H,168,218)(H,169,209)(H,170,203)(H,171,216)(H,172,221)(H,173,223)(H,174,205)(H,175,213)(H,176,222)(H,177,206)(H,178,215)(H,179,219)(H,180,210)(H,181,211)(H,182,217)(H,183,214)(H,184,212)(H,198,199)(H,200,201)(H,228,229)(H4,151,152,158)(H4,153,154,159)(H4,155,156,160);(H,6,7)/t76-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,111-;/m0./s1
InChi Key
SEYNGMKMVBXEST-JUQTVFMHSA-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 the growth hormone (GH) secretagogue receptor (GHS-R).3 (Des-octanoyl)-ghrelin (human) is a form of ghrelin that is lacking the octanoyl group at serine 3. It is located in the mouse stomach and is expressed at a lower level than octanoyl ghrelin.4 (Des-octanoyl)-ghrelin activates GHS-R by only 41% when used at 10 µM (IC50 = >10,000 nM; EC50 = >10,000 nM for increasing calcium accumulation).5 It induces bone marrow adipogenesis in rat models of growth hormone deficiency.6 (Des-octanoyl)-ghrelin also inhibits cell proliferation in estrogen-dependent MCF-7 breast cancer cells (EC50 = 0.81 µM) but induces proliferation of a somatotroph pituitary tumor cell line, an effect that can be blocked by MAPK, PKC, and tyrosine kinase inhibitors.7,8

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. Dickson, S.L., Egecioglu, E., Landgren, S., et al. The 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. Janssen, S., Laermans, J., Verhulst, P.-J., et al. Bitter taste receptors and α-gustducin regulate the secretion of ghrelin with functional effects on food intake and gastric emptying. Proc. Natl. Acad. Sci. USA 108(5), 2094-2099 (2011).

    5. Bednarek, M.A., Feighner, S.D., Pong, S.-S., et al. Structure-function studies on the new growth hormone-releasing peptide, ghrelin: Minimal sequence of ghrelin necessary for activation of growth hormone secretagogue receptor 1a. J. Med. Chem. 43(23), 4370-4376 (2000).

    6. Thompson, N.M., Gill, D.A., Davies, R., et al. Ghrelin and des-octanoyl ghrelin promote adipogenesis directly in vivo by a mechanism independent of the type 1a growth hormone secretagogue receptor. Endocrinology 145(1), 234-242 (2004).

    7. Cassoni, P., Papotti, M., Ghè, C., et al. Identification, characterization, and biological activity of specific receptors for natural (ghrelin) and synthetic growth hormone secretagogues and analogs in human breast carcinomas and cell lines. J. Clin. Endocrinol. Metab. 86(4), 1738-1745 (2001).

    8. Nanzer, A.M., Khalaf, S., Mozid, A.M., et al. Ghrelin exerts a proliferative effect on a rat pituitary somatotroph cell line via the mitogen-activated protein kinase pathway. Eur. J. Endocrinol. 151(2), 233-240 (2004).