A neuropeptide with diverse biological activities
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α-CGRP (rat) (trifluoroacetate salt)

Item No. 24728

Technical Information
Formal Name
L-seryl-L-cysteinyl-L-asparaginyl-L-threonyl-L-alanyl-L-threonyl-L-cysteinyl-L-valyl-L-threonyl-L-histidyl-L-arginyl-L-leucyl-L-alanylglycyl-L-leucyl-L-leucyl-L-seryl-L-arginyl-L-serylglycylglycyl-L-valyl-L-valyl-L-lysyl-L-α-aspartyl-L-asparaginyl-L-phenylalanyl-L-valyl-L-prolyl-L-threonyl-L-asparaginyl-L-valylglycyl-L-seryl-L-α-glutamyl-L-alanyl-L-phenylalaninamide, cyclic (2→7)-disulfide, trifluoroacetate salt
Synonyms
  • Calcitonin Gene-Related Peptide-1 (rat)
  • α-Calcitonin Gene-Related Peptide (rat)
  • CGRP-1 (rat)
Molecular Formula
C162H262N50O52S2 • XCF3COOH
Formula Weight
Purity
≥95%
A lyophilized powder
Water: 1 mg/ml
SMILES
NC([C@@H](NC([C@@H](NC([C@H](CCC(O)=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](C(C)C)NC([C@@H](NC([C@H](CC(N)=O)NC([C@@H](NC([C@H](CCCCN)NC([C@H](C(C)C)NC([C@H](C(C)C)NC(CNC(CNC([C@H](CO)NC([C@H](CCCNC(N)=N)NC([C@H](CO)NC([C@H](CC(C)C)NC([C@H](CC(C)C)NC(CNC([C@@H](NC([C@H](CC(C)C)NC([C@H](CCCNC(N)=N)NC([C@@H](NC([C@@]([C@@H](C)O)([H])NC([C@H](C(C)C)NC([C@@H](NC([C@@]([C@@H](C)O)([H])NC([C@@H](NC([C@@]([C@@H](C)O)([H])NC([C@H](CC(N)=O)N2)=O)=O)C)=O)=O)CSSC[C@H](NC([C@H](CO)N[H])=O)C2=O)=O)=O)=O)CC3=CN=CN3)=O)=O)=O)C)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)CC(O)=O)=O)=O)CC4=CC=CC=C4)=O)=O)=O)=O)=O)=O)=O)=O)=O)C)=O)CC5=CC=CC=C5)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C162H262N50O52S2.C2HF3O2/c1-71(2)49-95(184-114(225)62-177-129(233)79(17)181-138(242)96(50-72(3)4)191-136(240)91(40-32-46-174-161(169)170)186-141(245)99(54-88-59-173-70-180-88)197-158(262)127(85(23)220)211-155(259)122(77(13)14)205-150(254)108-69-266-265-68-107(201-132(236)89(164)64-213)149(253)195-101(56-111(166)222)146(250)209-124(82(20)217)156(260)183-81(19)131(235)208-125(83(21)218)159(263)202-108)139(243)192-97(51-73(5)6)140(244)200-106(67-216)148(252)187-92(41-33-47-175-162(171)172)137(241)199-104(65-214)133(237)178-60-113(224)176-61-116(227)203-120(75(9)10)154(258)206-121(76(11)12)153(257)189-90(39-30-31-45-163)135(239)196-103(58-118(230)231)143(247)194-100(55-110(165)221)142(246)193-98(53-87-37-28-25-29-38-87)144(248)207-123(78(15)16)160(264)212-48-34-42-109(212)151(255)210-126(84(22)219)157(261)198-102(57-112(167)223)145(249)204-119(74(7)8)152(256)179-63-115(226)185-105(66-215)147(251)188-93(43-44-117(228)229)134(238)182-80(18)130(234)190-94(128(168)232)52-86-35-26-24-27-36-86;3-2(4,5)1(6)7/h24-29,35-38,59,70-85,89-109,119-127,213-220H,30-34,39-58,60-69,163-164H2,1-23H3,(H2,165,221)(H2,166,222)(H2,167,223)(H2,168,232)(H,173,180)(H,176,224)(H,177,233)(H,178,237)(H,179,256)(H,181,242)(H,182,238)(H,183,260)(H,184,225)(H,185,226)(H,186,245)(H,187,252)(H,188,251)(H,189,257)(H,190,234)(H,191,240)(H,192,243)(H,193,246)(H,194,247)(H,195,253)(H,196,239)(H,197,262)(H,198,261)(H,199,241)(H,200,244)(H,201,236)(H,202,263)(H,203,227)(H,204,249)(H,205,254)(H,206,258)(H,207,248)(H,208,235)(H,209,250)(H,210,255)(H,211,259)(H,228,229)(H,230,231)(H4,169,170,174)(H4,171,172,175);(H,6,7)/t79-,80-,81-,82+,83+,84+,85+,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,119-,120-,121-,122-,123-,124-,125-,126-,127-;/m0./s1
InChi Key
FHIMUMUFXADYPA-OILNABKMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    α-Calcitonin gene-related peptide (α-CGRP) is a neuropeptide with roles in vasodilation, cardiovascular regulation, and inflammation.1 It belongs to the calcitonin family of peptides, which also includes amylin (Item No. 24274), calcitonin (Item Nos. 24409 | 24410), and adrenomedullin.2 α-CGRP binds selectively to heterotrimeric complexes of calcitonin receptor-like receptor (CRLR) and receptor activity-modifying proteins RAMP 1 or 3 (RAMP1 and 3; IC50s = 7 and 23 nM, respectively) over a complex of CRLR and RAMP2 (IC50 = >1,000 nM).3 It binds to rat brain and spleen membrane preparations (IC50s = 3.9 and 3.5 nM, respectively) and relaxes human cerebral and middle meningeal arterial segments precontracted with prostaglandin F (PGF; Item No. 16010; IC50s = 0.23 and 2.24 nM, respectively).4,5 In vivo, α-CGRP (0.01-3,000 ng/kg) decreases mean arterial blood pressure (MABP) and increases pial arteriole (PA) and middle meningeal artery (MMA) diameters in rats with closed cranial windows.6 It induces a 50% increase in diameter of arterioles precontracted with human endothelin-1 (ET-1; Item No. 24127) in vivo in hamster cheek pouch at a concentration of 39.8 pM.7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Russell, F.A., King, R., Smillie, S.-J., et alCalcitonin gene-related peptide: Physiology and pathophysiology. Physiol. Rev. 94(4), 1099-1142 (2014).

