An antagonist of the GLP-1 receptor
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Exendin-4 (5-39) amide (trifluoroacetate salt)

Item No. 35847

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Synonyms
  • Exenatide Amide
Molecular Formula
C169H262N44O54S • XCF3COOH
Formula Weight
3806.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Water: soluble
SMILES
OC(C[C@H](NC([C@H](CO)NC([C@]([H])([C@@H](C)O)NC([C@@H](NC([C@@]([C@H](O)C)([H])N[H])=O)CC1=CC=CC=C1)=O)=O)=O)C(N[C@H](C(N[C@@H](CO)C(N[C@@H](CCCCN[H])C(N[C@@H](CCC(N)=O)C(N[C@@H](CCSC)C(N[C@@H](CCC(O)=O)C(N[C@@H](CCC(O)=O)C(N[C@@H](CCC(O)=O)C(N[C@H](C(N[C@@H](C(C)C)C(N[C@@H](CCCNC(N)=N)C(N[C@H](C(N[C@H](C(N[C@@](C(N[C@@H](CCC(O)=O)C(N[C@@H](CC2=CNC3=C2C=CC=C3)C(N[C@H](C(N[C@@H](CCCCN[H])C(N[C@@H](CC(N)=O)C(NCC(NCC(N4CCC[C@H]4C(N[C@@H](CO)C(N[C@@H](CO)C(NCC(N[C@H](C(N5CCC[C@H]5C(N6CCC[C@H]6C(N7CCC[C@H]7C(N[C@@H](CO)C(N)=O)=O)=O)=O)=O)C)=O)=O)=O)=O)=O)=O)=O)=O)=O)CC(C)C)=O)=O)=O)([H])[C@H](CC)C)=O)CC8=CC=CC=C8)=O)CC(C)C)=O)=O)=O)C)=O)=O)=O)=O)=O)=O)=O)=O)CC(C)C)=O)=O.O=C(O)C(F)(F)F
InChi Code
InChI=1S/C169H262N44O54S.C2HF3O2/c1-16-87(10)135(164(263)193-104(51-56-131(232)233)148(247)198-111(71-94-74-179-96-39-24-23-38-95(94)96)153(252)195-106(66-83(2)3)150(249)185-98(41-26-28-59-171)143(242)199-112(72-124(173)222)139(238)181-75-125(223)180-77-127(225)210-61-30-43-119(210)160(259)205-117(81-217)159(258)203-115(79-215)140(239)182-76-126(224)183-89(12)166(265)212-63-32-45-121(212)168(267)213-64-33-46-122(213)167(266)211-62-31-44-120(211)161(260)202-114(78-214)137(175)236)208-155(254)109(69-92-34-19-17-20-35-92)197-151(250)107(67-84(4)5)194-144(243)99(42-29-60-178-169(176)177)192-163(262)134(86(8)9)207-138(237)88(11)184-141(240)101(48-53-128(226)227)188-146(245)102(49-54-129(228)229)189-147(246)103(50-55-130(230)231)190-149(248)105(57-65-268-15)191-145(244)100(47-52-123(172)221)187-142(241)97(40-25-27-58-170)186-157(256)116(80-216)204-152(251)108(68-85(6)7)196-154(253)113(73-132(234)235)200-158(257)118(82-218)206-165(264)136(91(14)220)209-156(255)110(70-93-36-21-18-22-37-93)201-162(261)133(174)90(13)219;3-2(4,5)1(6)7/h17-24,34-39,74,83-91,97-122,133-136,179,214-220H,16,25-33,40-73,75-82,170-171,174H2,1-15H3,(H2,172,221)(H2,173,222)(H2,175,236)(H,180,223)(H,181,238)(H,182,239)(H,183,224)(H,184,240)(H,185,249)(H,186,256)(H,187,241)(H,188,245)(H,189,246)(H,190,248)(H,191,244)(H,192,262)(H,193,263)(H,194,243)(H,195,252)(H,196,253)(H,197,250)(H,198,247)(H,199,242)(H,200,257)(H,201,261)(H,202,260)(H,203,258)(H,204,251)(H,205,259)(H,206,264)(H,207,237)(H,208,254)(H,209,255)(H,226,227)(H,228,229)(H,230,231)(H,232,233)(H,234,235)(H4,176,177,178);(H,6,7)/t87-,88-,89-,90+,91+,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,133-,134-,135-,136-;/m0./s1
InChi Key
XMSLFIJQSZHMLN-XHZNXUDYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    1 mg

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    5 mg

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    Product Description

    Exendin-4 (5-39) amide is a 34-amino acid synthetic peptide corresponding to residues 5-39 of exendin-4 (48-86) amide (Item No. 11096) and an antagonist of the glucagon-like peptide 1 (GLP-1) receptor (IC50 = 0.3 nM) that has roles in synaptic transmission.1 It decreases GLP-1-induced increases in intracellular cAMP levels in CHO/pancGLPR cells. Exendin-4 (5-39) amide (10 and 100 nM) increases extracellular glutamate reuptake in primary rat hippocampal astrocytes.2 In vivo, exendin-4 (5-39) amide increases excitatory amino acid transporter 2 (EAAT2) protein levels and decreases the field excitatory postsynaptic potential decay time in the rat dentate gyrus when administered intracerebroventricularly.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Montrose-Rafizadeh, C., Yang, H., Rodgers, B.D., et al. High potency antagonists of the pancreatic glucagon-like peptide-1 receptor. The Journal of Biological Chemisty 272(34), 21201-21206 (1997).

    2. Kobayashi, K., Iwai, T., Sasaki-Hamada, S., et al. Exendin (5-39), an antagonist of GLP-1 receptor, modulates synaptic transmission via glutamate uptake in the dentate gyrus. Brain Res. 1505, 1-10 (2013).