An antagonist of calcitonin and amylin receptors
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AC 187 (trifluoroacetate salt)

Item No. 35839

Technical Information
Formal Name
N-acetyl-30-L-asparagine-32-L-tyrosinamide-8-32-calcitonin (salmon reduced), trifluoroacetate salt
Synonyms
  • Acetyl-(Asn30,Tyr32)-Calcitonin8-32
  • Acetyl-[Asn30,Tyr32]Salmon Calcitonin (8 –37)
  • Acetyl-[Asn30,Tyr32] sCT(8 –37)
Molecular Formula
C127H205N37O40 • XCF3COOH
Formula Weight
Purity
≥95%
A solid
Peptide Sequence
Ac-VLGKLSQELHKLQTYPRTNTGSNTY-NH2
DMF: 25 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
OC(CC[C@H](NC([C@H](CCC(N)=O)NC([C@H](CO)NC([C@@H](NC([C@H](CCCCN[H])NC(CNC([C@@H](NC([C@H](C(C)C)NC(C)=O)=O)CC(C)C)=O)=O)=O)CC(C)C)=O)=O)=O)C(N[C@H](C(N[C@@H](CC1=CNC=N1)C(N[C@@H](CCCCN[H])C(N[C@H](C(N[C@@H](CCC(N)=O)C(N[C@@]([H])([C@@H](C)O)C(N[C@@H](CC(C=C2)=CC=C2O)C(N3CCC[C@H]3C(N[C@@H](CCCNC(N)=N)C(N[C@@]([H])([C@@H](C)O)C(N[C@@H](CC(N)=O)C(N[C@@]([H])([C@@H](C)O)C(NCC(N[C@@H](CO)C(N[C@@H](CC(N)=O)C(N[C@@]([H])([C@@H](C)O)C(N[C@@H](CC(C=C4)=CC=C4O)C(N)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)CC(C)C)=O)=O)=O)CC(C)C)=O)=O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C127H205N37O40.C2HF3O2/c1-59(2)44-81(156-122(200)99(63(9)10)142-68(15)171)105(183)139-54-96(178)143-74(22-16-18-40-128)106(184)151-84(47-62(7)8)114(192)159-90(57-166)119(197)148-77(34-37-92(130)174)108(186)146-79(36-39-98(180)181)109(187)153-83(46-61(5)6)113(191)154-85(50-71-53-137-58-141-71)115(193)145-75(23-17-19-41-129)107(185)152-82(45-60(3)4)112(190)147-78(35-38-93(131)175)111(189)162-103(67(14)170)125(203)158-88(49-70-28-32-73(173)33-29-70)126(204)164-43-21-25-91(164)120(198)149-76(24-20-42-138-127(135)136)110(188)161-102(66(13)169)124(202)157-87(52-95(133)177)117(195)160-100(64(11)167)121(199)140-55-97(179)144-89(56-165)118(196)155-86(51-94(132)176)116(194)163-101(65(12)168)123(201)150-80(104(134)182)48-69-26-30-72(172)31-27-69;3-2(4,5)1(6)7/h26-33,53,58-67,74-91,99-103,165-170,172-173H,16-25,34-52,54-57,128-129H2,1-15H3,(H2,130,174)(H2,131,175)(H2,132,176)(H2,133,177)(H2,134,182)(H,137,141)(H,139,183)(H,140,199)(H,142,171)(H,143,178)(H,144,179)(H,145,193)(H,146,186)(H,147,190)(H,148,197)(H,149,198)(H,150,201)(H,151,184)(H,152,185)(H,153,187)(H,154,191)(H,155,196)(H,156,200)(H,157,202)(H,158,203)(H,159,192)(H,160,195)(H,161,188)(H,162,189)(H,163,194)(H,180,181)(H4,135,136,138);(H,6,7)/t64-,65-,66-,67-,74+,75+,76+,77+,78+,79+,80+,81+,82+,83+,84+,85+,86+,87+,88+,89+,90+,91+,99+,100+,101+,102+,103+;/m1./s1
InChi Key
PZPCMSJFSHMZNH-VRMAAFEBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    AC 187 is a synthetic peptide that corresponds to amino acids 8-32 of salmon calcitonin (sCT; Item No. 24410) and an antagonist of calcitonin and amylin receptors.1 It inhibits human calcitonin-induced cAMP accumulation in COS-7 cells expressing the human calcitonin receptor or the human amylin receptors AMY1a or AMY3a (pKBs = 7.15, 7.3, and 7.37, respectively). AC 187 (10 µM) protects against apoptosis induced by amyloid-β (1-42) (Aβ42; Item No. 20574) in primary rat basal forebrain neurons.2 Intrathecal administration of AC 187 (50 µl of a 3 µg/µl solution) increases the paw withdrawal threshold in the von Frey test in a rat model of chronic peripheral neuropathic pain induced by spared nerve injury.3 AC 187 (10 µg/kg) reverses sCT-induced decreases in food intake in food-deprived rats.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hay, D.L., Christopoulos, G., Christopoulos, A., et alPharmacological discrimination of calcitonin receptor: Receptor activity-modifying protein complexes. Mol. Pharmacol. 67(5), 1655-1665 (2005).

    2. Jhamandas, J.H., and MacTavish, D. Antagonist of the amylin receptor blocks β-amyloid toxicity in rat cholinergic basal forebrain neurons. J. Neurosci. 24(24), 5579-5584 (2001).

    3. Almeida, L.S., Castro-Lopes, J.M., Neto, F.L., et alAmylin, a peptide expressed by nociceptors, modulates chronic neuropathic pain. Eur. J. Pain 23(4), 784-799 (2018).

    4. Lutz, T.A., Tschudy, S., Rushing, P.A., et alAmylin receptors mediate the anorectic action of salmon calcitonin (sCT). Peptides 21(2), 233-238 (2000).