    2. Wimalawansa, S.J. Amylin, calcitonin gene-related peptide, calcitonin, and adrenomedullin: A peptide superfamily. Crit. Rev. Neurobiol. 11(2-3), 167-239 (1997).

    3. Husmann, K., Born, W., Fischer, J.A., et alThree receptor-activity-modifying proteins define calcitonin gene-related peptide or adrenomedullin selectivity of the mouse calcitonin-like receptor in COS-7 cells. Biochem. Pharmacol. 66(11), 2107-2115 (2003).

    4. Dennis, T., Fournier, A., St. Pierre, S., et alStructure-activity profile of calcitonin gene-related peptide in peripheral and brain tissues. Evidence for receptor multiplicity. J. Pharmacol. Exp. Ther. 251(2), 718-725 (1989).

    5. Jansen-Olesen, I., Jørgensen, L., Engel, U., et alIn-depth characterization of CGRP receptors in human intracranial arteries. Eur. J. Pharmacol. 481(2-3), 207-216 (2003).

    6. Petersen, K.A., Birk, S., Doods, H., et alInhibitory effect of BIBN4096BS on cephalic vasodilatation induced by CGRP or transcranial electrical stimulation in the rat. Br. J. Pharmacol. 143(6), 697-704 (2004).

    7. Hall, J.M., and Brain, S.D. Interaction of amylin with calcitonin gene-related peptide receptors in the microvasculature of the hamster cheek pouch in vivo. Br. J. Pharmacol. 126(1), 280-284 (1999).