A PACAP receptor antagonist
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PACAP (6-27) (human, chicken, mouse, ovine, porcine, rat) (trifluoroacetate salt)

Item No. 24771

Technical Information
Formal Name
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 (6-27)
Molecular Formula
C121H193N33O31S • XCF3COOH
Formula Weight
Purity
≥95%
A lyophilized powder
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](N[H])CC1=CC=CC=C1)=O)=O)CC(O)=O)=O)=O)CC2=CC=C(O)C=C2)=O)=O)=O)CC3=CC=C(O)C=C3)=O)=O)=O)=O)CCSC)=O)C)=O)=O)=O)=O)CC4=CC=C(O)C=C4)=O)=O)C)=O)C)=O)=O)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C121H193N33O31S.C2HF3O2/c1-62(2)53-85(98(127)164)144-118(184)96(65(7)8)153-100(166)67(10)134-99(165)66(9)136-110(176)86(54-63(3)4)145-112(178)88(57-72-34-40-75(159)41-35-72)147-107(173)79(28-18-21-48-123)138-105(171)80(29-19-22-49-124)143-117(183)95(64(5)6)152-101(167)68(11)135-103(169)84(46-52-186-13)142-109(175)83(44-45-93(126)161)141-104(170)78(27-17-20-47-122)137-106(172)81(30-23-50-132-120(128)129)139-111(177)87(56-71-32-38-74(158)39-33-71)146-108(174)82(31-24-51-133-121(130)131)140-115(181)91(60-155)150-113(179)89(58-73-36-42-76(160)43-37-73)148-116(182)92(61-156)151-114(180)90(59-94(162)163)149-119(185)97(69(12)157)154-102(168)77(125)55-70-25-15-14-16-26-70;3-2(4,5)1(6)7/h14-16,25-26,32-43,62-69,77-92,95-97,155-160H,17-24,27-31,44-61,122-125H2,1-13H3,(H2,126,161)(H2,127,164)(H,134,165)(H,135,169)(H,136,176)(H,137,172)(H,138,171)(H,139,177)(H,140,181)(H,141,170)(H,142,175)(H,143,183)(H,144,184)(H,145,178)(H,146,174)(H,147,173)(H,148,182)(H,149,185)(H,150,179)(H,151,180)(H,152,167)(H,153,166)(H,154,168)(H,162,163)(H4,128,129,132)(H4,130,131,133);(H,6,7)/t66-,67-,68-,69+,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,95-,96-,97-;/m0./s1
InChi Key
CKXSPUYKPOXXBS-HOHISTJQSA-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) (6-27) is a PACAP receptor antagonist with IC50 values of 1,500, 600, and 300 nM, respectively, for rat PAC1, rat VPAC1, and human VPAC2 recombinant receptors expressed in CHO cells.1 It binds to PACAP receptors on SH-SY5Y and SK-N-MC human neuroblastoma and T47D human breast cancer cells (IC50s = 24.5, 106, and 105 nM, respectively) and inhibits cAMP accumulation induced by PACAP (1-38) (Kis = 457, 102, and 283 nM, respectively, in SH-SY5Y, SK-N-MC, and T47D cells).2 In vivo, in newborn pigs, PACAP (6-27) (10 μM) inhibits vasodilation of pial arterioles induced by PACAP (1-27) (Item No. 24769) and PACAP (1-38) (Item No. 24770).3 It also inhibits PACAP (1-27)-stimulated increases in plasma insulin and glucagon levels and pancreatic venous blood flow in dogs when administered locally to the pancreas at a dose of 500 μg.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 alFragments of pituitary adenylate cyclase activating polypeptide discriminate between type I and II recombinant receptors. Eur. J. Pharmacol. 287(1), 7-11 (1995).

    2. Eggenberger, M., Born, W., Zimmermann, U., et alMaxadilan 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).

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

    4. Yamaguchi, N., Minassian, T.R., and Yamaguchi, S. Effects of PACAP1-27 on the canine endocrine pancreas in vivo: Interaction with cholinergic mechanism. Can. J. Physiol. Pharmacol. 81(7), 720-729 (2003).