(Des-octanoyl)-Ghrelin (human) (trifluoroacetate salt)

Ghrelin is an endogenous gastrointestinal hormone and neuropeptide that binds to the growth hormone (GH) secretagogue receptor (GHS-R). Ghrelin requires an n-octanoyl modification at serine 3 for binding to the growth hormone (GH) secretagogue receptor (GHS-R). (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. (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). It induces bone marrow adipogenesis in rat models of growth hormone deficiency. (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.Formal Name: glycyl-L-seryl-L-seryl-L-phenylalanyl-L-leucyl-L-seryl-L-prolyl-L-alpha-glutamyl-L-histidyl-L-glutaminyl-L-arginyl-L-valyl-L-glutaminyl-L-glutaminyl-L-arginyl-L-lysyl-L-alpha-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: 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.