A PACAP receptor agonist
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PACAP (1-27) (human, mouse, ovine, porcine, rat) (trifluoroacetate salt)

Item No. 24769

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-histidyl-L-seryl-L-α-aspartylglycyl-L-isoleucyl-L-phenylalanyl-L-threonyl-L-α-aspartyl-L-seryl-L-tyrosyl-L-seryl-L-arginyl-L-tyrosyl-L-arginyl-L-lysyl-L-glutaminyl-L-methionyl-L-alanyl-L-valyl-L-lysyl-L-lysyl-L-tyrosyl-L-leucyl-L-alanyl-L-alanyl-L-valyl-L-leucinamide, trifluoroacetate salt
Synonyms
  • Pituitary Adenylate Cyclase-activating Peptide (1-27)
Molecular Formula
C142H224N40O39S • XCF3COOH
Formula Weight
3147.6
Purity
≥95%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
Water: 1 mg/ml
SMILES
NC([C@H](CC(C)C)NC([C@H](C(C)C)NC([C@@H](NC([C@@H](NC([C@H](CC(C)C)NC([C@@H](NC([C@H](CCCCN)NC([C@H](CCCCN)NC([C@H](C(C)C)NC([C@@H](NC([C@@H](NC([C@H](CCC(N)=O)NC([C@H](CCCCN)NC([C@H](CCCNC(N)=N)NC([C@@H](NC([C@H](CCCNC(N)=N)NC([C@H](CO)NC([C@@H](NC([C@H](CO)NC([C@@H](NC([C@@]([C@@H](C)O)([H])NC([C@@H](NC([C@@]([C@H](CC)C)([H])NC(CNC([C@@H](NC([C@H](CO)NC([C@@H](N[H])CC1=CN=CN1)=O)=O)CC(O)=O)=O)=O)=O)CC2=CC=CC=C2)=O)=O)CC(O)=O)=O)=O)CC3=CC=C(O)C=C3)=O)=O)=O)CC4=CC=C(O)C=C4)=O)=O)=O)=O)CCSC)=O)C)=O)=O)=O)=O)CC5=CC=C(O)C=C5)=O)=O)C)=O)C)=O)=O)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C142H224N40O39S.C2HF3O2/c1-16-75(10)113(179-108(191)66-156-120(201)102(63-109(192)193)173-135(216)104(67-183)176-119(200)88(146)62-84-65-153-70-157-84)139(220)174-101(58-80-28-18-17-19-29-80)133(214)182-114(79(14)186)140(221)175-103(64-110(194)195)132(213)178-106(69-185)136(217)172-100(61-83-39-45-87(189)46-40-83)131(212)177-105(68-184)134(215)164-93(34-27-54-155-142(151)152)126(207)170-98(59-81-35-41-85(187)42-36-81)129(210)163-92(33-26-53-154-141(149)150)124(205)161-89(30-20-23-50-143)122(203)165-94(47-48-107(147)190)127(208)166-95(49-55-222-15)121(202)159-78(13)118(199)180-111(73(6)7)137(218)167-91(32-22-25-52-145)123(204)162-90(31-21-24-51-144)125(206)171-99(60-82-37-43-86(188)44-38-82)130(211)169-97(57-72(4)5)128(209)160-76(11)116(197)158-77(12)117(198)181-112(74(8)9)138(219)168-96(115(148)196)56-71(2)3;3-2(4,5)1(6)7/h17-19,28-29,35-46,65,70-79,88-106,111-114,183-189H,16,20-27,30-34,47-64,66-69,143-146H2,1-15H3,(H2,147,190)(H2,148,196)(H,153,157)(H,156,201)(H,158,197)(H,159,202)(H,160,209)(H,161,205)(H,162,204)(H,163,210)(H,164,215)(H,165,203)(H,166,208)(H,167,218)(H,168,219)(H,169,211)(H,170,207)(H,171,206)(H,172,217)(H,173,216)(H,174,220)(H,175,221)(H,176,200)(H,177,212)(H,178,213)(H,179,191)(H,180,199)(H,181,198)(H,182,214)(H,192,193)(H,194,195)(H4,149,150,154)(H4,151,152,155);(H,6,7)/t75-,76-,77-,78-,79+,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,111-,112-,113-,114-;/m0./s1
InChi Key
LANRWJFRMLMIGH-AZXQFOANSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Pituitary adenylate cyclase-activating peptide (PACAP) (1-27) is a PACAP receptor agonist with IC50 values of 3, 2, and 5 nM, respectively, for rat PAC1, rat VPAC1, and human VPAC2 recombinant receptors expressed in CHO cells.1 It binds to PACAP receptors in rat brain membrane (IC50 = 9.55 nM) and to SH-SY5Y and SK-N-MC human neuroblastoma and T47D human breast cancer cells (IC50s = 1.1, 1.9, and 0.9 nM, respectively).2,3 PACAP (1-27) stimulates cAMP accumulation in H-SY5Y, SK-N-MC, and T47D cells (EC50s = 0.19, 0.22, and 0.17 nM, respectively).3 In vivo, in newborn pigs, PACAP (1-27) (1 μM) induces vasodilation of pial arterioles by 36%.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gourlet, P., Vandermeers, A., Vandermeers-Piret, M.-C., et al. Fragments of pituitary adenylate cyclase activating polypeptide discriminate between type I and II recombinant receptors. Eur. J. Pharmacol. 287(1), 7-11 (1995).

    2. Moro, O., Wakita, K., Ohnuma, M., et al. Functional characterization of structural alterations in the sequence of the vasodilatory peptide maxadilan yields a pituitary adenylate cyclase-activating peptide type 1 receptor-specific antagonist. The Journal of Biological Chemisty 274(33), 23103-23110 (1999).

    3. Eggenberger, M., Born, W., Zimmermann, U., et al. Maxadilan interacts with receptors for pituitary adenylyl cyclase activating peptide in human SH-SY5Y and SK-N-MC neuroblastoma cells. Neuropeptides 33(2), 107-114 (1999).

    4. Lenti, L., Domoki, F., Kis, D., et al. Pituitary adenylate cyclase-activating polypeptide induces pial arteriolar vasodilation through cyclooxygenase-dependent and independent mechanisms in newborn pigs. Brain Res. 1165, 81-88 (2007).