Pramlintide (acetate hydrate)

Pramlintide is a non-amyloidogenic analog of the antidiabetic peptide hormone amylin (Cay-24274, Cay-24275) that contains proline residues substituted at positions 25, 28, and 29. It stimulates cAMP production in HEK293 cells expressing human amylin receptor 1a (AMY1a), AMY2a, and AMY3a (EC50s = 0.35, 22.9, and 0.89 nM, respectively). Pramlintide inhibits human islet amyloid polypeptide fibrilization in a concentration-dependent manner. In vivo, pramlintide (200 pg/kg) reduces brain levels of amyloid-beta (1-40) (Abeta40, Cay-21617) and increases spontaneous alternation in the Y-maze in the Tg2576 transgenic mouse model of Alzheimer's disease.Formal Name: 25-L-proline-28-L-proline-29-L-proline-amylin (human), monoacetate hydrate. CAS Number: 196078-30-5. Molecular Formula: C171H267N51O53S2 . XC2H4O2 [XH2O]. Formula Weight: 3949.4. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: DMSO: 10 mg/ml, PBS (pH 7.2): 5 mg/ml. SMILES: NC([C@@H](NC([C@@]([C@@H](C)O)([H])NC([C@H](CC(N)=O)NC([C@H](CO)NC(CNC([C@H](C(C)C)NC([C@H](CC(N)=O)NC([C@@]([C@@H](C)O)([H])NC([C@@H]1CCCN1C([C@@H]2CCCN2C([C@H](CC(C)C)NC([C@@]([C@H](CC)C)([H])NC([C@@H]3CCCN3C(CNC([C@@H](NC([C@H](CC(N)=O)NC([C@H](CC(N)=O)NC([C@H](CO)NC([C@H](CO)NC([C@@H](NC([C@H](C(C)C)NC([C@H](CC(C)C)NC([C@@H](NC([C@H](CC(N)=O)NC([C@@H](NC([C@H](CC(C)C)NC([C@H](CCCNC(N)=N)NC([C@H](CCC(N)=O)NC([C@@]([C@@H](C)O)([H])NC([C@@H](NC([C@@H](N4)CSSC[C@H](NC([C@H](CCCCN)N[H])=O)C(N[C@@H](CC(N)=O)C(N[C@]([C@@H](C)O)([H])C(N[C@H](C(N[C@]([C@@H](C)O)([H])C4=O)=O)C)=O)=O)=O)=O)C)=O)=O)=O)=O)=O)C)=O)=O)CC5=CC=CC=C5)=O)=O)=O)CC6=CN=CN6)=O)=O)=O)=O)=O)CC7=CC=CC=C7)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)CC8=CC=C(O)C=C8)=O.OC(C)=O.O. InChi Code: InChI=1S/C171H267N51O53S2.C2H4O2.H2O/c1-21-81(12)130(163(268)207-110(56-78(6)7)169(274)222-53-33-42-118(222)170(275)221-52-32-41-117(221)160(265)219-135(89(20)230)167(272)206-109(66-125(180)238)151(256)212-128(79(8)9)161(266)186-68-126(239)192-111(70-223)154(259)203-107(64-123(178)236)152(257)218-134(88(19)229)166(271)195-98(136(181)241)57-92-43-45-94(231)46-44-92)214-159(264)116-40-31-51-220(116)127(240)69-187-141(246)101(58-90-34-24-22-25-35-90)199-148(253)105(62-121(176)234)201-149(254)106(63-122(177)235)202-155(260)112(71-224)209-156(261)113(72-225)208-146(251)103(60-93-67-184-75-188-93)205-162(267)129(80(10)11)213-150(255)100(55-77(4)5)198-145(250)102(59-91-36-26-23-27-37-91)200-147(252)104(61-120(175)233)196-137(242)82(13)189-144(249)99(54-76(2)3)197-142(247)96(39-30-50-185-171(182)183)193-143(248)97(47-48-119(174)232)194-165(270)132(86(17)227)215-138(243)83(14)190-157(262)114-73-276-277-74-115(210-140(245)95(173)38-28-29-49-172)158(263)204-108(65-124(179)237)153(258)217-131(85(16)226)164(269)191-84(15)139(244)216-133(87(18)228)168(273)211-114,1-2(3)4,/h22-27,34-37,43-46,67,75-89,95-118,128-135,223-231H,21,28-33,38-42,47-66,68-74,172-173H2,1-20H3,(H2,174,232)(H2,175,233)(H2,176,234)(H2,177,235)(H2,178,236)(H2,179,237)(H2,180,238)(H2,181,241)(H,184,188)(H,186,266)(H,187,246)(H,189,249)(H,190,262)(H,191,269)(H,192,239)(H,193,248)(H,194,270)(H,195,271)(H,196,242)(H,197,247)(H,198,250)(H,199,253)(H,200,252)(H,201,254)(H,202,260)(H,203,259)(H,204,263)(H,205,267)(H,206,272)(H,207,268)(H,208,251)(H,209,261)(H,210,245)(H,211,273)(H,212,256)(H,213,255)(H,214,264)(H,215,243)(H,216,244)(H,217,258)(H,218,257)(H,219,265)(H4,182,183,185),1H3,(H,3,4),1H2/t81-,82-,83-,84-,85+,86+,87+,88+,89+,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,128-,129-,130-,131-,132-,133-,134-,135-,,/m0../s1. InChi Key: FVNLNEGMCMHEBF-WFVXIAQHSA-N.